PB-240 658
STRUCTURE-ACTIVITY CORRELATION BIBLIOGRAPHY

WITH SUBJECT  AND AUTHOR INDEX
THE FRANKLIN  INSTITUTE RESEARCH LABORATORIES
PREPARED FOR
ENVIRONMENTAL  PROTECTION AGENCY


MARCH 1975
                            DISTRIBUTED BY:
                            National Technical Information Service
                            U.  S. DEPARTMENT  OF  COMMERCE

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                            (Please reed Iiutmctioni on (Ac reverse before comnletinri
 1. REPORT NO.
  EPA 560/1-75-001
              PB  240  658
 4. TITLE AND SUBTITLE
  STRUCTURE-ACTIVITY CORRELATION BIBLIOGRAPHY

  With Subject and Author Index
             6. REPORT DATE
               March  1975
             6. PERFORMING ORGANIZATION CODE
 7. AUTHOR(S)
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 Science Information Services Department
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             14. SPONSORING AGENCY CODE
 IB. SUPPLEMENTARY NOTES
 16. ABSTRACT
 This bibliography provides references to the  literature on two principle methods
 of chemical  structure-biological activity correlation which employ multiple
 regression,  the multiple parameter approach (Hansch)  and the additive model
 (Free-Wilson).   The coverage of the literature  is mttftt to include major and
 representative  papers.   Important references, both  from older and current literature,
 are being added to this compilation, which will  be  updated at the end of 1975.
 The bibliography also contains citations to papers  employing factor analysis,
 discriminant analysis,  pattern recognition, and cluster analysis to correlate
 chemical structure to biological activity.  As  these  techniques and new ones are
 published in the literature, they are being included  in the compilation.  This
 edition of the  bibliography covers the literature to  November, 1974.
                                       R«produc
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This report has been reviewed by the
Office of Toxic Substances, EPA, and
approved for publication.  Approval
does not signify that the contents
necessarily reflect the views and
policies of the Environmental Pro-
tection Agency, nor does mention of
trade names or commercial products
constitute endorsement or recommen-
dation for use.
                 Ill

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                                PREFACE
     This bibliography provides references to the*literature on the two
principle methods of structure-activity correlation which employmulti-
ple regression, the multiple parameter approach (Hansch) and the addi-
tive model (Free-Wilson).  The coverage of the literature is not exhaus-
tive, but is meant to Include major and representative papers.   Important
references, both from the older and current literature, are being added
to this file, which will be updated at the end of 1975.  Suggestions
for inclusion of paper in this file are welcomed,'and may be made to
Dr. Paul N. Craig, Science Information Services Department, Franklin
Institute Research Laboratories, 20th and Race, St., Philadelphia, Pa.
19103.                                        .   ,          '

     As new analytical techniques to correlate structure with biological
activity and relevant approaches to represent chemical structure are
published, they are also being Included.  The bibliography already con-
tains papers employing factor analysis, discriminant analysis,  pattern
recognition and cluster analysis.

     The original set of papers 1n the structure-activity correlation
bibliography was derived from the files of the Office of Toxic Sub-
stances in the Environmental Protection Agency, and in part, from the
personal files of Dr. Paul N. Craig.  It is being kept current by the
scientific literature screening activities of the Science Information
Services Department of the Franklin Institute Research Laboratories.

     This edition of the index covers the literature to November 1974.

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     The Index to the structure-activity correlation bibliography
consists of three parts:

     1.  Subject Index, p.  1
     2.  Author Index, p. 35
     3.  Bibliographic citation of all  papers Indexed, p.  39

     Numbers following Index terms in the author and subject sections
refer to the appropriate bibliographic citation in the third section.

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                                     SUBJECT  INDEX
•b inltlo calculi
   charge distribution
      barbiturates, 3  ,,

acetamlnophenol esters
   analgetic activity   i
      rat, 77. 77    .
   LD50'
      mouse, 77
   partition coefficients, 7[fr

acctanllides           '         i  '
   macromolecular binding       • '   '
      Hansch method, 150

acetopfaeftones        !
   reductase, rabbit kidney     i
      iQJDO MO meth      "   '
 acidity coutaats   |       ,    '
   , betm-adrcnergic blocking activity
       beta-halophenthylamines, 156
  ; amine oxidise activity,  rabbit  liver
  1    amines; aliphatic, 158
,'!    phenethylamines, 158     '
  • carbonic i anhydrase inhibition  '     :
i       sulfonamides! 203   ..    : ;  ',.
  ''< oxidative, phosphorylation uncoupling
  !    phenols, 376    ', , \     '
       phenylanthranilic acids, 333     '
    serum albumin binding, bovine '
I  ,    phenols, 376    .  i ,
    sigma star, constants
  i    correlation. 156 '

 acMity coaaUata, correlation with
    antibacterial tactivity,   ;
       phenols, 374\
    oxidative phosphbrylation uncoupling
       phenols, 374
    toxicity
       phenols, 374'
   TjTDC
    LD50
        Free-Wilson method] 226
        Hansch method, 226!
        riiouse, 226

 N-acyltrUaUaet              '
    anti-tumor activity
        Hansch method, 381  *
    LD50
        rat, 381            i
 cyclk adeaodne moaophotyhate
    guinea pig brain slices
        catecholamines, 188
        histamines, 188
        phenolic amines,  188
        phenolic indoleethyUmines, 188
illation

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   cytokinin activity
      plant, 90
   growth inhibition
      bacteria, 90
      tumor cells, 90, 90
•dranergk activity
   catecholamines, 287, 288
   phenethylamines, 309
   stereoselectivity
      drugs, 285

beta-adreMrgk activity
   cat
      indanamines, 119
      tetrahydroisoquinolines, 119
   Hansch method
      catecholamines, 289
adrenergk Mocklni activity
   field & resonance constants, corrected
      phenethylamines, halo-, 341
   Free-Wilson method
      phenylethylalkylamines, 43
   Hanich method
      phenethylamines, halo-, 341
   rat
    ,  phenylethylalkylamines, 43
   Van der  Waals radii
      phenethylamines, halo-, 341
beta-adrtnergk blocking activity
   acidity constants
      beta-halophenthylamines, 156
   Hansch method
      beta-halophenthylamines, 156
beU-adrenoceptor Uockiag
   guinea pig
      nitrophenylisopropylaminoethanols, 5
   rabbit
      nitrophenylisopropylaminoethanols, 5
   rat
      nitrophenylisopropylaminoethanols, 5
   receptor  site conformation
      nitrophenylisopropylaminoethanols, 5

affinity Mutants
   cholinesterase inhibition
      dimethoxont,  389
      ethylphosphonothioate enantiomers, 391
•flatoxliu
   carcinogenkity
       Huckel MO method, 177
albumin, human
   hydrophobic binding
      selected compounds, 311
alcohol  fehydrogenaM activity
   Hansch method
      summary, 163
alcohol  deaydrogMatt inhlbttton
   Hansch method
      benzamides,  153
alcohol-water system*
   partition coefficients
       selected compounds, 62
alcohols
  i DNA denaturization
      Hansch method, 178        .
   lipoxygenase activity
      Hansch method, 239
   narcosis, 148

alkyl homologs
   membrane permeability
      kinetic model, 357

alkylamlnoalkylbenillates
   mydriasis
      mouse, 94
alkylanillnes
   LD50
      Hansch method, 81
      lipophilicity.'Sl          *
      rat, 81                 .

alkylatioo, rate of
   ovicide activity, correlation
      bromoethylthiobenzenes, 194

amides
   cholinesterase  inhibition
      review, 299
   cytochrome interconversion, 191
   DNA denaturization
      Hansch method, 178
amURnes, cyclic
   anthelmintic activity
      Hansch method, 252

•mine oxidase activity, rabWt liver
   acidity constants
      amines, aliphatic, 158
      phenethylamines, 158
   Hansch method
  •'    amines, aliphatic, 158
      phenethylamines, 158
amines
   demethylation, metabolic
      Hansch method, 168

amines, aliphatic
   amine oxidase activity, rabbit liver
      acidity constants, 158
  i    Hansch method, 158
amines, aromatic
   acetylation-enzymatic
      Hansch method, 145
amines, quaternary
   acetytcholine receptor affinity
      frog,  9
      guinea pig, 9
      molal volume), 9
   cholinesterase  inhibition, 278
   growth inhibition           '
      plant, 278               i
   muscle contraction
      frog, 4
   pharmacology, molecular
      substrate affinity, 4
•mines, tris-quaternary
   cholinergic activity
      cat, 211
      rabbit, 211

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   mandelic acids, 30
d-MBino uid oxktaae activity
   Hansch method
      maleimides, 239, 239

amloo dlpeptita
   antibacterial activity
      chromatographic (TLC) Rm, correlation. 372

p-anbMMEObtRttM
   carcinogenicity
      basicity, 59
    mouse
       imidazolines, 276
       indanamines, 95      :  •
       pethidines,  14, 15
    partition coefficients
       imidazolines. 276
       morphines, 224
    rabbit
       morphines, 224        '
    rat
       acetaminophenol esters, 77; 77
    review
       morphines, 83        .  .
   anesthetic activity
      conformation, 26
      guinea pig, 26
ganma-amlnotmtyric add
   CNS impulse transmission inhibition, interneuronal
      conformation, 213
      extended Huckel MO method. 213

amlnoindani
   monoamine oxidase inhibition
      discriminant analysis, 248

amlnoaltrobeiMnes
   sweetness
      partition coefficients, 76
ammotetraltaai
   monoamine oxidase inhibition
      discriminant analysis, 248
amphetamine antagonism
   rat
      butyropheoones,  196
      chlorpromazines, 196

amphetamines
   enzyme inhibition
      Hansch method,  149
   hallucinogenesis
      Huckel MO-INDO method, 207
      Huckel MO method,  121
      human. 121, 207

amylase secretion
   mouse
      catecholaminet, 388

anabolic activity
   rat
      terpenoates,  nortestosterone, 260

auleetic activity
   animal
       pethidlne, 13
   conformation
       pethkttne, 13
       pethidines,  14. IS
    Free-Wilton  method
       indanamines, 95
    Hansch method
       imidazolines, 276
       morphines, 224
    HOMO constants
       imidazolines, 276  .
    Huckel MO  method
       imidazolines, 276
          activity
   conformation             ,      : ..
       para-aminobenzoates, 26
   guinea pig
       para-aminobenzoates, 26
       dkthylaminoethyl benzoates, 147
   Hansch method
       ethers, 115           ..'•
   mouse
       ethers, 115                  :
   partition coefficients         .  .  '   .
       ethers. 115
   rabbit                      .        .
       ethersi 174                 ......
   stereoselectivity                 ,'  . ~
       drugs, 285

aa«atWtica   '              '   '•"•' ; '  ;; .
   conformation                       •
       benzoyloxyalkylamines, 65         '

local aMtkctica
   lecithin monolayer interaction
       ionization potential correlation,. 181.
       mole refractivity, 181
   rabbit, 88
   hill reaction inhibition
      Hansch method, 143
      Huckel MO method, 204
      plant,  116
                  value*
   pi constants, 104
   cytochrome interconversion
       pi constants, 191
   hemoglobin binding, bovine.
       Hansch method, 212
       partition coefficients, 212
   macromolecular binding
       Hansch method. ISO
   sweetness
       human, 227

MttMcthywmlne
   sympathomimetic activity   .
       conformation, 64
    analgetic activity
       pethidine,  13

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aaftrectic activity
   dog         ;
       benzylcyclopropylamines, 200
   rat
       benzylcyclopropylamines, 200

anthehnlntic activity
   Hansch method
       cyclic amidines, 252

anttarthrytic activity
   substructural features, correlation
       SK & F fragment codes, 367

antibacterial activity
   see also bactericidal activity
   acid dissociation
       sulfanilamides, 16
   acidity
       sulfonamides, 66
   acidity constants, correlation with
       phenols, 374
   benzyl amines (quaternary),  148
   bond character, correlation
       benzenesulfonamides, 313
   chloramphenicols, 316
   chromatographic (TLC) Rm, correlation
       amino dipeptides, 372
       guanidinoalkanesulfonic acids, 371
   Free-Wilson method
       erythromycin esters, 249
       erythromycins, 384
       tetracyclines, 48, 95
   Hansch method, 148,  148
       chloramphenicols, 40, 49, 154
       clindamysins, 385
       erythromycin esters, 249
       erythromycins, 384
       leucomycins, 385
       lincomycins, 385
       nitrophenols, %, 96
       penicillins,  142
       phenols, 374
       review, 380
       selected organic compounds, 238
       sodium alkyl sulfates, 148
       sulfonamides, 103, 263
       tetracyclines, 48, 49
   homolytic constant
       chloramphenicols,  154
   infrared absorption, correlation
       sulfonamides, 314
   molar attraction constant
       penicillins, 282
   nitrobenzofurans,  286
   nitrofuraldehyde semicarbazone, 73
   partition coefficients
       clindamysins, 385
       erythromycin esters, 249
       erythromycins, 384
       leucomycins, 385
       lincomycins, 385
       selected organic compounds, 238
   phenols, 327
    polarizabiiity                •'.'-"
       chloramphenicols, 40        -.'.-...•
    sigma constant, correlation   •'••.     '  .
       benzenesulfonamides, 313   .   .  •'".-,'
       penicillins,  173                 '    .  .
       sulfonamides, 44
    sigma constants              .
       selected organic compounds, 238

 antibacterial*
    sulfa drugs                            :
       dosage  regimen calculation, 219, 220

 antlconvulsut activity
    conformation
       procyclidine, 39

 antidepresaant activity                    ;
    mouse
       phenothiazines, 202
    rat
       phenothiazines, 202
 aatlflbrinolytic activity
    chromatographic (TLC) Rm, correlation
       guanidinoalkanesulfonic acids, 371
i .
 antifurtgal activity
    Hansch method              :
       trichloromethylthioheterotyles, 390 i
    oxathiins, 321
    thiazoles, 321

    partition coefficients
       trichloromethylthioheterocyles, 390
j          ,                             '  '
 MttUitamlM  activity
    ethers, 174
    guinea pig, 118
       phenethylamines, halo-,  118
    Hansch method
       diphenhydramines, 377
    steric parameter, correlation
       diphenhydramines, 377

 antihypertemive activity
    Hansch method  •                .      .
       benzothiadiazine dioxides, 336
       benzothiadizaines, 353
    extended Huckel MO method
       benzothiadizaines, 353
    partition coefficients
       benzothiadiazine dioxides, 336
    rat
       benzothiadiazine dioxides, 336

 antilnflanunatory activity
  •  Free-Wilson method
       aryltetrazolylalkanoic acids, 36
    Hansch method
       aryltetrazolylalkanoic acids, 36
       coiiisols,  355
    molar refractivity
       cortisols,  355
    rat
       aryltetrazolylalkanoic acids, 36
       tetrahydronaphthoic acids naphthoic acids, 199

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•atitMkemlc activity
   see a/so antitumor activity
   mouse
       benzophenanthridine alkaloids, 326

antimlartal activity
   chicken
       chloroquines, 10, II
   Free-Wilson method
       phenanthreneaminoalkylcarbinols. 366
       phenylquinolyl carbinols, 70
   Hansch method
       arylamidinoureas, 332
       chloroqiiines, 10, II
       Del Re MO charge parameter, 10, 11
       Huckel MO charge parameter, 10, 11
       naphthoquinones, 247, 383
       phenanthreneaminoalkylcarbinols, 366
   Huckel MO method
       naphthoquinones, 247, 383
   mouse
       phenylquinolyl carbinols, 70
   partition coefficients
       naphthoquinones, 383
   phenanthrene amino alcohols, 55, 56
    redox potential
       naphthoquinones, 247.

 antimicrobial activity
    macrolides, 281
 antimicrobials
    partitioning in gelatin-acacia coacervate system
       determination, 198

 antipressor activity
    rat
       phenethylamines, halo-, 118

 aattpsychotle activity, correlation
    phenolhiazine isosteres,  315

 antitumor activity
    see also antileukemic activity
    see also cancer chemotherapy
    see also leukemia chemotherapy
    see also tumor-inhibitory activity
    chlorambucil amides, 361
    Hansch method
       N-acyltriamines,  381
       nitrogen mustards, 381
    platinum complexes,  186
    rat
       oxazaphosphorine-2-oxides, 362, 362
    rodent
       oxazaphosphorine-2-oxides, 363, 363
 aatfvlral activity
    benzthiazoles, tetrahydro-,  233
    phenyliraidazoles, 233
    indandiones, 375
    ketosulfones, 375
    hydroxyquinolines, 233
    thiazoles amino(phenyl), 233

 aaomorphine antagonism
    rat
       butyrophenones,  196
       chlorpromazincs,  196
aroautic eoaqpouafc
   partition coefficients
      MO description, 308

aromatic hydrocarbons, polynuclear
   carcinogenicity
      electron super-delocalizability, 271
      electronic structure, 294
      frontier electron density,'271   .
      K. region,! presence of, 294
      L region,  presence of, 294
      rodent, 147

arylamidiaooreas
   antimalarial activity
      Hansch method, 332

arylbatyrk acMa
   partition coefficients, chromatographic
      pi constant correlation, 221

arylproplook acids
   panition coefficients, chromatographic
      pi constant correlation, 221

aryltttrmiolylalkanoie acids
   antiinflammatory activity
      Free-Wilson method,  36
      Hansch method, 36              •
      rat, 36                 'I  '     (
•tropiMS
   acetylcholine receptor affinity
      epimerization, 8
      guinea pig, 8

aixla activity
   Hansch method
      phenoxyacetic acids, 97,  159, 160
      phenylacetic acids, 97, 268
   partition coefficients
      phenoxyacetic acids, 159, 160
axtdo(bisalkylamliio)triaxines
   photosynthesis inhibition
      Hansch method. 111
      plant, 111
bis-asirMlayl alkylaaUaophosphlae oxides
   mutagenicity
      mouse, 325

Ms-adridinyl alkylphospMne oxides
   mutagenicity,
      mouse, 324
bacteria
   growth inhibition, 90
      adenosines, 90

bactericidal  activity          '       i
   see also antibacterial activity
   CNDO MO methods
      chloramphenicols,  187
   conformation
      chloramphenicols,  187
   electron affinity
      nitrofurans, 183
   Hansch method
      cephalosporin, 18
      chloramphenicols,  160, 162
     . para-Hydroxybenzoates,  141

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      penicillins, 18, 166
   Huckel MO method
      nitrofurans, 183
   extended Huckel MO method
      chloramphenicols, 187
   lipophilicity
      cephalosporin, 18
      penicillins, 18
   parachor
      chloramphenicols, 254
   partition coefficients
      chloramphenicols, 160, 160, 254
      trifluoromethylphenols, 75
   penicillins, 175

barbiturates
   ab initio calculations
      charge distribution, 3
   classification into groups
      pattern recognition, 58
      structural fragments,  58
   CNDO/2 MO methods
      charge distribution, 3
   egg cell division inhibition
      Hansch method, 137
      sea urchin, 137
   Hansch method
      charge distribution, 3
   hypnosis
      Hansch method, 137, 167
      mouse, 184
   LD50
      mouse, 184
   membrane permeability
      partition coefficients,  113
   metabolism of drugs
      Hansch method, 167
   NADH oxidation inhibition
      Hansch method, 137
   brain oxygen consumption inhibition
      Hansch method, 137
      rat, 137
   scrum albumin binding
      hydrophobic binding, 99

barley
   toxicity
      DDT, 342
basicity
   carcinogenicity
      p-aminoazobenzenes,  59
   hydrogen bonding index, 106
      nicotines, correlation, 106
   sigma star constants
      nicotines, correlation, 106
   sweetness
      nitroanilines, 228

behavioral effect
   configuration
      quinuclidinyl benzilate, 259
   dog
      quinuclidinyl benzilate, 259

benzamides
   alcohol dehydrogenase inhibition
      Hansch method, 153
    partition coefficients
       Hansch method, 153

benzamiiUnes
    thrombin inhibition
       Hansch method, 61

benzene substltuent rallies
    pi constants, 104

benzenes
    LD50
       Free-Wilson method, 46, 364
       Hansch method, 46              ;
       Kopecky-Bocek method of S/A correlation, 215
       mouse, 46, 215, 364
    partition coefficients
       MO description, 308
    toxicity   '                   •  •   .
       mouse, 24                        '
beaieneguifonaniides             '
    antibacterial activity
       bond character, correlation, 313   '  '
       sigma constant, correlation, 313

beazlmiduoles
    influenza virus multiplication inhibition, 331
    oxidative phosphorylation uncoupling
       electronic substituent constant of Seth-Paul/Van Duyse
           334
       Hansch method, 334

|beniisothtesolet, amlno
    gastric secretion inhibition
       conformation,  37
       partition  coefficients, 37
       rat, 37

{beuoate esters, amino
    membrane permeability
       partition  coefficients, 92
benzoates
    hapten-antibody interaction
       Hansch method, 378
       steric parameter, correlation, 378
benzoates, hydrolysis
    ortho steric parameter
       electronic dependence,  53, 54
|bauoatesv p-Hydroxy
    bactericidal activity
       Hansch method, 141
    fungicidal activity
       Hansch method, 141

 beuoates, transesterification
    ortho steric  parameter
       electronic dependence, 54
 benzodloxoies
    insecticide synergism
       fly, 126
       Hansch method, 126
       homolytic constant, 126
jbencok aeM substltuent rallies
    pi constants, 104
 betook adds
    fibrinolysis
       Hansch method, 172

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   LD50.    ^"Vv'"
       mosquito larvae, 147, 173
       sigma constant, correlation, 173
   tigma constants
       SCF-INDO MO charge densities, correlation, 205

beuoic acidly eiteriflcatton
   ortho sleric parameter
       electronic dependence, 5J

benxotheaantkrMlM alkaloids
   antileukemic activity
       mouse, 326.
   cytotoxicity
       mouse, 326.

beuothladiariM dioxide*
   antihyperiehsive activity
       Hansch method, 336
       partition coefficients,  336
       rat,  336
   partition coefficients, 337

benxothiadlzalaei  ... ''
   antihypertehsive activity
       Hansch method, 353
       extended Hiickel MO method,  353

beMoyloxyalkylamlnes
   anesthetics
       conformation, 65
   PC1LO MO method
       conformation, 65

bMithiatole*, tetrahydro-
   antiviral activity, 233
bmyl alcohol lubttltuMt value*
   pi constants, 104

bMiyl amlnc*
   antibacterial activity, 148
   phenethanqiamine N-methyltransferase inhibition
       Hansch method, 110
bcnsylcyclopropylamlntt
   anorectic activity
       dbg, 200
       rat, 200

bcwylifoqulMllae alkaloids
   tumor inhibitory activity, 222

hlHdlnf to protein
   tee alsv bovine
   see J/w dihydrofolate reductase binding
   see also hemoglobin binding
   see also plasma protein binding
   see serum albumin binding

biological activity
   correlation with structure
       computer storage-retrieval,  67
       iterative correlation procedure, 35
   rodent
       oxazaphosphorine-2-oxides, 363, 363
bond character, correlation
   antibacterial activity
       benzenesulfonamides, 313
             albumin binding
   Hansch method
      organic compounds, 178
      selected organic compounds,!7.31
brain T* train tumor penetration
   mouse
      phenylboronic acids, 323
   partition coefficient*
      phenylboronic acids, 323  "•'     -
brack
thing
   WLN
       decoding, 229
   alkyiation, rate of
       ovicide activity, correlation, 194, •'
   hydrolysis
       linear free energy relationship,  193
   ovicide activity, correlation   .  .   -
       Hansch method, 192
       mite, 192

batyrlchoUatsterau lahioitioa
   cholinesterase inhibition
   Free-Wilson method
       decylcarbamoyl piperidines, 60  •
   Hansch method
       decylcarbamoyl piperidines, 60
bBtyropheamm
   amphetamine antagonism
i       rat, 196
   apomorphine antagonism
       rat. 196
   neuroleptk activity
       rat. 195

CMMT chcMothenpy
   sec tlso antitumor activity
   Free- Wilson method
       carbamates, acetylenic, 300

carbamatM                            ..
   cholinestcrase  inhibition
      Hansch method, 144
  Hill reaction inhibition
      Hansch method, 143
      plant, 349
   pesticide uptake
       eggs of large milkweed bug, 29

carbaaute*, acctylenk
   cancer chemotherapy
       Free-Wilson method, 300

eartMunatw,
   LD50
       rat. 381
    cholinesterase inhibition
       Free-Wilson method, 296
carbanoylpiBeridlnoalkanes
    cholinesterase inhibition
       Free-Wilson method, 12
       plasma, human, 12

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   cholinesterase inhibition
       charge densities from MO, contribution, 297
       dipole moments, 297
       Hansch method, 297
       review,-299

bcta-carbolinei
   monoamine oxidase activity
       Hansch method, 239
   monoamine oxidase inhibition,  185

carbonic anhydrase activity
   Hansch method
       sulfonwnides, 239, 239

carbonic anhydrite InMWtkw
   acidity constants
       sulfonamides, 203
   Hansch method
       sulfonamides, 203
   partition coefficients
       sulfonamides, 203
   protein-binding constants
       sulfonamides, 203
   valence-force constants
       sulfonamides, 203

(3
-------
   metabolism of drugs       ,
       Huckel MO method. 243

chlorinated hydrocarbon
   pesticide uptake
       eggs of large milkweed bug, 29

chloromycettas
   see chloramphenicols

chloroquiitM
   antimalarial activity
       chicken, 10, 11
       Hansch method, 10, 11
   parasite inhibition
       Free-Wilson method,  189

chlorpromariMs
   amphetamine antagonism
       rat, 196
   apomorphine antagonism
       rat, 196
   neuroleptic activity
       dog, 201
       mouse, 201
       rat, 195, 201            j
choiine acetyitransfe
Inhibition
   Hansch method
       styrylpyridines, 2
   Huckel MO method
       styrylpyridines, 2
   rat
       styrylpyridines, 2
chotinergic activity
   cat
       amines, tris-quaternary, 211
   ethers, 174
   rabbit
       amines, tris-quaternary, 211
   stereoselectivity
       drugs, 285

cbollnesteraae complexatlon
   hydrolysis  •
       N-methylcarbamates. 279
   sigma constants
       N-methylcarbamates, 279

cholineiteraM Inhibition
   see a/so acetylcholine  headings
   see also butyrlcholinesterase inhibition
   see tlso phosphates, organo-
   afTinity constants
       dimethoxons, 389
       ethylphosphonothioate enantiotners, 391
   amines, quaternary, 278
   charge densities from MO, contribution
       carbamoylpiperidinoalkanes, 297
   correlation with physical parameters
       organophosphates, 109
   dipole moments
       carbamoylpiperidinoalkanes, 297
   fly, 277
       phosphates, sulfurpentafluorophenyl diethyl, 255
       phosphoramidates, 277, 277
   Free-Wilson method
       carbamoylpiperidines, 296
       alkyl-3-carbamoylptperidines,  12
   Hansch method
      carbamoylpiperidinoalkanes, 297      .
      organophosphates, 108,  129      •
      organophosphates, 144
      organophosphonates, 144            -
      phosphoramidates, 277
      organophosphoramidates, 144       : -
      urethanes,  144          :
   Huckel MO method
      N-methylcarbamates, 273
      organophosphates, 273
   insect                           .
      organophosphates, 109
   N-methylcarbamates, 255
   N-methylcarbamates, phenyl, 256, 257
   plasma, human
      alkyl-3-carbamoylpiperidines, 12
   review
      amides, 299
      carbamoylpiperidinoalkanes, 299
      organophosphates, 108
   sigma constant
      phosphates, sulfurpentafluorophenyl diethyl, 255
   steric parameter
      organophosphates, 129        •

choUaestenu* reactivation            '
   hydroxviminomethylimidazoles, 122
                                       chromatotraphic (TLO Rm
                                          partition coefficients
                                              penicillins, 17

                                       chrwMtographic (TLC) Rm, correlatioa
                                          antibacterial activity
                                              amino dipeptides, 372
                                              guanidinoalkanesulfonic acids, 371
                                          antiflbrinolytic activity    .         .
                                              guanidinoalkanesulfonic acids, 371;
                                       chymotrypain hydrolysis
                                          Hansch method, 139         !
                                              nitrophenyl esters, 134

                                       chymotrypsta Inhibition
                                          Hansch method          •
                                              (3-carboxy)phenyl alkanoates, 319

                                       Hnaaalr aeMs
                                          growth-regulation
                                              plant, 340
                                          partition coefficients, chromatographic
                                              pi constant correlation, 221

                                       clmUr diehrolsm
                                          chlpramphenicols, 265

                                       claasiilcatkNi intp groups
                                          cluster analysis               .
                                              sedatives, 58
                                              tranquilizers, 58
                                          Fisher discriminant
                                              sedatives, 58
                                              tranquilizers, 58
                                          K nearest neighbor technique
                                              sedatives, 58
                                              tranquilizers, 58
                                          pattern recognition
                                              barbiturates, 58
                                              cluster analysis, 217

-------
       nonlinear mapping, 217
       phenothiazines, 38
       preprocessing, 217
    structural fragments
       barbiturates, 58
       phenothiazines, 58
       sedatives, 58
       tranquilizers, 58

 cllndamysini
    antibacterial activity
       Hansch method, 385
       partition coefficients, 385

 ctater analysis
    see also pattern recognition
    classification into groups
       sedatives, 58
       tranquilizers, 58
    pattern recognition
       classification into groups, 217
    substituent selection in drug design, 171

CNDO/INDO MO method*
    norepinephrine storage
       phenethylamines, polyhydroxy-, 210
CNDO MO method
    conformation
       dopamine, 208
       norepinephrine,  208
   bactericidal activity
       chloramphenicols, 187
    reductase, rabbit kidney
       acetophenones, 180
CNDO/2 MO methods
   charge distribution
       barbiturates, 3

CNS activity
   conformation
       acetylcholine and agonists, 293
   dipole moments
       selected organic compounds, 241
    Hansch method
       selected organic compounds, 241
   mouse
       selected organic compounds, 241
    PCILO MO method
       acetylcholine and agonists, 293
   rat
       selected organic compounds, 241
CNS depressant activity
   dipole moments
       thioureas, 240
       ureas,  240
   mouse
       terpenyl carbamates, 261
       thienodiazepines, 272
       thioureas, 240
       ureas,  240
   rat
       thienodiazepines, 272
CNS Impute transmission inhibition, Interaeuronal
   conformation                         :
      gamma-aminobutyric acid analogues, 213
   extended Huckel MO method   •
      gamma-aminobutyric acid analogues, 213

cockroach
   penetration of cuticle
      pesticides, 280

complement inhibition, 61

computer decoding
   WLN for complex rings, 84              .'

computer ru, batch- time sharing
   Hansch method, 68

computer storage
   chemical-biological activities
      structural information, 82
computer storage-retrieval
   biological activity
      correlation with structure, 67

configuration
   behavioral effect                      '
      quinuclidinyl benzilate, 259

conformation
   acetylcholine receptor affinity, 7
   agonist activity
      histamines,  112
   analgetic activity
      pethidine, 13
      pethidines, 14,  15
   anesthetic activity
      para-aminobenzoates, 26
   anesthetics
      benzoyloxyalkylamines, 65
   anticonvulsant activity
      procyclidine, 39
   bactericidal activity
      chloramphenicols, 187
   CNDO MO method
      dopamine, 208
      norepinephrine, 208
   CNS activity
      acetylcholine and agonists, 293
   CNS impulse transmission inhibition, interneuronal
      gamma-aminobutyric acid analogues,  213'
   gastric secretion inhibition
       aminobenzisothiazoles, 3?
   Huckel MO method
       chlorinated ethanes, 245
   norepinephrine storage
       phenethylamines, polyhydroxy-, 210
   PCILO MO method
       acetylcholines, 290. 292
       benzoyloxyalkylamines, 65
       phenethylamines, 291
       phenoxyethyl amine, 64
   phosphorylase  phosphatase inhibition
       nitroheterocycles, 306
   schistosomicide
       nitroheterocycles, 306
                                                             10

-------
   sympathotniihetic activity
      anilinoethylamine, 64
      pherioxyethyl amine, 64
      phehylthioethylamine, 64

correlation wMfc phyakal paramctan
   cholinesterase inhibition
      organophosphates, 109
   LD50
      organophosphates, 109

correlation wttfc atnwtare
   biological activity
      computer storage-retrieval, 67
      iterative correlation procedure, 35
   thyroxine activity
      diphenyl ethers, 34

cortlaob       .  ;
   anti-inflammatory activity
      Hansch method, 355
      molar refractivity, 35}

cromoglycates   .'•
   cutaneous ahaphylaxis
      rat, 38  ...

cutaneous auphylaxii
   rat
      cromoglycates. 38
cyclopropyhuataea
   monoamine oxidase inhibition
      rat, 358

cytochrome laterconvenioii
   amides, 191
   pi constants
      anilines, 191
      phenols, 191
   ureas, 191

cytoklnin activity
   plant       •
      adehosines, 90
   tobacco plants
      thioureas,  33
      ureas, 33  •          •

cytotoxfcity
   mouse
      benzophenanthridine  alkaloids, 326

data bate, computerised
   structure-activity data
      standardization, 155
      WLN encoding & retrieval, 155

DDT
   toxicity
      barley, 342
decallM,
    ganglionic blocking activity
       lipophilicity, 351

decarboxylaae lahlbltkio
    Huckel MO method
       indolealkylamines,  121

decoding
    WLN                     ''   ,
       branch chain searching, 229.
       multiplied group searching, 229 :
decykarkaawyl pipcrMlnes       •
    butyrlcholtnesterase inhibition
       Free-Wilson method, 60  :
       Hansch method, 60
Del Re MO charge parameter         :
    antimalarial activity
       Hansch method, 10, 11  .

Dal Re MO, Modified
    partition coefficients
       electronic  indices, 47        , .
deatetfcylatlM, MtaboUc
    Hansch  method
       amines, 168
               oxyalkaaes        ':
    enzyme inhibition,  1 14
|tiaailBei, bMdlddoroacetyl)
    electron transport inhibition
       Hansch method, 338
       partition coefficients, 338
dkhloropheaoxyacrylatet
    plant growth inhibition, 373
       Hansch method, 373
       partition coefficients, 373
dtethylMBlMcthyl bewmitei
    anesthetic activity
       guinea pig, 147
41«thylaniiioethyl estert        .
    acetylcholine inhibition      ;
       guinea pig, 27           '
       Hanich method, 27
dlkyaVofolate reductase btadlm
    Hansch method
       pyrimidines, 264
       triazines, 264
    partition  coefficients
       pyrimidines, 264
       triazines, 264
dihytfroxybeaioyl aalllnes
    succinate dehydrogenase inhibition
       Hansch method, 80
       pi constants, 80
dfanethoioM
    cholinesterase inhibition
       affinity constants, 389

    carcinogenicity
       rodent, 147
    skin sensitization
        Hanich method, 379
        molar volume, 379
        partition coefficients, 379
 1,3-dioxobMM
    acetylcholine receptor activity
        guinea pig, 51
        Hansch method, 51
                                                            11

-------
       rat, 51

dlpnenhydraraine*
   antihistamine activity
       Hansch method, 377
       steric parameter, correlation, 377

diphenyl ethers
   thyroxine activity
       correlation with structure, 34

dlpfaenylalkylenedlamines
   ftbrinolytic activity
       rat, 91

diptienylaminopropanota
   factor analysis
       several biological  tests, 347

dipole moments
   cholinesterase inhibition
       carbatnoylpiperidinoalkanes, 297
   CNS activity
       selected organic compounds, 241
   CNS depressant activity
       thioureas, 240
       ureas, 240
   isonicotinamide, 302
   neuraminidase inhibition
       isoquinolines, 387
   nicotinamides, 303
   nipecotamides, 304

group dipole moments
   N-alkyl nicotinamides, 295, 298

discriminant •nalysii
   chance estimate bias
       validation procedures, 370
   interpretation, 267
   monoamine oxidase inhibition
       aminoindans, 248
       aminotetralins, 248

dissociation
   partition  coefficients, chromatographic
       pi constant, correlation, 221

diuretic activity
   rat
       naphthyridines, 176

DNA biosynthesis Inhibition
   steady state model
       drug interactions, 348

DNA denaturlzatlon
   Hansch method
       alcohols, 178
       amides, 178
dog
   anorectic activity
       benzylcyclopropylamines, 200
   behavioral effect
       quinuclidinyl benzilate, 259
   hypotensive activity
       sulfamoyl azides, 250
   neuroleptk activity
       chlorpromazines, 201
   salicylate blood level
       salicylic esters, 78
   sympathomimetic activity inhibition '   :
       phenethanolamines, 225         •    .:-

dopamine                            ' •      •
   CNDO MO method
       conformation, 208       .   . -       '  *

dopamine beta-hydroxylase activity
   Free-Wilson method'
       phenethylamines,  102          .

dosage regimen calculation             '
   antibacterials               .       "•'• .-
       sulfa drugs, 219, 220

drug design                       ;
   Hansch method, 135
       review,  133
   Topliss tree, 133                         ,
       examination of, 382            •.•   -

drug-receptor interaction
   Hansch method
       MO parameters, 41           •
   physicochemical properties, influence, 93

drugs
   adrenergic activity
       stereoselectivity, 285
   analgesic activity
       stereoselectivity, 285
   cholinergic  activity
       stereoselectivity, 285
   histamimc activity
       stereoselectivity, 285
   permeability across biological membranes
       partition coefficients, 305
       review,  305
egg cell division inhibition
   Hansch method
       barbiturates,  137
   sea urchin
       barbiturates,  137

eggs of large milkweed bug
   pesticide uptake
       carbamates,  29
       chlorinated hydrocarbons, 29
       organophosphates, 29
       partition coefficients, 29
electron  affinity
   bactericidal activity
       nitrofurans,  183
electron  snper-delocallzability
   carcinogenicity
       aromatic hydrocarbons, polynuclear, 271

electron  transport inhibition
   Hansch method
       bis(dichloroacetyl)diamines, 338
       naphthoquinones, 338
   partition coefficients
       bis(dichloroacetyl)diamines, 338
       naphthoquinones, 338
electronic dependence
   ortho steric parameter, 52
       benzoates, hydrolysis, 53
       benxoates, saponificttion, V

-------
       benzoates, transeslerifieation, 54
       benzoic Kids, esterifkation,  33

electronic iaifeee
   partition coefficients
       Del Re MO, modified, 47

electronic parameters
   see aJso sigma constants
   Hansch method,  129
       review, 131

electronic structure
   carcinogenicity
       aromatic hydrocarbons, polynuclear, 294

eteetroMlc ssbttlrttent coMtant of Scth-Pwl/Van Day*
   oxidativ'e phosphorylation uncoupling, 334
       benzimidazbles, 334
       phenols, 334

enzyme InUMtfaM
   diamidinodiphenoxyalkanes,  114
   Hansch method
       amphetamines,  149

epteerliatioB
   acetylcholine receptor affinity
       atropines, 8

epoxidatlon of aldrln, uhibltioB la  microtomes
   Hansch method
       alkylimidazoles, 352

efoiUhrium model
   structure-activity relationships,  182
enrthrontycln*.
   antibacterial activity
       Free-Wilson method,  249. 384
       Hansch method, 249, 384
       partition coefficients,  249, 384

ether*
   anesthetic activity
       Hansch method, 115
       mouse, 115
       partition coefficients,  115
       rabbit, 174
   antihistamine activity, 174
   cholinerfic activity, 174
   myotropic activity, 174

ettiylphocphonothloate enaatlomer*
   cholinesterase inhibition   "• •'
       affinity constants, 391

excretion
   rat
       sulfonamides, 101, 101
extrapyramtdal syndrome
   side effects, computer sorting
       structural features of drugs,  236
extratberraaiynamlc relationship!
   theoretical basis, 354
 factor analyst*
    in structure-activity correlations, 347:
    several biological tests
       diphenylaminopropanok, 347      .

 flbrhwlytic MtlTtty
    Hansch method
       benzoic acids,  172          .
       salicylic acids, 172
    rat
       dipbcnylalkylenediamines, 91
i      .                               .
 IteM •ffcct cmHtuts
    progestational activity
       progesterones,  356

 fleM A rewwutce constants
    derivation, 328
    values for selected compounds,  161

 fleU Jk resouBce constant*, corrected
    adreneryic blocking activity         .
       phenethylamines,  halo-, 341

 Fteher dlMrtalnaat
    see *lso pattern recognition       !
    classification into groups
       sedatives, 58
       tranquilizers, 58                  .'

 Hy
    cholinesterase inhibition, 277
       phosphates, sulfurpentafluorophenyl diethyl, 235
       photphoramidates, 277, 277
    insecticide synergism
       benzodioxoles, 126
    LD50
       N-methylcarbamates, 255
       N-methylcarbamates, phenyl, 256, 237
       organophosphates, 147
       phenylphosphates, 275
       phosphates, sulfurpentafluorophenyl diethyt, 255
       phosphorothioates, 275

 foUte syatkctase inhlkition
    Hansch method
       sulfonamides, 263            ,

 free energy relationship
    see linear free energy relationship
              method             '
     adrenergk blocking activity
        phenylethylalkylamines, 43
     analgetic activity
        indanamines, 95
     antibacterial activity
        erythromycin esters, 249
        erythromycins, 384
        tetracyclines, 48, 95
     antiinflammatory activity
        aryltetrazolylalkanoic acids, 36
     antimalarial activity
        phcnanthreneaminoalkylcarbinols, 366
        phenylquinolyl carbinols, 70
     butyrlcholinesterase inhibition
        decylcarbamoyl piperidines, 60
                                                       U

-------
   cancer chemotherapy
       carbamates, acetytenic,  300
   cholinesterase inhibition
       carbamoylpiperidines, 296
       alkyl-3-carbamoylpiperidines, 1 2
   description of model, 95
   dopamine beta-hydroxylase activity
       phenethylamines,  102
   Hansch method
       comparison, 71
       interrelationship, 43, 318
   hypoglycemic activity
       piperidinesulfamylsemicarbazides, 320
   LD50
       acrylic esters, 226
       benzenes, 46,  364
       indanamines,  95
       methacrylic esters, 226
   minimal statistical data required, 72
   norepmephrine-uptake inhibition
       phenethylamines, 6
   parasite inhibition
       chloroquines,  189
   review, 274, 312
       pesticides, 98
   review, short, 301
   statistical tests '& interpretation, 189

frog
   acetylcholine receptor affinity
       quaternary ammonium salts, 9
   muscle contraction
       quaternary amines, 4
   nicotine activity
       acetylcholines, halo-, 57
frontier electron density
   carcinogenicity
       aromatic hydrocarbons, polynuclear, 271
funfdcidal activity
   acidity
       phenols, 22
   Hansch method,  157
       imides, 235
       para-Hydroxybenzoates, 141
   partition coefficients
       imides, 235
   phenols, 21
   solubility
       phenols, 22

gmglionlc blocking activity
               tilVilllHHlt»lnitiltn'i.

•mtrlc Mention Inhibition
   conformation
       aminobenzisothiazoles, 37
   partition coefficients
       aminobenzisothiazoles, 37
   rat
       aminobenzisothiazoles, 37
•benyl glucottdes
   hydrolysis-enzymatic
       Hansch method, 145
ghitamate fchydrognase inhibition
   phenothiazine isosteres, 315
Ldpha-glyceropboipliate dehydrogenize InhibttkM
   nicotinamides, 214

group theory, relationship
   LD50
       selected organic compounds, 365

growth Inhibition
   bacteria, 90
       adenosines, 90
   plant
       amines, quaternary,  278   •
   tumor cells
       adenosines, 90, 90

growth regulation
   plant                               :     t
       carboxylic acids, 269
       ciniumic  acids,  340
       review, 345
       structure-activity relationships, 345

gnanidino«lkanesulfonlc tcidt
   antibacttrial  activity
       chromatographic (TLC) Rm, correlation, 371
   antifibrinolytic activity
       chromatographic (TLC) Rm, correlation, 371

guinea pig
   acetylcholine inhibition
       diethylaminoethyl esters, 27,
   acetylcholine receptor activity
       1,3-dioxolanes, 51
   acetylcholine receptor affinity
       acetylcholines, 7
       atropines, 8
       homatropines, 7              '
       hyoscines, 7
       hyoscyamines, 7
       quaternary ammonium  salts, 9       :
   beta-adrenoceptor blocking
       nitrophenylisopropylahiinoethanols, 5
   anesthetic activity
       para-aminobenzoates, 26
       diethylaminoethyl benzoates, 147
   antihistamine activity, 118
       phenethylamines,  halo-, 118
   muscarine activity
       acetylcholines, halo-, 57
   sympathomimetic activity inhibition
       phenethanolamines,  225

gulftM pl« drain «llcw
   fJHi-llt- adMlimlHc rHHlW|*lln«til«Slt>
       titecholamltie»,  IRH
       hiitaminn.  188
       phenolic amines, 188
       phenolic indoleethylamines, 188

halhKinog«Mdi
   Huckel MO-INDO method
       amphetamines, 207
   Huckel MO method
       amphetamines, 121
   human
       amphetamines, 121,  207

hatocetatw
                                                            14

-------
   chaotropy     •
       Hansch method, 140
       pi constants, 140

Hanach method, 43
   acetylation-enzymatic
       amines, aromatic, 145
   acetylcholihe inhibition
       diethylaminoethyl esters, 27
   acetylcholine receptor activity
       1,3-dioxolanes, 51
   acidity
       phenols, 96, 105
   beta-adrenergic activity
       catecholamines, 289
   adrenergic blocking activity
       phenethytomines, halo-, 341
   beta-adrenergic blocking activity
       beta-halophenthyUmines, 156
   alcohol dehydrogenase activity
       summary, 165
   alcohol dehydrogenase inhibition
       benzamides, 153
   amine oxidate activity, rabbit  liver
       amines, aliphatic, 158
       phenethyUmines, 158
   d-amino acid oxidase activity
       maleimides, 239, 239
   analgetic activity
       imidazolines,  276
       morphines, 224
   anesthetic activity
       ethers, 115
   anthelmintic activity
       cyclic amidines, 252
   anti-inflammatory activity
       cortisols, 355
   anti-tumor activity
       N-acyltriamines, 381
       nitrogen mustards, 381
   antibacterial activity, 148, 148
       chloramphenicols, 40, 49,  154
       clindamysins, 385
       erythromycin esters,  249
       erythromycins,  384
       leucomycins,  385
       lihcomycins, 385
       nitrophenols, 96, 96
       peniciHins,  142
       phenol*, 374
       review, 380           .   .',  •
       selected  organic compounds,.238
       sodium alkyl sulfates, 148
       sulfonaraides, 103, 263
       tetracyclines, 48, 49
   antifungal activity              :
       trichloromethylthioheterocyles, 390
   antihistamine activity
       diphenhydraminea, 377
   antihypertentive activity
       benzothiadiazine dioxides,  336
       benzothiadizaines, 353.
   antiinflammatory activity
       aryltetrazolylalkanoic acids, 36
   antimalarial activity
       arylamidinoureaa, 332
       chloroquines, 10,  11
   Del Re MO charge parameter, 10, 11
   Huckel MO charge parameter, 10, 11  .
   naphtnoquinones, 247, 383
   phenanthreneaminoalkylcarbinpls, 366
auxin activity
   phenoxyacetic acids, 97, 159,  160
   phenylacetic acids, 97, 268
bactericidal activity
   cephatoaporin,  18
   chloramphenicols, 160,  162       :    '
   para-Hydroxybenzoates, 141
   penicillins, 18,  166
bovine serum albumin binding       ,  •
   organic compounds, 178
   selected organic compounds, 231 . ..
butyrlchotinesterase inhibition       -
   decylcarbamoyl piperidines, 60
carbonic anhydrase activity       i
   sulfonamides, 239, 239
carbonic anhydrase inhibition             .
   sulfonamides, 203
chaotropy                        '
   haloacetates, 140
charge distribution
   barbiturates,  3             • ...   •    ' •
choline acetyltransferase inhibition
   styrylpyridines, 2              .  .'  "   :
cholinesterase inhibition
   carbamoylpiperidinoalkanes, 297  .
   organophosphates, 108, 129
   organophosphates, 144
   organophosphonates, 144        .  .
   phosphoramidates, 277
   organophosphoramidates, 144.        .
   urethanes, 144
chymotrypsin hydrolysis, 139
   nitrophenyl esters, 134
chymotrypsin inhibition       '.
   (3-carboxy)phenyl alkanoates, 319
CNS activity i
   selected organic compounds, 241  .
computer run, batch, 68
computer run, time-sharing, 68
demethyUtion,, metabolic
   amines, 168
dihydrofolate reductase binding
   pyrimidines,  264
   triazines,  264
DNA denaturization
   alcohols,  178
   amides, 178                 ,
drug design,  135
   review, 133
drug-receptor interaction      ,      •
   MO parameters, 41
egg cell division inhibition
   barbiturates, 137
electron  transport inhibition
   bis(dJchloro8cetyl)diamines, 338
   naphthoquinones, 338
electronic parameters,  125
enzyme inhibition
   .amphetamines, 149            .
epoxidation of aWrin, inhibition in microsomes
   alkylimidazoles, 352
                                                            IS

-------
fibrinolysis
   benzoic acids, 172
   salicylic acids,  172
folate synthetase inhibition
   sulfontmides, 263
Free- Wilson method
   comparison, 71
   interrelationship, 43,  318
fungicidal activity, 157
   imides, 235
   para-Hydroxybenzoates, 141
graphical predictions, 368
hapten-antibody interaction
   benzoates, 378
   phenylarsonates,  378
hemoglobin binding, bovine
   anilines, 212
   phenol*, 212
hemolysis
   review, 148
   testosterones,  19
hill reaction inhibition
   amlides, 143
   ureas,  143
   urethanes, 143
olendod Huckel MO method.  353
   phetiyl glucosldes. 14)
hypnosis
   barbiturates, 137,  167
insecticide synergism
   benzodioxoles, 126
intercorrelation of physical parameters
   substituent group selection, 69
LD50
   acrylic esters, 226
   alkylanilines, 81
   benzenes, 46
   methacrylic esters, 226
   phenylphosphates, 275
   phosphoramidates, 277
   phosphorothioates, 275
leukemia chemotherapy
   triazenyl imidazole carboxamides, 164
   nitrosoureas, 164
linear free energy relationship, 42
lipoxy genase activity
   alcohols, 239
macromotocular binding
  . acetanilides,. 150
   anilines, 150
metabolism of drugs
   barbiturates, 167
   lipophilicity, 132
   sulfonamides, 101
metabolism of drugs by microsomes
   selected organic compounds, 237
O-methyltransferase activity
   catechots, 209
minimal statistical data  required, 72
misuse
   interpretation precautions, 45
MO parameters, 42
molar refractivity, 355
monoamine oxidate activity
   beta-carbolines, 239
monoamine oxidue inhibition       , "   :
   phenalkylhydrazines, 100,  100
   phenoxyethyKcyclopropyOamino, 377 '
NAOH oxidation inhibition
   barbiturates, 137
narcosis, frog muscle
   selected organic compounds, 231
narcosis, tadpole
   selected organic compounds, 23 1
neuraminidase inhibition
   isoqumolines, 387
ovicide activity, correlation
   bromoethylthiobenzenes, 192
oxidative phosphorylation uncoupling
   benzimidazoles, 334
   phenols, 96, 334, 374, 376
   phenylanthranilic acids, 333
   phenylhydrazones, 79
   salicylanilides, 334
brain oxygen consumption inhibition
   barbiturates, 137
parameter correlation
   molar attraction constant,'  231
   molecular weight, 231
   parachor, 231
   pularizability, 231
   behzamltles,  1 53
   parabolic dependence, 138
   review, 138,  170, 232
phenethanolamine N-methyltransferase inhibition
   benzylamines, 110
phosphorylation inhibition
   phenols, 152
photosynthesis inhibition
   azido(bisalkylamino)triazines. 111
plant growth inhibition
   dichlorophenoxyacrylates, 373
plasma protein binding
   sulfonamides, 103
polarizability, 42, 125
progestatkmal activity
   progesterones, 356
protein binding
   organic compounds, 178
reductase, rabbit kidney
   acetophenones,  180
review, 124, 125, 131,  234, 274, 312
   electronic parameters, 131
   partition coefficients, 131, 146
   pesticides, 98
   proven applications, 127
   substituent constants,  128
review, extensive, 339.
review, short, 301
sequential simplex modification, 368
serum albumin binding
   penicillins, 20
serum albumin binding, bovine
   phenols, 152, 376
   selected compounds, 343
sigma constant squared, origin
   tetracyclines, 48, 49
skin sentitization
   alkyl catechols, 379
   dinitrobenzenes, 379
                                                          16

-------
   statistical chance correlations, 333
   statistical interpretation
       errors in published work, 246
   succinate dehydrpgenase inhibition
       dihydroxybenzoyl anilines, 80
   sweetness
       nitroanilines,  130
   thrombin inhibition
       benzamidines, 61
   toxicity          :
       phenols,. 105,  374
   toxicity 'synergism of carbaryl
       alkylimidazoles, 352
   tumor & brain localization ratio
       phenyl boronic acids, 169
   tumor growth delay
       nitrosoureas, 266

haptea-antiboJy Interactkw
   Hansch method
       benzoates, 378
       phenylarsonates. 378
   steric parameter,  correlation
       benzoates, 378
       phenylarsonates, 378

teaoglobin Madias,  boftae
   Hansch method
       anilines, 212
       phenols, 212
   partition coefficients
       anilines, 212
       phenols, 212
henolyils
   Hansch method
       review, 148
       testosterones,  19
   lipophilicity
       testosterones,  19

hexachlorocylodienes
   insecticidal activity, 322
Hill reaction taWWHon
   see also photosynthesis inhibition
   acidity             '
       phenylamides, 90
   Hansch method
       anilidea, 143
       ureas, 143
       urethanes, 143
   Huckel MO method
       anilidea, 204
       ureas, 204
   plant
       anilidet, 116
       phenyl carbamates, 349
       phenyl dimethylureas, 349
       ureas, 116
hiftamines
   cyclic adenosine monophosphate accumulation
    •   guinea pig brain slices, 188
 x agonist activity
       conformation, 112
histiunlnlc activity
   stereoselactivity
       drugs, 285
kmnatroatee*
   acetylcholine receptor affinity
       guinea pig, 7

HOMO CMStauta
   analgetic activity
       imidazolines, 276

konolytte coaatant
   antibacterial activity
       chloramphenicols, 154
   derivation, 243
   insecticide synergism
       benzodioxoles, 126

pUnt hormoM activity
   parachor
       phenoxyacetic acids, 254
   partition coefficients
       phenoxyacetic acids, 254

Hackel MO
   see also  MO methods

Huckel MO charge parameter
   antimalarial activity
       Hansch method, 10, 11
HMkel MO-INDO i
   haJlucinogenesis
       amphetamines, 207

Hncktl MO BCtkod
   analgetk activity
       imidazolines, 276
   antimalarial activity
       naphthoquinones, 247, 383
   bactericidal activity
       nitrofurans, 183
   carcinogenicity
       aflatoxins, 177
   choline acetyltransferase inhibition
       styrylpyridines, 2
   cholinesterase inhibition
       N-methylcarbamates, 273 .
       organophosphates, 273
   conformation'
       chlorinated ethanes, 245
   decarboiylase inhibition
       inddealkylamines. 121
   haUucinogenesis
       amphetamines, 121
   hill reaction inhibition
       aniUdes, 204
       ureas, 204
   metabolism of drugs
       chlorinated ethanes, 245
   muscle contraction
       indokalkylamines, 121
   neurone excitation
       indolealkylamines, 121, 121
   stomach muscle contraction
       indokalkylamines, 206
 Hnckd MO Mthod, extended, 3
   antihypertensive activity
       benzothiadizaines, 353.
   bactericidal activity
       chloramphenicols, 187
                                                            17

-------
   CNS impulse transmission inhibition, interneuronal
      gamma-aminobutyric acid analogues, 213
   Hansch method, 353
   reductase, rabbit kidney
      acetophenones, 180

human
   hallucinogen ems
      amphetamines, 121, 207
   metabolism of drugs
      sulfonamides,  101
   sweetness
      anilines, 227
      sugars, 227

hydrogen bonding
   basicity,  106
      nicotines, correlation,  106
   partition  coefficients
      solvent system dependence, 230

hydrolysis
   cholihesterase complexation
      N-methylcarbamates, 279
   LD50
      phenylphosphates, 27}
      phosphoramidates, 277
   linear free energy relationship
      bromoethylthiobenzenes, 193
   partition coefficients
      N-methylcarbamates,  392
   sigma constant, correlation
      N-methylcarbamates,  392

hydrolysis-enzymatic
   Hansch method, 143
      phcnyl glucosides, 14!
   phenyl esters,  145

hydrophoblc binding
   albumin, human
      selected compounds, 311
   RNA, yeast
      selected compounds, 311
   serum albumin binding
      barbiturates, 99
      sulfonamides, 99
   sweetness, 76

hjroccines
   acetylcholine receptor affinity
      guinea pig,  7
hyoscyaminw
   acetylcholine receptor affinity
      guinea pig,  7

hfttereonjugitlon (ITWte, M|MrlltiOfl
   steric parameter,  123

hypnotic
   Hansch method
      barbiturates, 137, 167
   lipophilicity
      parabolic dependence,  167, 167
   mouse
      barbiturates, 184
      ureas, 184
    partition coefficients
        ureas, 184
    surface tension, relative     :
        ureas, 184

 hypoglycemk activity         .
    Free-Wilson method             :
        piperidinesulfamylsemicarbazides, 320

 hypoteulvc  activity
    dog
        sulfamoyl azides, 250

 inldazole carboxamlde* trlazenyl
    leukemia chemotherapy
        Hansch method,  164
        mouse, 164

jtaiduoto ,  alkyl
    epoxidation of aldrin, inhibition in microsomes
       Hansch method, 3S2
    toxicity synergism of carbaryl
       Hansch method, 352                \
jintiduolm, Mroxytataometliyl
    choiinesterase reactivation, 122

jhniduofes,, jbenyl
    antiviral  activity, 233
 InidazoliBM
    analgetic activity
        Hansch method,  276
        HOMO constants, 276
        Huckel MO method, 276
        mouse, 276
        partition coefficients, 276

 imldw
    fungicidal activity
        Hansch method.  235
        partition coefficients, 235

 Impobe triMmiaiion
    rat
        acetylcholines, halo-, 57
    beta-adrenergic activity
       cat,  119
    analgetic activity
       Free-Wilson method, 95
       mouse, 95
    LD50
       Free-Wilson method, 95
       mouse, 95

 ladudionet
    antiviral activity,  375
decarboxylase inhibition
   Huckel MO method, 121
muscle contraction
   Huckel MO method, 121
neurone excitation
   Huckel MO method, 121,
   rat, 121
stomach muscle contraction
   Huckel MO method, 206
   resonance constants, 206
                                121
                                                           18

-------
   partition coefficients
       MO description, 308
Influenza vim •raMpUcrton liklWtion
   benzimidazoles, 331
        abmptfon, correlation
   antibacterial activity
      sulfonamides, 314
   cholinesterase inhibition
      organophosphates, 109
   LD50
      organophosphates, 109
   .   phosphoramidates, 277
tnacctlcidal activity
   hexachlorocylodienes, 322
Inaectidde
   fly
       benzddioxoles, 126
   Hansch method
       benzodioxoles, 126
   homolytic constant
       benzodioxoles, 126
intercorreUrtkM of physical pansnatert
   Hansch method
       substituent group selection, 69

IntraniolecBlar hydropboMc koMUftg
   partition coefficients,  136
Intrinsic activity
   pharmacology,  molecular, 4 .
lonizatlon potential
   SCF MO method
       phenothiazines, 23

kMlzation potential correlation
   lecithin monolayer interaction
       local anesthetic*, 181
iaenlcotlnauMe
   dipole moments, 302
teoquinollnes .
   neuraminidase inhibition
       dipole moments, 387
       Hansch method, 387
       partition coefficients, 387
Iterative correlation procedure
   biological activity
       correlation with structure, 35
K nearest neighbor technlaM
   classification into groups
       sedatives, 58
       tranquilizers, 58
K nearest neighbors
   see pattern recognition
K region, presence of
   carcinogenicity
       aromatic hydrocarbons, pojynuclear, 294
kctowdfon«
   antiviral activity, 375
KopeckyBecek Mtkod of S/A correlatkm
  •Lose                   .  '• •• •;-;^!, •
      benzenes, 215         .      .  .  :,
   review                    -  .;  '•/.". "; •/ :
      pesticides, 98           -';      >

L region, prtaence of                  '
   carcinogenifeity                 ;  .   .
      aromatic hydrocarbons, polynuclear,  294

LDIO                                 :
   mouse                             ;;
      nitrosoureas, 164       •

LD50, 95
   correlation with physical parameters   .
      organophosphates, 109          '  '
   fly
      N-methylcarbamates, 255
      N-methylcarbamates, phenyl, 256, 257
      organophosphates, 147    '
      phenylphosphates, 275
      phosphates, sulruipentafluorophenyl diethyl, 255
      phosphorothioates, 275  .        ;
   Free-Wilson method                 <
      acrylic esters, 226             ;  !
      benzenes, 46,  364                ,
      tndanamines, 95              '
      methacrylic esters, 226    :
   (roup theory, relationship    .
      selected organic compounds,  365     .
   Hansch method           •
      acrylic esters, 226      .;  '  .  •
      alkylanilines, 81             .  •     .'
      benzenes, 46                :  " ::
      methacrylic esters, 226       '    ,
      phenylphosphates, 275  .
      phosphoramidates, 277
      phosphorothioates, 275
   hydrolysit
      phenylphosphates, 275  ...
      phosphoramidates, 277
   insect                     ,     .
      organophosphates, 109
      phosphoramidates, 277           .
   Kopecky-Bocek method of S/A correlation
      benzenes, 215
   lipophilkity
      alkylanilines,  81
   mosquito larvae
      bentok acids, 147,  173
      N-methylcarbamates, phenyl, 256, 257
   mouse, 225  }                   .
      aceiaminophenol esters, 77 '
      acrylic esters, 226
      barbiturates, 184
      benienes, 46, 215, 364
      indanamines,  95          j
      methacrylic esters, 226
      pargyUnes, 330
      phenethanolamines, 225
      .thienodiazepines, 272
      thioureas, 240
      ureas, 184, 240
   partition coefficients
      phenylphosphates, 275

-------
   rat, 381
      N-acyltriamines, 381
      alkylanilines, 81   s
      carbamaies, bis-(l-azirindinyl)phosphinyl, 381
      nitrogen mustards, 381
      oxazaphosphbrine-2-oxides, 362, 362
      selected organic compounds, 365
   sigma constant
      phosphates, sulfurpentafluorophenyl diethyl, 253
   sigma constant, correlation
      benzoic acids, 173
   symmetry, correlation with
      selected organic compounds, 365

lecithin monolnyer Interaction
   local  anesthetics
      ionization potential correlation,  181
      mole refractivity, 181

leueomycini
   antibacterial activity
      Hansch method, 385
      partition coefficients,  385

leukemia                        .
   carcinostagis, 90

leukemia chemotherapy
   sec also antitumor activity
   Hansch method
      triazenyl imidaiole carboxamides, 164
      nitrosoureas, 164
   mouse
      triazenyl imidazole carboxamides, 164
      nitrosoureas, 164
lenkotoxicity
   rat
      oxazaphosphorine-2-oxides, 362, 362
lincomycins
   antibacterial activity
      Hansch method, 385
      partition coefficients,  385

linear free energy relationship
   Hansch method, 42
   hydrolysis
      bromoethylthiobenzenes, 193
   partition coefficients
      water solubility, 163
   theoretical basis, 354
   toxicity
      review, 87
Upophiliclty
   see also partition coefficients
   see also pi constants
   bactericidal activity
      cephalosporin,  18
      penicillins, 18
   ganglionic blocking activity
      decalins, bis(dimethylamino), 351
   hemolysis
      testosterones, 19
   hypnosis
      parabolic dependence, 167, 167
   LD50
      alkyltnilines, 81
   metabolism of drugs          .
       Hansch method, 132              -,
   narcosis                           '   '~;
       selected organic compounds, 258
   oxidative phosphorylation uncoupling  ;
       phenols, 179

UpopUUdty, relationship to
   permeability across biological membranes
       non-steady-state model, 283  : '.',.  ••• ,'•:•

UpoxygCMM actlrity
   Hansch method
       alcohols,' 239
   antimicrobial activity, 281

macromolecolar binding
   Hansch method            .
      acetanilides, 150
      anilines, 150
maJeimides
   d-amino acid oxidase activity
      Hansch method, 239, 239
   sedation
      rat,  244
   tranquiliiation
      rat,  244

nundelic acids
   amino acid binding, 30
membrane permeability
   kinetic model
      alkyl homologs, 357     '     '
   partition coefficients
      barbiturates, 113
      aminobenzoate esters, 92   •
      steady state model, 92
   probabilistic model
      partition coefficients, 386

metabolism of drap, 167
   Hansch method
      barbiturates, 167
      lipophilicity, 132
      sulfbnamides, 101
   Huckel  MO method
      chlorinated ethanes, 245
   human
      sulfonamides, 101
   rat
      sulfonamides, 101
   review,  31  ,

metaboliua of drugs by mlcrosoiaei
   Hansch method
      selected organic compounds, 237
   partition coefficients
      selected'organic compounds, 237
metal comptexatioB
   phenothiazines, 25                 .

methacryUc esten
   LD50
      Free-Wilson method, 226
      Hansch method, 226
                                                            20

-------
      mouse, 226
N-Mthytea
   cholinesterase complexation
      hydrolysis, 279
      sigma constants, 279
   cholinesterase inhibition,  255
      Huckel MO method. 273
   hydrolysis
      partition coefficients,  392
      sigma constant, correlation, 392
   LDJO
      fly, 253

Ninethylcarbamates, pkcnyl
   cholinesterase inhibition,  256, 257
   LD50
      fly. 256, 257
      mosquito larvae, 2S6, 257

O-atttkyltraMfertte activity
   Hansch method
      catechols, 209

mite
   ovicide activity, correlation
      bromoethylthiobenzenes,  192

MOdeecriptiwi
   partition coefficients
      aromatic compounds, 308 .
      benzenes, 308
      indotes, 308

MO method
   see also CNDO
   see also Huckel MO
   seePCIILO
   pharmaoology, molecular
      review.  120
   review, 274

MO method IB S/A correlations
   review, short, 301

MO parameters
   drug-receptor interaction
      Hansch method. 41
   Hansch method, 42

motel vohuMS
   acetylcholine receptor affinity
      quaternary ammonium salts, 9

malar attraction constant
   antibacterial activity
      penicillins, 282
   Hansch method
      parameter correlation, 231
   in structure-activity correlations, 282

molar refractiTity
   anti-inflammatory activity
      cortisols, 355
   Hansch method, 355
   N-alkyl nicotinamides, 295
   nipecotaraides,  304
   progestational activity
      progesterones, 356
   values for selected compounds, 161
   lecithin monolayer interaction
      local anesthetics,  181

molar volume
   additivity in homologs, 85
      structural influence, 85
   skin seniitization
      alkyl catechols, 379
      dinitrobenzenes, 379

•otoralar orbltals
   **CNCO
   see Huckel MO
   MvPCILO

•otocvlv weight,
   Hansch method
       parameter correlation, 231
          i oxMaae activity
   Hansch method
       beta-carbolines, 239
          ! oxidate InklMtie*
   beta-carbdines,  185
   discriminant analysis
       amiaoindans, 248
       amtnotetralins, 248
   Hansch method
       phenalkylhydrazines, 100, 100
       phenoxyethyl(cyclopropyl)amines, 377
   mouse
       pargylines, 330
   rat
       cyclopropylamines, 358    .
   steric parameter, correlation
       phenoxyethyl(cyclopropyl)amines, 377
    Mialgetlu wtlviiy
       Hansch method, 224
       partition coefficients, 224
       rabbit, 224
       review, 83

awe^aito larvae
    LD50
       benzotc acids, 147, 173
       N-mcthylcarbamates, phenyl, 256, 257

    amylase secretion
       catecholamines, 388
    analgetic activity
       imidatolines, 276
       indanamines, 95
       pethklines, 14, 15
    anesthetic activity
       ethers,  115
    antidepressant activity
       pnenothiazines,  202
    antileukemic activity
       benzophenanthridine alkaloids, 326
    antimalarial activity
       phenylquinolyl carbinols, 70
    brain vs brain tumor penetration
       phenylboronic acids, 323
    CNS activity
       selected organic compounds, 241
                                                           21

-------
   CNS depressant activity                       '
       terpenyl carbamates, 261
       thienodiazepines, 272
       thioureas, 240
       ureas, 240
   cytotoxicity
       benzophenanthridine alkaloids, 326
   hypnosis
       barbiturates, 184
       ureas, 184
   LD10
       nitrosoureas, 164
   LD50, 225
       acetaminophenol esters, 77
       acrylic esters, 226
       barbiturates, 184
       benzenes, 46, 211, 364
       indanamines, 9)
       methacrylic esters, 226
       pargylines, 330
       phenethanolamines, 225
       thienodiazepines, 272
       thioureas, 240
       ureas, 184, 240
   leukemia chemotherapy
       triaienyl imidazole carboxamides,  164
       nitrosoureas, 164
   monoamine oxidase inhibition
       pargylines, 330
   mutagenicity
       bis-aziridinyl alkylaminophosphine oxides, 325
       bis-aziridinyl alkylphosphine oxides, 324
   mydriasis
       alkylaminoalkylbenzilates, 94
   neuroleptic activity
       chlorpromazines, 201
   toxicity
       benzenes, 24
       nitrofurans, 190
       selected organic compounds, 241
   tumor & brain  localization ratio
       phenyl boronic acids, 169

multiple regression
   see Free-Wilson method
   see Hansch method

multiplied group searching
   WLN
       decoding, 229

muwarine activity
   guinea pig     !
       acetylcholines, halo-, 57
muscle contraction
   frog
       quaternary amines, 4
   Huckel MO method
       indolealkylamines, 121

mutagenicity
   mouse
       bis-aziridinyl alkylaminophosphine oxides, 325
       bis-anridinyl alkylphosphine oxides, 324

mydriasi*
   mouse
       alkylaminoalkylbenzilates, 94
myotropic activity
   ethers, 174                           : ,

NADH oxMation Inhibition
   Hansch method
       barbiturates, 137

naphthoqalaoMS                          :
   antimalarial activity         .
       Htntch method, 247, 383
       Huckel MO method, 247, 383
       partition coefficients, 383
       redox potential, 247                .
   electron transport inhibition
       Hansch method, 338
       partition coefficients, 338
   partition coefficients, 74

MphthyTMtoM
   diuretic activity
       rat, 176

narcosis
   alcohols, 148
   lipophilicity
       selected organic compounds, 258
   mammals
       thermodynamic properties, correlation with, 369
   review, 270

aarcotli, frog muscle
   Hansch method
       selected organic compounds, 231

narcosis, tadpole
   Hansch method
       selected organic compounds, 231

neuramlBMaM Inhibition
   dipole moments
       isoquinolines, 387
   Hansch method
       isoquinolines, 387
   partition coefficients
       isoquinolines, 387

•euroteptk activity
   dog
       chlorpromazines, 201
   mouse
       chlorpromazines, 201
   rat
       butyrophenones, 193
       chlorpromazines, 195, 201

Murone excitation
   Huckel MO method
       indolealkylamines,  121,  121
   rat, 121
       indolealkylamines,  121
nicotiitamMM
   dipole moments, 303
    |-alpha-glycerophosphate dehydrogenase inhibition, 214
   group dipole moments, 295, 298
   molar refractivity,  295

Blcotine activity                            '•
   frog
       acetylcholines,  halo-, 57

-------
•Icotines, correlatlot
   basicity  :
      hydrogen bonding index, 106
      sigma star constants, 106
   pi constants
      sigma (tar constants, 106

nlpcotuMw
   dipole moments, 304
   molar refractivity, 304

b«ta-BitroaIkMylb«uwe»
   partition coefficients, 74

•ttrouillaei     .
   sweetness'   •
      basicity, 228

nUrobeoMM nbttitiMnt rates
   pi constants, 104

•itrobtnzoferans
   antibacterial activity, 286

•itroraraldekyde smUcarbasoa*
   antibacterial activity, 73

ntoorenuis        •
   bactericidal activity
      electron affinity, 183
      Huckel MO method, 183
   schistosomicide, 190, 307
   toxicity
      mouse,  190
nltroftn i
  . anti-tumor activity
       Hansch method, 381
   LD50
       rat, 381

altroheterocycto
   phosphorylase phosphatase inhibition
       conformation, 306
   schistosomicide.
       conformation, 306
•ttropkenoto
   antibacterial  activity
       Hansch method. 96, 96
•ttropkenyl wtera
   chymotrypsin hydrolysis
       Hansch method. 134
    beta-adrtnoceptor blocking
       guinea pig, 5
       rabbit, 5
       rat, 5
       receptor site conformation,

sdtrosoureat
    LD10
       mouse, 164
    leukemia chemotherapy
       Hansch method, 164
       mouse, 164
    tumor growth delay
       Hansch method, 266
       partition coefficients, 266
non-electrolytes
    plant cells
       permeability, 63
Mmllaear
   set also pattern recognition
   pattern recognition
       classification into groups, 217
  repueitriM
   CNDO M0> method
       conformation, 208
              storage              - .  •
    CNDO/INDO MO methods
       phenetl)ylamines, polyhydroxy-, 210
    conformation
       phenethylamines, polyhydroxy-, 210
              apt
                    InlUWtloa
    Free-Wilson method
       phenethylamines, 6
    •*«                        :' .  . '  •'.. •" '
       phenethylamines, 6         . .  ;


    cholinesterase inhibition
       correlation with physical parameters, 109
       Hansch method,  108, 129
       Huckel MO method., 144. 273
       insect, 109
       review, 108
       steric parameter, 129
    LD50
       correlation with physical parameters, 109
       fly, 147
       insect. 109
    pesticide uptake
       eggs of large milkweed bug, 29
ovtdde
                comUttoa
    alkylation, rate of         .
       bromoethylthiobenzenes, • 194
    Hansch method
       bromoethylthiobenzenes, 192
    mite
       bromoethylthiobenzenes, 192
 osathilis
    antifungal activity, 321
                 7 niUns
    antitumor activity
       rat, 362,1362
       rodent, 363, 363
:    biological activity
       rodent, 363, 363
!    LD50
       rat. 362, 362
    leukotoxicity
       rat, 362. 362

 oitfati ?e ajMaykorytatioa
    acidity
       phtnols, 179
    acidity constants
       phenols, 376
       phteylanthraailic acids, 333
    acidity constants, correlation with
       phtnob, 374

-------
    electronic substituent constant of Seth-Paul/Vah Duyse
           334
       benzimidazoles, 334
       phenob, 334
    Hansch method
       benzimidazoles, 334
       phenob, 96, 334, 374, 376
       phenylanthranilic acids, 333
       phenylhydrazones, 79
       salicylanilides, 334
    lipophilicity
       phenols, 179
    partition coefficients
       phenylanthranilic acids, 333
       phenylhydrazones, 79
    rat
       phenols, 96
       phenylhydrazones, 79

oxygen contraption Inhibition fat brain
    Hansch method
       barbiturates, 137
    rat
       barbiturates, 137
parabolic dependence
    hypnosis
       lipophilicity, 167, 167
    partition coefficients
       Hansch method, 138
parachor
    additivity in homologues
       structural influence, 86
    bactericidal activity
       chloramphenicols, 234
    Hansch method
       parameter correlation, 231
    plant hormone activity
       phenoxyacetic acids, 254
parameter correlation
    Hansch method
       molar attraction constant, 231
       molecular weight, 231
       parachor, 231
       polarizability, 231
parasite inhflritioa
    Free-Wilson method
       chloroquines, 189
pargyline*
    LD50
       mouse, 330
    monoamine oxidase inhibition
       mouse, 330
partition coefficients   .
    see also lipophilicity
    see also pi constants
    acetaminophenol esters, 77
    alcohol-water systems
       selected compounds,  62
  .  analgetic activity
       imidazolines, 276
       morphines, '224
anesthetic activity
   ethers, 115
antibacterial activity
   clindamysins, 385
   erythromycin esters, 249
   erythromycins, 384          " .   :
   leucomycins, 385                .'..;
   lincomycins, 385
   selected organic compound;, 238
antifungal activity          .     :   :  :
   trichlofomethylthioheterocyles, 390 •;  '.. •
antihypertensive activity         •'•'.'•;,".
   benzothiadiazine dioxides, 336    .-'•;;. -,'-.
antimalarial activity                 '.  .
   naphthoquinones, 383          .
auxin activity               ;   '   .  /.'.   '•• '
   phenoxyacetic acids, 159, J60 „'•
bactericidal activity
   chloramphenicols, 160,  160, 254
   trifluoromethylphenols,  75        .
benzothiadiazine dioxides, 337
brain vs brain tumor penetration
   phenylboronic acids, 323          •
calculation of unknowns, 232
carbonic anhydrase inhibition
   sulfonamides, 203
chromatographk (TLC) Rm
   penicillins, 17
determination method in benzene/water, 350
dihydrofolate reductase binding           .
   pyrimidines, 264         .          t
   triazines, 264
electron transport inhibition    •
   bis(dichloroacetyl)diamines, 338
   naphthoquinones, 338
electronic  indices
   Del Re MO, modified, 47
fungicidil activity
   imides, 235                       ;
gastric secretion inhibition   .          '
   aminobenzisothiazoles, 37        '
Hansch method, 125
   benzamides,  153
   review, 131,  146, 170
hemoglobin binding, bovine •  I
   anilines, 212
   phenols, 212
plant hormone activity
   phenoxyacetic acids, 254
hydrolysis
   N-methylcarbamates, 392
hypnosis
   ureas,  184
intramolecular hydrophobic bonding influence,  136
LD50
   phenylphosphates, 275
membrane permeability
   barbiturates, 113
   aminobenzoate esters, 92
   probabilistic model, 386
   steady state model, 92
metabolism of drugs by microsomes
   selected organic compounds, 237
                                                            24

-------
   MO description
      aromatic compounds, 308
      benzenes, 308
      indoles. 308
   naphthoquinones, 74
   neuraminidase inhibition
      ispquinolines, 387
   beta-nitroalkenylbenzenes, 74
   oxidative phosphorylation uncoupling
      phenylanthranilic acids, 333
      phenylhydrazones, 79
   parabolic dependence
      Hansch method, 138
   permeability across biological membranes
      drugs, 305
   permeability of blood-aqueous barrier
      thioureas, 310
   permeation of cell
      plant, 262
   pesticide Uptake
      eggs of large milkweed bug, 29
   plant  cells
      permeability, 63
   plant  growth inhibition
      dichlorophenoxyacrylates, 373
   review
      Hansch method, 138, 232
      values for many compounds, 232
   salicylic esters, 78
   serum albumin binding, 20
   serum albumin binding, bovine
      phenols, 376
      selected compounds, 343
   skin sensitization
      alkyl catechols, 379
      dinitrobenzenes, 379
   solvent system dependence
      hydrogen bonding classifications, 230
   sweetness
      aminonitrobenzenes, 76
   toxicity
      selected organic compounds, 253
      tritylamines,  28
   tumor growth delay
      nitrosoureas, 266
   uses,  232
   values for selected compounds,. 136,  165
   water solubility
      linear free energy relationship,  163
partition  coefficient*.  dmmatoarsfhlc
   pi constant correlation
      arylbutyric acids, 221
      arylpropionic acids, 221
      cinnamic acids, 221
      dissociation,  importance of, 221
      phenols. 221
              gelatia acsria coacerrate
   antimicrobials
      determination, 198
   phenylmercuric nitrate, 197
pattern rccotBtttea
   see also cluster analysis
   see also Fisher discriminant
   see akoK nearest neighbors
   see also nonlinear mapping
                                                                  classification into groups
                                                                     barbiturates. SB          j
                                                                     cluster analysis, 217
                                                                     nonlinear mapping, 217
                                                                     phenothiazines, 58
                                                                     preprocessing, 217
                                                                  mathematical definition, 360
                                                                  pattern vectors, effects, 360
                                                                 • tumor weight inhibition
                                                                     purine nucleosides,  218
                                                                     pyrimidine nucleosides, 218

                                                               patten vector*, effects
                                                                  pattern recognition, 360

                                                               PCILO
                                                                  see also MO methods
                                                               PCILO MO method
                                                                  CNS activity
                                                                     acetylcholine and agonists, 293
                                                                  conformation
                                                                     acetylcholines, 290, 292
                                                                     benzoyloxyalkylamines, 65
                                                                     pheitethyiamines, 291
                                                                     phenoxyethyl amine, 64
                                                               penetration of catlde
                                                                  cockroach
                                                                     pesticides, 280
   skin tensile strength
       rat, 89

pmidlUM
   antibacterial activity
       Hansch method,  142
       molar attraction constant, 282
       sigma constant, correlation, 173'
   bactericidal activity,  175
       Hansch method,  18, 166
       lipophilicity, 18
   partition coefficients
       chromatographic (TLC) Rm, 17
   serum albumin binding
       Hansch method,  20
       structural fragment analysis, 359
permeability
   plant cells
       non-electrolytes, 63
       partition coefficients,  63
psrsMsMlity across Mologicsl  BMSBSMUMS
   drugs
       partition coefficients,  305
       review, 305
   lipophilicity, relationship to
       non-steady-state model, 283
ptramslHty comstsMts
   permeability of blood-aqueous barrier
       thioureas', 310
par ••ability
                                                                                            barrier
                                                                  partition coefficients
                                                                      thioureas, 310
                                                                  permeability' constants
                                                                      thioureas, 310
                                                            21

-------
    rabbit
       thioureas, 310

 permeation of cell
    plant
       partition coefficients, 262

 thyroid peroxMase Inhibition
    propylthiouracils, 242

 pesticide uptake
    eggs of large milkweed bug
       carbamates, 29
       chlorinated hydrocarbons, 29             .
       organophosphates, 29
       partition coefficients, 29
 petticides
    Free-Wilson method
       review, 98
    Hansch method
       review, 98
    Kopecky-Bocek method of S/A correlation
       review, 98
    penetration of cuticle
       cockroach, 280
 pethWlne
    analgetic activity
       animal, 13
       conformation, 13

 pethMlnet
    analgetic activity
       conformation, 14, 15
       mouse, 14,  15

 pharmacology, molecular
    intrinsic activity, 4                         '
    MO method
       review, 120
    review, 251
       structural information, 344
    substrate affinity
       quaternary amines, 4

 pbenalkylhydrazinet
    monoamine oxidase inhibition
       Hansch method, 100,  100

 pbenanthrene amino alcohols
    antimalarial activity, 55, 56
 phcunthreiMMlnoalkykarbiBol*
    antimalarial activity
       Free-Wilson method, 366
       Hansch method, 366

phenethanolamine N-methyltranffenwe activity, 102

phenethanolamlne N-methyltransferase inhibition
   Hansch method
       benzyhunines, 110
pnenethanolamines
   LD50
       mouse, 225
   sympathomimetic activity inhibition
       dog, 225
       guinea  pig, 225
     phenethylamines                 ;
         adrenergic activity, 309
         adrenergic blocking activity           •
            Free-Wilson method, 43
            rat, 43
         amine oxidate activity, rabbit liver
            acidity constants,  158
            Hansch method, 158
         conformation
            PCILO MO method, 291
         dopamine beta-hydroxylase activity
            Free-Wilson method, 102
         norepinephrine-uptake inhibition
            Free-Wilson method, 6
            rat, 6

     phenethyluifaMs, halo-
         adrenergic blocking activity
     i       acidity constants,  156
     I       field A resonance  constants, corrected, 341
     !       Hansch method, 156, 341
     |       Van der Waals  radii, 341
     j    antihistamine activity
     I       guinea pig,  118
     I    antipressor activity
     >       rat, 118
    j
     phenethylaaiaes, polyhydroxy-
         norepincphrine storage
            CNDO/INDO  MO methods,  210
            conformation, 210
     phenolic i
         cyclic adenosine monophosphste accumulation
            guinea pig brain slices, 188
     phenolic Moleethylaaiiies
         cyclic adenosine monophosphate accumulation
            guinea pig brain slices, 188
     •faeaob
         acidity
            Hansch  method, 96,  105
         antibacterial activity, 327
            acidity constants, correlation with, 374
            Hansch  method, 374
         cytochrome interconversion
            pi constants, 191
         fungicidal activity, 21
            acidity,  22
            solubility, 22
         hemoglobin binding,  bovine
            Hansch  method, 212
            partition coefficients, 212
         oxidative pliosphorylation uncoupling
            acidity,  179
            acidity constants, 376
            acidity constants, correlation with, 374
            electronic substituent constant of Seth-Paul/Van Duyse
                334
            Haasch method,  96, 334, 374, 376
            lipophilicity, 179
            rat, 96
         partition coefficients, chromatographic
            pi constant correlation, 221
         phospnorylation inhibition
            Hansch method,  152
            yeast, 152
. /! -
 36

-------
   serum albumin!binding, bovine
      acidity constants, 376
      Hansch; method, 152, 376
      partition coefficients, 376
   toxicity       .;..'.
      acidity constants, correlation with, 374
      Hansch method, 105, 374
      plant, 96, 105, 374

phenols substitarat values
   pi constants,  104

pheaothlaziM tsosteres
   amipsychotic activity, correlation, 315
   glutamate dehydrogenase inhibition, 315

phuotMuina
   antidepressant activity
      mouse;  202 •
      rat, 202
   classification  into groups
      pattern recognition, 58
      structural fragments, 58
   metal completion, 25
   SCF MO method
      ionizatkm potential, 23
   spectral data, 346
   tranquilization, 117
phenoxyacetlc acid mbctltitcnt value*
   pi constants,  104

phenoxyacetlc acids
   auxin activity
      Hansch method. 97, 159, 160
      partition coefficients,  159, 160
   plant hormone activity
      parachor, 254
      partition coefficients, 254
phtDoxyethyl indue
   PC1LO MO method
      conformation, 64
   sympathomifiietic activity
      conformation, 64

pheM»yethyl(cyclopropyl)aalnes
   monoamine oxidase inhibition
      Hansch method, 377
      steric parameter, correlation, 377
ptonyl dlmethylurttt
   Hill reaction inhibition
       plant. 349

pbenyl eaters
   hydrolysis-enzymatic, 145

phcnylacetic add Mbrttuent valves
   pi constants, 104
piMnylacetic acids
   auxin activity
       Hansch method, 97, 268
•keaylamldM
   Hill reaction inhibition
       acidity, 50
phenylantanwlllc acids
j    oxidative phosphorylation uncoupling
t       acidity constants, 333             .
       Hansch method. 333
      ' partition coefficients, 333   ;    •  ..

pheaylarsoMtes                  .'•;•.
    hapten-antibpdy interaction    •
       Hansch method, 378                 ,
       steric parameter, correlation, 378!

pbenylboroBte acids
    brain vs brain tumor penetration
;       Hansch method, 169
       mouse, 169,323                 ;:
       partition coefficients, 323            .

pheavlhytfraMwes                     ;; .  •
    oxidative phosphorylation uncoupling
       Hansch method, 79
       partition coefficients, 79  ,
       rat, 79                 :'v.'-.'..\ '-.V:
(rimylMtrciiric nitrate                  <
    partitioning in gelatin-acacia coacervate system, 197
pheaylphoaaiutes
    LD50
       fly, 275                        ;
       Hanach method, 275
       hydrolysis, 275
       partition coefficients, 275
    antimalarial activity
       Free-Wilson method, 70
       mouse, 70

pkotyltkhMtkylaolM
    sympathomimetic activity
       conformation, 64
    cholinesterase inhibition
       fly. 255
       sigma constant, 255
    LD50      «
       fly, 255
       sigma constant, 255
                                 l dtethyl
                orgiwo
    cholinesterase inhibition
       Hansch method, 144

    cholinesterase inhibition
       fly. 277.
       Hansch method, 144,
    LD50
       Hansch method, 277
       hydrolysis, 277
       insect, 277
277

-------
phoipborothloates
    LD50
       fly. 275
       Hanach method, 275

phosphorylase phosphatase inhibition
    conformation
       nitroheterocycles, 306
phosphorylation inhibition
    Hansch method
       phenols,  152
    yeast,  152
       phenols,  152
photosynthesis inhibition
   see also Hill reaction inhibition
    Hansch method
       azido(bisalkylamino)triazines, 1 1 1
    plant
       azido(bisalkylaminoXriaztnes, 1 1 1
physlcochemical properties, influence
    drug-receptor interaction, 93

pi constant correlation
    partition coefficients, chromatographic
       arylbutyric acids, 221
       arylpropionic acids, 221
       cinnamic acids, 221
       dissociation, importance of, 221
       phenols, 221
pi constants
   see also lipophilicity
   see also partition coefficients
    aniline substituent values,  104
    benzene substituent  values, 104
    benzoic acid substituent values, 104
    benzyl alcohol substituent  values, 104
    chaotropy
       haloacetates,  140
    cytochrome interconversion
       anilines,  191
       phenols,  191
    nitrobenzene substituent values, 104
    phenols substituent values, 104
    phenoxyacetic acid substituent values, 104
    phenylacetic acid substituent  values,  104
    sigma star constants
       nicotines, correlation, 106
                       i milling), Ml
    values for selected compounds, 161

piperidlnesulfamylieniicarbazides
    hypoglycemic activity
       Free-Wilson method, 320

plant
    cytokintn activity
       adenosines, 90
    growth inhibition
       amines,  quaternary, 278
    growth regulation
       carboxylic acids, 269
       cinnamic acids, 340
       review, 345              .      .   -
       structure-activity relationships, 345
   hill reaction inhibition      :       •   .
       anilkte, ,116
       phenyl carbamates, 349 .
       phenyl dimethylureas, 349     : ;
       ureas, 116               •
   permeation of cell
       partition coefficients, 262
   photosynthesis inhibition
       azido(bisalkylamino)triazines,  111
   toxicity
       phenols, 96, 105, 374

plant cells                           :.-.'
   permeability
       non-electrolytes, 63
       partition coefficients, 63

plant growth Inhibition
   dichlorophenoxyacrylates,  373
       Hansch method, 373
       partition coefficients, 373

plasma, human                          :
   cholinesterase inhibition
       alkyl-3-carbamoylpiperidines,  12

plasma protein binding          <        \
   Hansch method
       sulfonamides, 103

•Jasmin lahiWtioB, 61

platinum complexes
   antitumor activity,  186

polarixaMUty
   antibacterial activity
       chloramphenicols, 40
   Hansch method, 42, 125
       parameter correlation,  231

polynuclear aromatk hydrocarbons
   see aromatic hydrocarbons, polynuclear

preprocessing  ,
   pattern recognition
       classification into groups, 217

probabilistic model
   membrane permeability
procyclldllie
   anticonvulsant activity
       conformation, 39
progesUtkMial activity
   field effect constants
       progesterones, 356
   Hansch method
       progesterones, 356
   molar refractivity
       progesterones, 356
progestenwes
   progesutional activity
       fieU effect constants, 356
       Hanach method, 356
       molar refractivity, 356

-------
protein Mndiag
   Hansch method  •
       organic compounds, 178

protein Undine cmstMts
   carbonic anhydrase inhibition
       sulfonamides, 203

puriat nucleoaHu
   tumor weight inhibition
       pattern recognition, 218

pyrlBidiae McleoaMes
   tumor weight inhibition
       pattern recognition, 218
pyrtaldines
   dihydrofolate reductase binding
       Hansch method, 264
       partition coefficients,  264

hydroxyqulMUBM
   antiviral activity, 233

-------
   tumor inhibitory activity
       solapalmitines, 223

receptor site conformation
   beta-adrenoceptor blocking
       nitrophenylisopropylaminoethanols, 5

receptor sites
   structure-activity relationships, 1

redo* potential
   antimalarial activity
       naphthoquinones, 247

reductase, rabbit kidney
   CNDO MO methods
       acetophenones, 180
   Hansch method
       acetophenones, 180
   extended Huckel MO method
       acetophenones, 180
resonance constants
   stomach muscle contraction
       indolealkylamines, 206
review
   analgetic activity
       morphines,  83
   antibacterial activity
       Hansch method, 380
   cholinesterase inhibition
       amides, 299
       carbamoylpiperidinoalkanes, 299
       organopnosphates, 108
   drug design
       Hansch method, 133
   Free-Wilson method, 274, 312
       pesticides, 98
   growth regulation
       plant, 345  '
   Hansch method,  124, 125,  131, 234, 274, 312, 339
       electronic parameters, 131
       partition coefficients, 131, 146
       pesticides, 98
       proven  applications, 127
       substituent  constants, 128
   hemolysis
       Hansch method, 148
   Kopecky-Bocek method of S/A correlation
       pesticides, 98
   metabolism of drugs, 31
   MO method, 274
   narcosis, 270
   partition coefficients
       Hansch method, 138, 170, 232
       values for many  compounds, 232
   permeability across biological membranes
       drugs, 305
   pharmacology,  molecular, 251
       MO method,  120
       structural information, 344
   steric parameter, 317
   structure-activity relationships, 1
   toxicity
       linear free energy relationship, 87
review, snort
   Free-Wilson method, 301
   Hansch method, 301
   MO method in S/A correlations, 301

RNA, yeast  ,
   hydrophobic binding
      selected compounds, 311

rodent
   antitumor activity
      oxazaphosphorine-2-oxides, 363, 363
   biological activity
      oxazaphosphorine-2-oxides, 363, 363
   carcinogenicity
      aromatic hydrocarbons, polynuclear,  147
      dimethylaminoazobenzenes, 147
   thyroxine activity
      thyroxines, 147

salleylanilides'
   oxidative phosphorylation uncoupling
      Hansch method, 334

sallcylate blood level
   dog
      salicylic esters, 78

salicylic  adds
   (ibrindysis
      Hansch method, 172

salicylic  esters
   partition coefficients, 78
   salicylate blood level
      dog, 78

SCF-INDO MO  charge densities, correlation
   sigma constants
      benzole acids, 205

SCF MO method
   ionization potential
      phenothiazines, 23
schistoBomicide
   conformation
      nitroheterocycles, 306
   nitrofurans, 190, 307

sea orchid
   egg cell division inhibition
      barbiturates, 137

sedation
   rat        '
      malonamates, 244

sedatives
   classification into groups
      cluster analysis, 58
      Fisher discriminant, 58
      K nearest  neighbor technique, 58
      structural  fragments, 58
sequential simplex modification
   Hansch method, 368
serum albumin binding
   Hanscb method
      penicillins, 20
                                                            30

-------
   hydrophobk binding
       barbiturate*, 99
       sulfonamides, 99
   partition coefficients,  20
   structural fragment analysis
       penicillins, 3)9
      albrate Madas,
   acidity, constants
      phenols, 376
   Hansch method
      phenols, 132, 376
      selected compounds, 343
   partition coefficients
      phenols, 376
      selected compounds, 343
iM* effects, computer sorting
   extrapyramidal syndrome
      structural features of drugs, 236
   skin sensitization
      selected organic compounds, 379, 379
      constut,
   antibacterial activity
      behzenesulfonamides, 313
      penicillins, 173
      Bulfonamldes, 44
   hydrolysis
      N-methylcarbamates, 392
   LD50
      benzole acids, 173
      constaat squared, origin
   Hansch method
      tetracyclines, 48, 49

dl^ttti constuti
   see aJso electronic parameters
   antibacterial activity
      selected organic compounds, 238
   cholinesterase comptexation   .
      N-methylcarbamates, 279
   cholinesterase inhibition
      phosphates, sulfurpentafluqrophenyl diethyl, 253
   interrelationship, 131
   LD50                                .          '"
      phosphates, sulftirpentafluorophenyl diethyl, 253
   SCF-INDO MO charge densities, correlation
      benzok acids, 203
   selected values,  32
   values for  selected compounds. 161

liana plus constants
   derivation, 32
   sweetness
      nitroanilines, 130

itema star constant*, 317
   acidity constants
      correlation, 136
   basicity .
      nicotines, correlation,  106
   pi constants
      nicotines, correlation,  106
SK * F fragntnt code*
   antiarthrytk activity
      subslructural features, correlation, 367
skin Miuitixatlon
   Hansch method                     '
       alkyl catechols, 379            ''••'.
       dinitrobenzenes, 379
   molar volume
       alkyl cat,echols, 379
       dinitrobenzenes, 379
   partition coefficients
       alkyl catechols, 379
       dinitrobenzenes, 379
   side effects, computer sorting
       selected organic compounds, 379, 379.

skia tensile strength
   rat
       penicillamines, 89
   toxicity
       tritylamines, 28               .

sodl«m alkyl snlfatet
   antibacterial activity
       Hansch  method, 148

•otepataHlMi
   tumor inhibitory activity
       rat, 223

MlibUlty
   fungicidal activity
       phenols, 22
aoheat tjtttm  deyufcace
   partition coefficients
       hydrogen bonding classifications, 230
   phenothiazines, 346

statistical chance correlation*
   Hansch method,  333

statistical Interpretation
   Hansch method
       errors in published work, 246
    DNA biosynthesis inhibition
       drug interactions, 348
    membrane permeability
       partition coefficients, 92
•on-ateadyrtate
    permeability across biological membranes
       lipophilicity, relationship tc, 283

stereo»el«ctivlry
    adrenergk activity
       drugs, 283
    analgesic activity
       drugs. 283
    cholinergic activity
       drugs, 283
    histaminic activity
       drugs, 283

ateric parasMter
    cholinesterase inhibition
       organophosphates, 129
    hyperconjugation effects, separation, 123
    review, 317
    Van der Waals radii, dependence. 52, 129
                                                            31

-------
sterlc parameter, correlation
   antihisUmine activity
       diphenhydramines, 377
   hapten-antibody interaction
       benzoates, 378                  '
       phenyUrsonates,  378
   monoamine oxidase inhibition
       phenoxyethyl(cyclopropyl)amines, 377
   Van der Waals radii, 377

ortao iteric parameter
   benzoates, hydrolysis
       electronic dependence, S3
   benzoates, saponification
       electronic dependence, 54
   benzoates, transesterification
       electronic dependence, 54
   benzoic acids, esterification
       electronic dependence, 53
   electronic dependence, 52

Merle parameter, Taft-Hancock
   composition, 107

stomach muscle contraction
   Huckel MO method
       indolealkylamines, 206
   resonance constants
       indolealkylamines, 206

structural features of drugs
   extrapyramidal syndrome
       side effects, computer sorting, 236

structural fragment analysis
   serum albumin binding
       penicillins, 359

structural fragments
   classification into groups
       barbiturates, 58
       phenothiazines, 58
       sedatives, 58
       tranquilizers, 58
structural Influence
   molar volume
       additivity in homologs, 85
   parachor
       additivity in homologues, 86

structural Information
   chemical-biological activities
       computer slor»|«, 82
      i pharmacology, molecular, )44
structure-activity data
   data base, computerized
       standardization, 155
       WLN encoding & retrieval, 155
structure-activity relationships
   equilibrium model, 182
   growth regulation
       plant, 345
   receptor sites, 1             j
   review, 1

styrylpyridlnes
   choline acetyltransferase inhibition
      Hansch method, 2      • .  .     .   ":
      Huckel, MO method, 2
      rat, 2

substituent constants
   review                          :
      Hansch method, 128

substituent group selection
   Hansch method
      Intel-correlation of physical parameters, 69

substrate affinity                   .
   pharmacology, molecular
      quaternary amines, 4

mediate dehydrogenase inhibition
   Hansch method
      dihydroxybenzoyl anilines, 80
   pi constants
      dihydroxybenzoyl anilines, 80

sugars
   sweetness
      human, 227                :

sulfa drugs
   antibacterials
      dosage regimen calculation, 219, 220

solfamoyl asides                <     .
   hypotensive activity
      dog, 250

sulfanilamMes
   antibacterial activity
      acid dissociation, 16         .

snlfonamides
   antibacterial activity
      acidity, 66
      Hansch method, 103, 263
      infrared absorption, correlation, 314
      sigma .constant, correlation, 44
   carbonic anhydrase activity
      Hansch method, 239, 239
   carbonic anhydrase inhibition
      acidity constants, 203
      Hansch method, 203
      partitiomcoefficients, 203
      protein-binding constants, 203
      valence-force constants, 203
   excretion
      mil Ilil. Mil
   fotate synthetase Inhibition
      Hansch method, 263
   metabolism of drugs
      Hansch method, 101
      human, 101
      rat, 101
   plasma protein binding         ;
      Hansch method, 103
   serum albumin binding
      hydrophobic binding, 99
surface tenaioa, relative
   hypnosis
      ureas, 184

-------
sweetness
   basicity
       nitroanilines, 228
   Hansch method
       nitroanilines, 130
   human
       anilines, 227
       sugars, 227
   hydrophobk binding, 76
   partition coefficients
       aminonitrobenzenes, 76
   sigma plus constants
       nitroanilines, 130

symmetry, correlation with
   LD50
       selected organic compounds, 365

•yM|WthomlM»tic activity
   conformation
       anilinoethylamine, 64
       phenoxyethyl amine, 64
       phenylthiqethylamine, 64
syMpathomlnetic activity Inhibition
   dog
       phenethanolamines, 225
   guinea pig
       phenethanolamines, 22S

terfcnoates, nortestoiteroae
   anabolic activity
       rat, 260

tcrpenyl  cartMMMtes '
   CNS  depressant activity
       mouse, 261

teftofteronet
   hemolysig
       Hansch method, 19
       lipophilicity, 19

tetncycline*
   antibacterial activity
       Free- Wilson method, 48, 95
       Hansch method, 48, 49
   sigma constant squared, origin
       Hansch method, 48, 49

te*rahydrocartazol«f
   trypanocide activity, 284

tetrahydrol*o«iiMllaea
   beta-adrenergic activity
       cat,  119
totrahydroiMfkthoic
   antiinflammatory activity
       rat, 199

thtrHodynamk properties, correlation with
   narcosis
       mammals, 369

thiuoto
   antifungal activity, 321

tMuoto MfaKKptayl)
   antiviral activity, 233
thleoodlazepiiMS
   CNS depressant activity
      mouse, 272
      rat, 272
   LD50
      mouse, 272

propylthiouraciU
   thyroid peroxidase inhibition, 242

thioureas
   CNS depressant activity
      dipole moments, 240
      mouse, 240
   cytokinin activity
      tobacco plants, 33
   LD50
      mouse, 240
   permeability of blood-aqueous barrier
      partition tMwfflcienU, .III)
      permeability constants, 310
     x rabbit, 310

throabia inhibition
   Hansch method
      bcnzamidines, 61

thyroxine  activity
   diphenyl ethers
      correlation with structure, 34
   rodent
      thyroxines,  147

thyroxines
   thyroxine activity
      rodent,  147

tobacco planti
   cytokinin activity
      thiqureas. 33
      ureas, 33

TopllHtrec
   drug design, 133
      examination of,  382

toxklty
   acidity constants, correlation with
      phenols, 374
   barley
      DDT, 342
   Hansch method
      phenols, 105, 374
   mouse       i
      benzenes, 24
      nitrofurans, 190
      selected organic compounds, 241
   partition coefficients
      selected organic compounds, 253
      tritylamines, 28
   plant
      phenols, 96, 105, 374
   rat
      selected organic compounds, 241  .
   review
      linear free energy relationship, 87
   snail
      trityUmines, 28

-------
toiiclty synergtom of carbaryl
    Hansch method
       alkylimidazoles, 352

tnaqnilizatim
    phenothiazines,  117
    rat
       malonkmates, 244

tramguilixeri
    classification into groups
       cluster analysis, 58
       Fisher discriminant, 58
       K. nearest neighbor technique, 58
       structural fragments, 58

Marines
    dihydrofolate reductase binding
       Hansch method, 264
       partition coefficients, 264

trichlorometkylthloheterocyles
    antifungal activity
       Hansch method, 390
       partition coefficients, 390

trlfluoromethylpflenols
    bactericidal activity
       partition coefficients, 75

trltylamines
    toxicity
       partition coefficients, 28
       snail,  28

trypanocide activity
    tetrahydrocarbazoles, 284

trypsin inhibition, 61

tumor A brain localization ratio
    Hansch method
       phenyl boronic acids, 169
    mouse
       phenyl boronic acids, 169

tumor cells
 1   growth inhibition -
       adenownes, 90, 90

tmaor growth May
    Hansch method
       nitrosoureas, 266
    partition coefficients
       nitrosoureas, 266

tumor-inhibitory activity
   see also antitumor activity
    benzylisoquinoline alkaloids, 222
    rat
       solapalmitines, 223

tumor weight inhibition
    pattern recognition
       purine nucleosides, 218
       pyrimidine nucleosides, 218
   cytokinin activity             '
      tobacco plants, 33
   hill reaction inhibition
      Hansch method, 143
      Huckel MO method, 204
      plant, 116
   hypnosis
      mouse, 184
      partition coefficients, 184
      surface tension, relative, 184
   LD50
      mouse, 184, 240

valence-force constants
   carbonic anhydrase inhibition .
      sulfonamides, 203

Van der Wads radii
   adrenergic blocking activity
      phenethylamines, halo-, 341
   steric parameter correlation,  377
Van der Waals radii, dependence
   steric parameter, 52, 129
vitamin B6 derivatives
   carcinoma growth inhibition, 216
water solubility
   partition coefficients
      linear free energy relationship, 163

WLN
   decoding
      branch chain searching, 229
      multiplied group searching, 229
WLN encoding * retrieval
   data base, computerized
      structure-activity data, 155
WLN for complex rings
   computer decoding, 84

yeast
   phosphorylation inhibition, 152
      phenols, 152
   CNS depressant activity
       dipole moments, 240
       mouse, 240
   cytochroroe interconversion,  191

-------
                                                  Author Index
Aboul-Eneln, H.Y., 242
Ackerly, J.A., 119
Adams, H.J., 77
Adamson, G.W., 359
Albert, A., 1
Albonlco,  S.M., 284:
Allen, R.C., 2, 44. 45,
Allison, W.E., 275
Alvarez, M., 284
Anderson, BAf., 214
Anderson, S.M.. 136, 137,  167.238
    380
Andrews,  P.R., 3
Angellno,  N., 216
Aokl, M.,203
Ariki. K., 272
Arieas,  E.J., 4
Atkins, M.I., 360
Atland, H.W., 222 ,
Austin,  W.C., 252
Autian, J., 226
Balsamo, A., 5
Bamdas, E.M.. 316
Ban, T., 6, 102
Barbara, A.M., 17, 18,  19
Barlow, R.B., 7. 8. 9
Baa, G.E., 10. 11, 189, 226
Beasley, J.G., 12, 298, 299
Beckett, A.M.,  13
Beckett, L.. 283
Bell, K.H., 14.  15
Bell, P.M., 16
Bell, S., 249, 384
Bender, C.F., 217, 218
Bentley, D., 167
Bentley, D.L., 283
Berkoff. C.E., 367
Berttch, W.F., 202
Bereridge, D.L.. 205
Biagi, G.L., 17, 18, 19. 338
Billman, J.H., 361
Bird, A.E., 20
Blackman, G.E.. 21, 22
Bloor. J.E., 23
Bocek,  K., 24, 215
Bonardl, G.. 260
Bondesson, G., 223
Borg, D.C., 25
Borne, R.F., 26
Bowden.K., 27
Bowen, S., 242
Bower, R.R., 249. 384
Boyce,  C.B.C., 28
Bracha, P., 29
Bradley, W., 30
Brock.  N.. 362
Brock,  V.N., 363
Brodle, B.B., 31
Brown, H.C., 32
Bruce, M.I, 33
Brulce, T.C., 34
Braaova,  B., 221
Brans, H., 35
Bucbel, K.H., 79
Buck, J.S., 184
Buckler, R.T., 36
Bueding, £.. 190, 306. 307
Bunger, P., 219. 220
Burger, A., 358
Burton, W.H., 56
Bush, J.A., 359
Bush, J.H., 372
Bustard, T.M., 37,  46. 247, 364, 383
Butcher, F.R., 388
Calms, H., 38
Caldwell, H.C.. 77, 78
Camerman, A., 39
Camermaa, N.,  39
Cammarata, A., 40, 41, 42, 43, 44, 45
    46, 47, 48,  49. 308. 364
Camper, N.D.. 50
Cantwell, G.P., 352
Carlson, G.L., 2
Casadlo, S., 260. 261
Casy, A.F.. 13
Cavallito C.J.. 2
Chang, KJ., 51
Charton, M.,  52, 53, 54
Chemburkar,  P.B., 113
Cheng, C.C., 35, 56
Cheng, M.C-F., 114
Chlen, P.L., 55, 56
Chlou, C.Y., 57
Chlsholm, D.R.. 252
Chou, J.T., 241
Chu, K.C., 58
Church, C, 231. 343
Cilento, G.. 59
Clark, C.R., 26
Clayton, G.M., 300
Clayton, J.M., 60,  138. 301
Coats, E., 139
Coats, E.A., 61
Cohen, J.D.. 365
Collander, R., 62, 63
Collett, J.H.. 49
Comer, W.T., 250
Condourls, G., 211
Conover, L.H., 252
Cook, E.S.. 371, 372
Cook, L.,  117
Coppl, G., 260
Cornell, N., 140
CornweU, D.G., 338
Cornwell, R.L., 252
Costello, R.J., 335
Cotiias, G.C., 25
Coubeils, J.L., 64,  65, 141, 291, 293
Courriere, P.. 64. 290, 291. 292. 293
Courtney, W.; 252
Cowles, P.B., 66
Cox, J.S.G., 38
Craig, P.N., 67, 68, 69, 70, 71, 72, 366
Cramer, D.L., p
Cramer, R.O., HI, 367
CranfleU, R.. 332
Crotti, P.. 5       '••'•'
Crummett, W.B., 275
Culp, H.W., 180    ,
Currte, D J., 74
Dahl, L.F., 329       -
Daly, J.N., 188
Danllewfcz, J.C., 252
Darras, F., 368
Dauterman, W.C., 389
Davies, A.P., 223
Dads, S.S.,  182
Day, N.A., 110
Dearden, J.C., 75
DeBeer, E.J., 184
Deitchman, D., 250
Del Tacca, M., 5
DeniscTlch, P.. 162
Denning, G.S., 88
Deth, R.C., 51
Deutsch, E.W., 76. 142,  143, 144, 145
     170
DiCarlo, F.J., 352
Dittert, L.W., 77, 78
Doukas, P.H., 263
Draber, W.,  79
Druckery, E., 80
Dvnn, W.J., 382 :
Dunn, W.J., III, 146
Durden, J.A., 81
Durham, J.P., 388
Dyson, G.M., 82
Easty, G.C., 30
Eddy, N.B..  83
Edington, L.V., 321
Eisdorfer, I.B., 346
Elkina, D., 84, 155,229,232
Ellison, T., 78
Engle, R., 164
Erlichman, J.. 309
Everett, G.M., 330
Exner, O., 85, 86
Fahlen, L.A., 315
FaraJ, B.A., 351
Ferguson, J., 87
Ferguson, L.N., 227. 228
Fessler, D.C., 88
Field, L.. 89
F1IOT, V.A.,  369
Fisher, J., 306
Fttzmaurice, C.,  38
Fleysher, M.H.,  90
Fliedner, LJ., 91
Flynn, G.L.. 92,  93, 357
Folkers, K., 331
Ford-Moore, A.H., 94
Forsythe, A.8., 171
Fowler. P.J., 201, 202
Frank, R.E., 370
Franks, P.M.. 7
Free, S.M.. 95
Fried, I.M.. 244
Fujll, A., 371, 372
Fujlnami, A., 373
                                                          35

-------
Fujlta, T., 6, 96, 97, 98, 99, 100, 101
     102, 103, 104, 105, 106, 107, 147
     159, 160, 268, 373, 374, 392
Fnkul, K., 271
Fukuto, T.R., 108, 109, 255, 256, 257
     391
Fuller, R.W., 110
Gaboon, P.A., 111
Gunba, M.F., 17, 18
Ganellln, C.H., 112
Garascla, R.J., 372
Garrett, E.R., 113, 162
Carton, G., 21, 22
Carrey, E., 201
Geiger, F.,  160
George, J.M., 213
Geratz, J.D..  114
Germanova, K.I., 316
Gervois, J-P., 291
Gillette, J.R., 31
Gilmour, L., 279
GUson, B.R., 23
GUdlsh, Y.G., 330
Clave, W.R., 115, 148,  149
Good, N.E., 116
Goodford, P.J., 332
Goodwin, T.W., 342
Goodwin, W.R.,  199
Gordon, M., 117
Goreckl,  D.KJ.,  176
Gorin, M.,  162
Graft, A., 233, 375
Graham, J.D.P.,  118
Graaa, E., 288, 289
Gray, A.P., 119
Green, J.P., 120,  121, 206, 207
Grifantini, M., 122
Grlndey,  C.B., 348
Grundy, W.E., 249, 384
Gudauskas, G.A., 236, 379
Guerra, M.C., 17, 18, 19
Haas, R.J., 23
Hamley, W.S., 89
Hancock, C.K.,  123
Hamch, C, 72, 76, 84,  103, 104, 115
     124,  125, 126, 127, 128, 129, 130
     131,  132, 133, 134, 135, 136, 137
     138,  139, 140, 141, 142, 143, 144
     145,  146, 147, 148, 149, 150, 151
     152,  153, 154, 155, 156, 157, 158
     159,  160, 161, 162, 163, 164, 165
     166,  167, 168, 169, 170, 171, 172
     178,  212, 229, 230, 231, 232, 237
    238,  264, 266, 268, 269, 283, 319
    341,  343, 355, 356, 376, 377, 378
     380
Hutsen, O.R., 173
Harms, A.F., 174
Harrison, M., 8
Hastings, F.L., 389
Hata, T., 281
Hatanaka, M., 175
Hava, M.M., 119, 351
Haves, E.M., 176
Heathcote, J.G.,  177
Heii, G.C., 200
Heller, S.R., 208
Helmer, F., 150, 15X, 178
Henian-Ackah, S.M, 162
Hemker, H.C,  179
Hermann, R.B., 180
Hersch, L., 181
Herz, A., 224
Hess, R., 224
Hetnanki, K., 352
Heyl, D., 331
Hibbert, J.R.,  177
Higuchi, T., 182
Hilton, B.D., 279
Hirano, K., 183
Hironaka, Y., 281
HJort, A.M., 184
Ho, B.T., 185
Hoeschefe, J.D., 186
Holbrook, J.M.. 26
Holland, J.B., 248
Holmes, H.L., 74
Holtje, H-D., 187, 213
Honter, D., 38
Horsfall, F.L., 331
Howes, H.L., Jr., 252
Howison, P.W., 265
Huang, C.T., 389            i
Huang, M., 188
Hudson, D.R., 10, 11, 189
Hudyma, T.W., 199
Hulbert, P.B.,  190
Hussain, M., 239
Ichikawa, Y.,  191
Ida, M., 193
Ide, W.S., 184
Ing, H.R., 94
Irwin, G.M., 77, 78
Ishida, S., 192,  193,  194
Ishimaru, T., 175
Ison, R.R.,  8
Iwasa, J., 104, 168,  169, 170
Jacobson, A.E., 208, 209, 210
Jaffe, I.A.,  89
Janssen, P.A.J., 195, 196
Jantz, A., 351
Jarboe, C.H.,  248
Javidan, S., 197, 198
Johannes, S.,  184
Johnson, C.L., 120
Johnson, D.D., 176
Johnson, P.B., 38
Jones, P.H., 249, 384
Jyby, P.F., 199
Kaiser, C., 200, 201, 202, 358
Kakeya, N., 203
Kamada, A., 203
Kamoshlta, K., 392
Kamrin, M., 202
Kang, S., 120, 121, 205, 206, 207
Karapetyw, M.G., 316
Karrar, M.A., 118
Katz, R., 208, 209, 210
Kauer, K., 275
Kelly, P.L., 89
Kensler, CJ., 211
Kerley, R.,  151, 165
Kharasch, N., 34
Kiehs,K., 152. 178, 212, 376
Kler, L.B., 187,213
Kim, D.K., 326
Kim, K.H., 153, 161
Kim, S.J., 214
King, J., 38
KolosoT, M.N., 316
Kong, C-T., 390
Kopecky, J., 24, 215
Korytnyk, W., 216
Kowalski, B.R., 217, 218
Kralik, P.M., 185
Krirucova, M., 24
Kruger-Thiemer, E., 219, 220, 314
Kuchar, M., 221
Kuhtmann, J., 362
Kumler, W.D., 240
Kupchan, S.M., 222, 223
Kutter, E., 154, 224, 377, 378
La Du, B.N., 31
Lands, A.M., 225
LaPidus, J.B., 265
Larson, K.A., 326
Lawrence, A.R., 227, 228
Lawrence, G.L., 152, 163, 376
Lawrence, W.H., 226
Lee, T.B., 38
Lee, W., 365
Lenaerts, F.M., 196
Leo, A., 84, 141, 154, 155, 161, 229
    230,231,232
Leonard, C.A., 200   ;
Lester, B.M., 200, 202
Levitov, M.M., 316
Li, K.,  185
Ltebig, H., 233, 375
Lien, E.J., 156, 157, 158, 161, 234, 235
    236, 237, 238, 239, 240, 241, 365
    379, 380, 381,  390
Lien, L.L., 241
Lindsay, R.H., 242
Loev, B., 244
Loew, G., 245
Lords, G.H., 38
Lough, C.E., 74
Lowe, B.M., 9
Lukeos, R.J., 390
Lapton, E.C., Jr.,  328
Lynch, J.E., 252
Lynch, M.F., 82
Lynn, K.R., 247, 383, 385
Macchla, B., 5
Macchia,F.,5
Macko, E.,244
Malooey, P.P., 159, 160
Mantegani, A., 260
Marallana, A., 211
Marazzi-Ubertl, E., 261
Marsh, M.M., 110, 180
Marshall, A.C., 20
Martelll, S., 122
Martin, A.N., 49
Martin, W.B., 330
Martin, Y.C., 37, 72, 246, 247, 248
    249,382, 383,384/385
                                                         36

-------
Mawy, W.F., 370:
Masuccl, F.D., 88
Matter, W.L.. 250
Mutner, H.G., 251
May, E.L.,.83
Mayo, J.G., 266
Muunti, L., 5
McCaustland, D.J., 56
McFarland, J.W., 72, 252, 386
McGowan, J.C., 253. 254
Mclsaac, W.M., 185
McMahon, R.E., 180
Mcrola. A.J., 338
Merryman, P., 89
Mertes, M.P., 286
MeMer, J.R.. 323
Metcalf, R.L.,  109, 255, 256, 257
Metzger, H., 80
Meyer, H.. 258
Mayerboffer, A., 259
Meyers, E.A., 123
Mllborrow, B.V., 28, 262
Miller, E.,  264
Miller, G.H., 263
Mine, A.. 373
Minoli, G., 261
Mlttcher, L.A.,  265
Molloy, B.B., 110
Moniholl, R., 38
Montgomery, J A., 266
Moore, L., 212
Morwi, R.G., 348
Morel, D.,  242
Moreland, D.E., 50
Morgan, D.H., 252
Morrison, D.G., 267, 370
Motulsky, H., 245
Mrtek, R.G., 197, 198
Muir, R.M;, 159, 160, 268. 269
Mulllns, L.J.. 270
Muraoka, S., 333
Myers, M.J.. 91
NagaU, C, 271
Nakagawa, A., 281
Nakajima, M.. 105, 106, 107, 392 '
Nakamoto, K., 162
Nakanishl, M.,  272
Naata, W.Th.,  174
Neely, W.B., 273, 274. 275,  276, 277
Newhall, W.F.,  278
Ntehol, C.A., 348
Ntemegeera, C.J.E.. 195, 196
Nikaitani, D., 161
Nishioka, T., 392
Nodlff, E.A., 201
Norrlngton, F.E., 332
O'Brien, R.D., 29, 279. 280
Okamaru, K.. 183
Okanoto, Y., 32
Olson, W.P., 280
Onura, S., 281
Ostrenga, J.A.,  282
Otsu, T., 243
Pachter, I.J., 91
Pala, G., 260
Pals, D.T., 88
Parke, M.H., 21, 22
Parker, J.E.,  10, 11
Partyka, RjV., 199
Paul, B., 216
Pavloff, A.M., 201, 202
Pearson, J.D.M., 7, 8, 9
Pecca, J.G., 284
Penniston, J.T., 283
Perun, TJ., 249, 384
Pfetzlng, H.,  233, 375
Piantadosl, C, 114
Plotnikoff,  N., 248
Poliakoff, N.. 284
Portoghese, P.S., 14,  15, 285
Potel, J., 363
Pottl, P.G.G., 216
Powers, LJ., 286
Pratesi, P.. 287, 288,  289
Pullman, A., 294
Pullman, B., 64, 65, 290, 291, 292, 293
    294
Purcell, W.P., 10, 11,  12, 60, 72, 189
    226, 295, 296, 297, 298. 299, 300
    301, 302, 303, 304, 318, 320
Quinlan, J.E., 163
Quintana, R.P., 298, 299
Raaflaub, J.,  305
Rabek, V.,  221
Redl, G..  367
ReifsckneUer, W., 275
Reit, E., 119
Rejhotoc, V.,  221
Rendall, H.M.. 9
Richards, W.H.G., 332
Rlvard, D.E.. 78
Robinson, C.H., 190,  306. 307
Roblin, R.O.  Jr., 16
Roehrtg. G.R., 361
Rogers, K.S., 47. 308
Rosen, O.M., 309
Rosen, S.M.,  309
Ross, E.J.,  310
Rossum, J.M., Van, 4. 344
Roush, B.W., 110
Rudxik, A., 276
Saggiono, J.,  201
Sanders, W.J., 89
Sarma, R.H.. 153
Sastry, B.V.R., 57
Schaeffer, J., 165
Schafer, G., 79
SchellckwM, K.H.L..  195. 196
Scholia* W., 311
Schor, J.M., 91
Schwartz, I..  312
Seydel, J.K.,  45, 263. 313. 314
Shemlsa, O.A.. 315
Shemyakia, M.M., 316
Sheppley. G.C., 332
Shipkowlts, N.L., 249, 384
Shiroki, M.. 272
Shores, K.E., 372
Shorter, J.. 317
Shunk, C.H., 331
Shvetsov, Yu.B., 316
Silver, R.P.. 74
Singer, J.A., 299, 302, 303, 304. 318
Sinonis, A.M.,-4
Stpas, P., 88
Smith, R.N., 145, 164, 319
Smithfleld, W.R., 320
Snel, M., 321
Soeda, Y.. 106
Sokoloski, T.D., 265
Soloway, A.M.,  323
Soloway, S.B., 322
Spengei, S., 307
Sram, R.J., 324, 325
Srivastava, S.C., 216
Stein, M.L., 122
Sterraitz, F.R., 326
Steward, A.R., 166, 167, 168. 169. 170
Streich, M.,  160
Suter, C.M., 327
Suzuka, I., 183
Swain, C.G., 328
Sweet, R.M, 329
Swett, L.R.,  330
Swintosky, J.V., 77, 78
Tagashira, Y., 271
Tahara, T., 272
Tainter, M.L., 225
Takayama, C, 107
Takigawa, Y., 272
Tamm, I.. 331
Tansey, L.W.,  185
Taylor, J.D., 330
Tedeschl, D.H., 117, 200, 201, 202, 358
Tedeschl, R.E.,  117. 358
Terada, H., 333
Tescbemacher, H.J., 224
Theus, P.M., 350
Thompson, G.M., 9
Thompson, W.E., 346
Tishler, M.,  281
Tollenaere, J.P., 334
Tong, G.L., 239, 241, 381
Topliss, J.G., 335, 336, 337
Triggle, D.J., 51
Trudell, J.. 245
Tsumagari, T., 272
Turnbull, J.D.,  338
Tute, M.S., 339. 387
Ugochukwu, E.N., 340
linger, S.H., 161, 171, 341
Upshall, D.G, 342
Van der Veen, R., 349
Vaadenbelt,  JM., 343
VeUstra, H., 345
Veraengo, M J., 284
Villa, L., 289
Vlachova, D., 215
Von Kaulla, K.N., 172
Von Schmeling, B.. 321
Wain,  R.L.,  340
Walker, K.E.,  185
Warren, R.J., 346
Weeks, G.R.^75
Weiner, M.L., 347    '
Weiher, N.P., 93
Weiner, P.H., 347
Wempe, E., 45, 314

-------
Werkheiser, W.C., 348
Wessels, J.S.C., 349
Wenffen, W., 350
White, H.C., 276
White, J.E., 89
Whitman, B., 323
Wbltmore, A.C., 114
Whitney, W.K., 277
Wiley, R.A., 351
Wilkinson, C.F., 352
Williams, D.A., 262
Williams, S.G., 332
Wilson, J.W.,  95
Winder, R.J., 34
Wohl, AJ., 353
Wold, S., 354
Wolff, M.E., 355, 356
Won, C.H., 162
Wood, H., 164
Wood, R.F., 202
Wustner, D.A., 391
Wykes, A.A.,  330
Yager, B.J., 123
Yalkowsky, S.H., 92, 93, 357
Yamada, O., 194
Yamamoto, I., 106
Yamamoto, T., 243
Yamano, T., 191
Yata, N., 203
Yau, S.J., 48, 49
Yonezawa, T., 271
Yothina, S.,  183
Young, R.C., 27
Yudls, M.D., 336, 337
Zahradnlk, R., 72
Zarembo, J.E., 346
Zlrkle, C.l.;23, 260, 20,1, 202, 211
    358
Zudova, Z., 325
Zwar, J.A.,33
                                                        38

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0116    Good, N.E., Inhibitors of the Hill reaction.  Plant Physio1. 36,
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0117    Gordon, M., L. Cook , D.H. Tedeschi, and  R.E. Tedeschi, Some
        structure-activity relationships In the phenothlazincs.  Arzneim.-
        Forsch. 13, 318-20 (1963).               ,

0118    Graham, J.D.P. and M.A. Karrar, Structure-action relations in N,N-
        dimethyl-2-halogenophenethylamines,  J. Med. Chem. 6, 103-7 (1963).

0119    Gray, A.P., E. Reit, J.A. Ackerly and M.  Hava,  A study of the
        conformational requirements for direct adrenergic stimulation.   J.
        Med. Chem. 16(9), 1023-7 (1973).

0120    Green, J.P., C.L. Johnson, and S. Rang, Application of quantum
        chemistry to drugs and their Interactions.  Ann. Rev. Pharm. 14,
        319-42 (1974).
                                   47

-------
0121    Green, J.P. and S. Rang, The correlation of  electronic  structure
        of indole derivatives with their biological  activities.  Molecular
        orbital studies in chemical pharmacology., ed.  L.B, Kier, Springer-
        Verlag, 1970, p. 105-20.
    ...                                              •,"....)'
0122    Grifantini, M., S. Martelli and  M.L.  Stein,  Structure-activity
        relationships in reactivators of organophosphorus inhibited
        acetylchollnesterase.  6. 2-Hydroxyimlnomethylimidazolium
        iodides.  J. Med. Chem. 16(8), 937-9  (1973).

0123    Hancock, C.K., E.A. Meyers and B.J. Yager, Quantitative separation
        of hyperconjugatlon effects from steric  substltuent  constants.  J.
        Am. Chem. Soc. 83, 4211-13 (1961).

0124    Hansch, C., The use of substltuent constants In drug
        design.  In:  Ann. Rept, Med. Chem.  1966, 347-59 (1967). ^

0125    Hansch, C., PhyBiochemical parameters in drug  design.
        In:  Ann. Rept. Med. Chem. 1967, 348-57  (1968).

0126    Hansch, C., The use of homolytic, steric, and  hydrophobic constants
        in a structure-activity study of 1,3-benzodioxole synergists.  J.
        Med. Chem. 11, 920-4 (1968).

0127    Hansch, C., A quantitative approach  to biochemical structure activity
        relationships.  Accounts of Chem. Res. 2, 232-9 (01-9  (1969).

0128    Hansch, C., Quantitative biochemical  structure-activity correlations.
        Intra Sci. Chem. Rep. 4(3-4), 257-61  (1970).            ,

0129    Hansch, C., Steric parameters In structure-activity  correlations.
        Chollnesterase inhibitors.  J. Org. Chem. 35(3), 620-1  (1970).

0130    Hansch, C., The use of slgma plus in  structure-activity correlations.
        J. Med. Chem. 13(5), 964-6 (1970).

0131    Hansch, C., Quantitative structure-activity  relationships In drug
        design.  In:  Drug Design, E.I.  Ariens,  ed., Vol. 1, Academic Press,
        1971, p. 271-342.

0132    Hansch, C., Quantitative relationships between lipophilic character
        and drug metabolism.  Drug Metab. Revs,  1(1),  1-14 (1972).

0133    Hansch, C., Commentary:  Strategy in  drug design.  Cancer Chemother.
        Rep. 56(4), 433-41 (1972).

0134    Hansch, C., Structure-activity relationship  in the chymotrypsin
        hydrolysis of p-nltrophenyl esters.   J.  Org. Chem. 37,  92-5
        (1972).

0135    Hansch, C., Drug research or the luck of the draw.   J.  Chem. Ed.
     "   51(6), 360-5 (1974).
                                    48

-------
0136    Hansch, C. and S. M. Anderson,  The effect of  intramolecular  hydrophobic
        bonding on partition coefficients.  J.  Org. Chem.  32,  2583-6 (1967).

0137    Hansch, C. and S.M. Anderson, The structure-activity relationship
        in barbiturates and its similarity to that in other narcotics.   J.
        Med. Chem. 10(5), 745-53 (1967).
                                            (   i
0138    Hansch, C. and J.M. Clayton, Lipophillc character  and  biological
        activity of drugs II:  The parabolic case. J. Pharm.  Sci.  62(1),
        1-21X1973).                           ,

0139    Hansch, C. and E. Coats, Chymotrypsin:   A case study of  substituent
        constants and regression anlysls in enzymic structure-activity
        relationships.  J. Pharm. Sci.  59(6), 731-43  (1970).

0140    Hansch, C. and N. Cornell, Correlation of chaotropic effects of
        haloacetates with the hydrophobic parameter.   Archives Biochem.
        Biophysics 151(1), 351-2 (1972).

0141    Hansch, C., J-L. Coubeils, and A. Leo., The antimicrobial
        structure-activity relationship in esters of  4-hydroxybenzoic acid.
        Chimls Tharapeutlque (6), 427-33 (1972).

0142    Hansch, C. and E.W. Deutsch, The structure-activity relationship In
        penclllins.  J. Med. Chem. 8, 705-6 (1965).

0143    Hanach, C. and E.W. Deutsch, The structure-activity relationship
        In amides inhibiting photosynthesis.  Blochim. Biophys.  Acta
        112(3), 381-91 (1966).

0144    Hanach, C. and E.W. Deutsch, The use of substituent: constants in the
        study of structure-activity relationships in  cholinesteraae  inhibitors.
        Bidchim. Biophys. Acta 126, 117-28 (1966).

0145    Hansch, C., E.W. Deutsch and R.N. Smith,  The  use of substituent
        constants and regression analysis in the study of  enzymatic
        reaction mechanisms.  J. Am. Chem. Soc^ 87(12), 2738-42  (1965).

0146    Hansch, C. and W.J. Dunn, III,  Linear relationships between
        lipophilic character and biological activity  of drugs.  J. Pharm.
        Sci. 61(1), 1-19(1972).          ,       ,

0147    Hansch, C. and T. Fujita, Rho-slgma-pi analysis.  A method  for the
        correlation of biological activity and  chemical structure.   J. Am.
        Chem. Soc. 86, 1616-26 (1964).           '

0148    Hansch, C. and W.R. Glave, Structure-activity relationships  in
        membrane-perturbing agents.  Hemolytlc, narcotic,  and  antibacterial
        compounds.  Mol. Pharm. 7(3), 337-54 (1971).

0149    Hansch, C. and W.R. Glave, Directional  nature of hydrophobic bonding
        in phenethanolamlne N-methyItransferase inhibitors. J.  Med.
        Chem. 15(1), 112-13 (1972).

                                  49

-------
0150    Hansch, C. and F. Helmer,  Extrathermodynamic  approach to  the study
        of the adsorption of organic compounds by macromolecules,   J.
        Polymer Scl. Pt. A-l 6(12), 3295-3302 (1968).

0151    Hansch, C. and R. Kerlay,  Interrelation between the extended Hammett
        equations for correlation  of homolytlc and heterolytlc  reactions.
        Chem. Ind. 294-5 (1969).

0152    Hansch, C., K. Klehs and 6.L. Lawrence, The role of substituents
        in the hydrophoblc bonding of phenols by serum and  mitochondrial
        proteins.  J. Am. Chem. Soc. 87(24),  5770-3 (1965).

0153    Hansch, C., K.H. Kim, and  R.H. Sarma, Structure-activity  relationship
        in.benzamides inhibiting alcohol dehydrogenase.  J. An. Chem.  Soc.
        95(19), 6447-9 (1973).                                   :

0154    Hansch, C., E. Kutter, and A. Leo,  Homolytlc  constants  in the
        correlation of chloramphenlcol structure with activity.  J.  Med.
        Chem. 12, 746-9 (1969).

0155    Hansch, C., A. Leo, and D. Elklns,  Computerized management  of  structure
        activity data.  I. Multivariate analysis of biological  data.  J.
        Chem. Doc.  14(2), 57-61 (1974)
                                                                , C
                                             ?  f
0156    Hansch, C. and E.J. Lien,  An analysis of structure-activity
        relationship in the adrenergic blocking activity of the
        beta-haloalkylamlnes.  Biochem. Pharm. 17, 709-20 (1968).
                                                 /               '
0157    Hansch, C. and E.J.C. Lien, Structure-activity relationships In
        antifungal agents.  A survey,  J. Med. Chem.  14(8), 653-70
        (1971).

0158    Hansch, C. E.J. Lien, and  F. Helmer,  Structure-activity correlations
        in the metabolism of drugs.  Archives Biochem. Biophys. 128, 319-30
        (1968).

0159    Hansch, C., P.P. Maloney,  T. Fujita and R. Muir, Correlation of
        biological activity of phenoxyacetic  acids with Hammett substituent
        constants and partition coefficients.  Nature 194(4824),  178-80
        (1962).
                                                                   i
                                                                   i
0160    Hansch, C., R.M. Mulr, T.  Fujita, P.P. Maloney, F.  Geiger and  M.
        Streich, The correlation of biological activity of  plant  growth
        regulators and chloromycetin derivatives with Hammett constants
        and partition coefficients.  J. Am. Chem. Soc. 85(18),  2817-24
        (1963).

0161    Hansch, C., A. Leo, S.H. Unger, K.H.  Kim, D.  Nikaitani, and E.J.
        Lien, "Aromatic" substituent constants for strucute-activity
        correlations.  J. Med. Chem 16 (11),  1207-16  (1973).       :;

0162    Hansch, C., K. Nakamoto, M. Gorin,  P. Denlsevlch, E.R.  Garret, 3.M.
        Heman-Ackah and C.H. Won,  Structure-activity relationship of.
        chloramphenicols.  J. Med. Chem. 16(8), 917-22 (1973).

                                    50

-------
0163     Hansch, C., J. E. Quinlan,  and G.L.  Lawrence,  The  linear  free-energy
         relationship between partition coefficients  and  the aqueous  solubility
         of organic liquids.  J. Org, Chem.  33(1).  347-50 (1963).

0164     Hansch, C., N. Smith, R. Engle, and  H.  Wood, Quantitative structive-
         actlvity relationships of antineoplastic drugs:  Nitrosoureas and
         triazenoiaidazoles.  Cancer Chemother.  Rep.  Ft.  1,  56(4), 443-56  (1972)

0165     Hanech, C., J. Schaeffer, and R. Kerley, Alcohol dehydrogenase
         structure-activity relationships.   J. Blol.  Chem.  247(14), 4703-10
         (1972).

0166    . Hansch, C. and A. R. Steward, The use of substituent  constants  in
         the analysis of the strucuture-activity relationship  in penicillin
         derivatives.  J. Med. Chem. 7(6), 691-4 (1964).

0167     Hansch, C., A.R. Steward, S.M. Anderson,'and D. Bentley,  The
         parabolic dependence of drug action upon lipophllic character as
         revealed by a study of hypnotics.   J. Med.1 Chem. 11(1), 1-11 (1967).

0168     Hansch, C., A.R. Steward, and J. Iwasa, The  use of substituent
         constants in the correlation of denethylation  rates.   J.  Med. Chem.
         8, 868-70 (1965).

0169    ; Hansch, C., A.R. Steward and J. Iwasa,  The correlation of localization
         rates of benzeneboronlc acids in brain  and*tumor tissue with
         substituent constants.  Mol. Pharmacol. 1(1),  87-92 (1965).

0170     Hansch, C., A.R. Steward, J. Iwasa  and  E.W.  Deutsch,  The  use of a
         hydrophobic bonding constant for structure-activity correlations.
         Mol. Pharmacol. 1(3), 205-13 (1965).

0171     Hansch, C., S.H. Unger and  A.B. Forsythe,  Strategy in drug design.
         Cluster analysis as an aid  in the selection  of substituents.  J.
         Med. Chem. 16(11), 1217-22  (1973).

0172     Hansch, C. and K.N. von Kaulia, Fibrinolytic congeners of benzole
         and salicyclic acids.  A mathematical analysis of  correlation
       i  between structure and activity. Biochem. Pharm.  19(7), 2193-
         2200 (1970) .

0173     Hansen, O.R., Hammett aeries with biological activity. Acta Chem.
         Scand. 16(7) 1593-1600 (1962).         ,

0174     Harms, A.F., and W.Th. Nauta, The effects  of alkyl substitution in
         drugs-I.  Substituted dimethylamlnoethyl benzhydryl ethers.  J.
         Med. Pharm. Chen. 2(1), 57-77 (1960).   '

0175     Hatanaka, M. and T. Ishimaru, Synthetic penicillins.   Heterocyclic
         analogs of amlplcllln.  Structure-Activity relations.  J. Med.
         Chem. 16(9), 978-84 (1973).
 '"                .                                  i                    i
0176     Hawes, E.M., D.K.J. Gorecki and D.D. Johnson,  2,3-Disubstituted 1,6-
         naphthyrldlnes as potential diuretic agents  J. Med. Chem. 16(7),
         84-9-53 (1973).


                                      51

-------
0177    Heathcote, J.G. awl J.R. Hibber
:,  Biological acitivity and
        electronic structure of the afla toxins.  Br. J. Cancer 29(6),
        470-6 (1974).
0178    Helmer, F., K. Kiehs and C.  Hansch,  The  linear  frae-energy
        relationship between partition  coefficients and  the binding
        and conformational perturbation of macronolecules by small organic
        compounds. Biochem. 7(8),  2858-63  (1968).

0179    Hemker, H.C., Lipid solubility as a  factor influencing the activity
        of uncoupling phenols.   Biochlm. Biophys. Acta 63, 46-54  (1962).

0180    Hermann, R.B., H.W. Gulp,  R.E. McMahon,  and M.M.  Marsh, Structure-
        activity relationships  among substrates  for a rabbit kidney
        reductase.  Quantum chemical calculation of substituent parameters.
        J. Med. Chem. 12(5), 749-54  (1969).
                          !                   .                   •
0181    Hersch, L., The interaction  of local anesthetics  with lecithin
        monolayers.  Mol. Pharmacol. 3,  581-5 (1967).

0182    Higuchl, T. and S.S. Davis,  Thermodynamlc analysis of structure-
        activity relationships  of  drugs: Prediction of optimal structure.
        J. Pharm. Sci. 59(10),  1376-83 (1970).               :
                                                               •  t
0183    Hirano, K., S. Yoshina, K. Okamaru and I. Suzuka, Electronic aspect
        of the antibacterial activity of nltrofuran derivatives.  Bull. Chem.
        Soc. Jap. 40(10), 2229-33  (1967).

0184    Hjort, A.M., E.J. DeBeer,  J.S. Buck,  and 8. Johannes, and W.S. Ide,
        Some unsymmetrical alkylaryl ureas:   Preparation, physical properties
        and hypnotic effects.  J.  Pharm. Exp.  Ther. 55(2), 152-72 (1935).

0185    Ho, B.T., K. Li, K.E. Walker,  L.W. Tansey, P.M. Kralik and W.M.
        Mclssac, Inhibitors of  monoamine oxldase VI:  Effects of substitution
        on inhibitory activity  of  6(or 8)-substituted -carbolines.  J. Pharm.
        Sci. 59(10), 1445-8 (1970).

0186    Hoeschele, J.D., Structure-activity  relationships for antitumor
        active platinum (II) complexes.  168th Nat'l Meet. Am. Chem. Soc.
        Atlantic City, New Jersey  Sept.  8-13,  1974.
                                                           I    -t
0187    Holtje, H-D. and L. B.  Kier, A theoretical approach to structure-
        activity relationships  of  chloramphenicol and congeners. :J. Med.
        Chem. 17(8), 814-9 (1974).

0188    Huang, M. and J.N. Daly, Accumulation of cyclic adenosine monophosphate
        in Incubated slices of  brain tissue.  I.  Strucure-activity relationships
        of agonists and antagonists  of blogenic amines and of trlcycllc
        tranquilizers and antldepreasants.   J. Med. Chem. 15(5), 458-62
        (1972).                                                  :

0189    Hudson, D., G.E. Bass,  and W.P.  Pure ell, Quantitative structure-
        activity models, some conditions for 'application  and statistical
        interpretation.  J. Med. Chem. 13(6),  1184-9 (1970).     :


                                  52

-------
0190    Hulbert,  P.B.,  E.  Sueding and  C.H.  Robinson,  Structure and
      .;  antischistosomal activity in the nitrofuran series.  Requirement
        for a 5-nitro-2-furyl-vinyl moiety  based  on comparison of 3-
      r  (5-nitro-2-furyl)-substituted  propionic,  acrylic, and propiolic
        acid derivatives.   J. Mad. Chem. 16(1), 72-8  (1973).

0191    Ichikawa, Y. and T. Yams.no, The role of the hydrophobia bonding
        in P-450 and the effect of organic  compounds  on  the conversion of
        P-450 to P-420.  Biochlm. Blophys.  Acta 147,  518-25 (1967).

0192    Ishlda, S., Study on the correlation of chemical structure and
        ovicidal activities of 2-bromoethylthiobenzenes. Part 1. The
        selective toxicity of 2-bromoethylthiobenzenes  to the eggs of
        tetranychus telarlus (Linne).  Agr.  Biol.  Chem.  30(8), 800-6
        (1966).

0193    Ishida, S. and  M.  Ida, Study on the correlation  of chemical structure
        and ovicidal activities of 2-bromo ethyl thiobenzenes. Part II.
        Comparative study of hydrolysis rate and  ovicidal activity. Agr.
        Biol. Chem. 31(4), 410-6 (1967).

0194    Ishlda, S. and  0.  Yamada, Study on  the correlation of chemical
        structure and ovicidal activities of 2-bromoethylthiobenzenes.
        Part III. Comparative study of rate of alkylating reaction and
        ovicidal activity. Agr. Biol*  Chem. 31(4), 417-21 (1967).

0195    Janssen, P.A.J., C.J.E. Niemegeers  and K.H.L. Schellelcens, Is it
        possible to predict the clinical effects  of neuroleptic drugs
        (major tranquillizers) from animal  data:  Part  I:  Neuroleptic
        activity spectra for rats.  Arzneim.-Forach.  17(2), 104-17 (1965).

0196    Janssen, P.A.J., C.J.E. Niemegeers, K.H.L. Schellekens, and F.M.,
        Lenaerts, !• it possible to predict the clinical effects of
        neuroleptic drugs (major tranquillizers)  from animal data:  Part
        IV:  An improved experimental  design for  measuring the inhibitory
        effects of neuroleptic drugs on amphetamine or  apomorphine-lnduced
        "Chewing" and "Agitation" in rats.   Arzneim.-Forsch.  17(7),
        844-54 (1967).

0197    Javldan, S. and R.G. Mrtek, Microbiological determination of drug
        partitioning II;  Functional dependence of partition coefficient
        on drug concentration.  J. Pharm. Scl. 62(3), 420-3 (1973).
           /
0198    Javidan, S. and R.G. Mrtek, Microbiological determination of drug
        partitioning III:   Partition coefficient  profiles of  several
        antimicrobial agents.  J. Pharm. Scl. 62(3):  424-35  (1973).

0199    Juby, P.F., W.R. Goodwin, T.W. Hudyma, and R.A.  Partyka, Antiinflammatory
        activity and structure-activity relationships of some 1,2,3,4-
        tetrahydro-1-naphthoic acids and related  compounds.  J. Med. Chem.
        15(12), 1306-10 (1972) .

-------
0200    Kaiser,  C.,  C.A.  Leonard,  G.C. Hell, B.M. Lester, D.H. Tedeschi, and
        C.L. Zirkle, Synthesis and anorectic activity of some 1-
        benzylcyclopropylamines.   J. Med. Chem.  13(5), 820-6 (1970).
                                            i    1          _ ' '  .'
0201    Kaiser,  C.,  A.M.  Pavloff,  E. Garvey, P.J. Fowler, D.H. Tedeschl,
        C.L. Zirkle, E.A. Nod iff,  and J. Saggiono, Analogs of phenothiazines.
        4. Effect of structure upon neuropharmacqlogical activity of some
        chlorpromazine analogs of  the diphenylmethane type.  J. Med. Chem.
        15(6),  665-73 (1972).

0202    Kaiser,  C.,  D.H.  Tedeschi, P.J. Fowler, A.M. Pavloff, B.M. Lester,
        and C.L. Zirkle,  Analogs of phenothiazines.  3. Synthesis and
        potential antidepressant activity of some phenothiazine derivatives
        and related  compounds  containing a carbocycllc basic side'chain.
        J. Med.  Chem. 14(3),  179-86 (1971).  '
                                                               I
                                                               i
0203    Kakeya,  N.,  N. Yata, A. Kamda, and M. Aokl, Biological activities
        of drugs. VIII.  Structure-activity relationship of  sulfonamide
        carbonic anhydrase Inhibitors.  Chem. Pharm. Bull. 17(12),
        2558-64  (1969) .                                        '.

0204    Kamrln,  M.,  W.F.  Bertsch,  and R.F. Wood, Anil ides and phenylureas:
        Correlation  between calculated pi-electron structure and inhibition
        of photosynthesis. Proc.  Nat. Acad. Sci. U.S. 53, 1118-26 (1965).

0205    Kang, S. and D.L. Beverldge, Molecular orbital aspects of substituent
        effects.  Theoret. Chim. Acta 22, 312-4  (1971).

0206    Kang, S. and J.P. ,Green, Resonance constants and the activities of-
        indolealkylamlnes on  stomach muscle.  Nature 222(56264), 794-5
        (1969).

0207    Kang, S. and J.P. Green, Correlation between activity and electronic
        state of hallucinogenic amphetamines.  Nature 226(5246), .645 (1970).

0208    Katz, R., S.R. Heller  and  A.E. Jacob son, A molecular orbital study
        of noreplnephrine and  3,4-dihydroxphenethylamine:  a re-evaluation
        of structure-activity  relationships in norepinephrine.  Mol.
        Pharmacol. 9, 486-94  (1973).          ,   ,                 . .

0209    Katz, R. and A.E. Jacobson, Chemical structure-activity correlation
        In the 0-methylatlon of substituted ca tec hols by ca tec hoi 0-
        methyltransf erase. Mol. Pharmacol. 8(!5),i 594-9 (1972) .

0210    Katz, R. and A.E. Jacobson, A molecular  orbital study of 2,4,5-
        trlhydroxyphenethylamlne and related polyhydroxphenethylamlnes.
        Mol. Pharmacol. 9,  495-504 (1973).

0211    Kensler, C.J., C.L. Zirkle, A. Marallana, and G. Condouris, The
        selective anti-cholinergic activity of aliphatic tr is -qua ternary
        ammonium compounds. J. Pharmacol. Exp. Therap. 112(2), 210-7
        (1954).
                                  54

-------
0212    Klehs, K.,  C. Hansch and  L. Moore, The role of hydrophobia binding
        of organic  compounds by borlne hemoglobin.  Biochem; 5(8),
     ; ;• 2602-5 (1966).

0213    Kier, L.B., J.M.  George,  and H-D Holtje, Structure-activity
        studies on  gamma-aminobutyric acid like agenti.  J. Pharm. Scl.
        63<:?), 1435-9 (1974).

0214    Kim, S.J. and B.M. Anderson, Properties of the nicotinamide
      '  adenlne dinucleotide-binding Sites of alpha-Glycerophosphate
      \  dthydrogenase. J. Biol.  Chen. 243(12), 3351-6 (1968),

0215    Kopecky, J., K. Bocek and D. Vlachova, Chemical structure and
        biological  activity on  m-and p-disubstituted derivatives of benzene.
        Nature 207(5000), 981 (1965).                      {

0216    Korytnyk, W., S.C. Srivastava, N. Angelino, P.G.G. Potti, and B.
        Paul, A general method  for modifying the 2-methyl group of
        pyridoxol.   Synthesis and biological activity of 2-vinyl-and
        2-ethynylpyrldoxDls and related compounds.  J. Med. Cham. 16(10),
        1096-1101 (1973).

0217    Kowalski, B.R. and C.F. Bender, Pattern recognition.  A powerful
        approach to interpreting  chemical data.  J. Am. Chem. Soc. 94(16),
        5632-9 (1972).

0218    Kowalski, B.R. and C.F. Bender, The application of pattern
        recognition to screening  prospective antlcancer drugs.
        Adenocarcinoma 755 biological activity test.  J. Am. Chem. Soc.
        96(3),  916-8 (1974).
           1                •                 '    i          ''"''. :
0219    Kruger-Thiemer, E. and  P. Bunger, The role of the therapeutic regimen
        in dosage design.  Chemotherapla 10(2), 61-73 (1965-66).
     • .   .-.'.'•     '                           i   i         './''•
0220    Kruger-Thiemer, E. and  P. Bunger, The role of the therapeutic regimen
        In dosage design.  Part II. Chemotherapla 10(3), 129-44 (1965-66).

0221    Kuchar, M., B. Bruno va, V. Re J ho lee and V.Rabek, Relationship between
        paper chroma to graphic Rm  values and Hansch1 s pi parameters In
        dissociable compounds.  J. Chroma to graphy 92,381-9  (1974).

0222    Kupchan, S.M. and H.W.  Atland, Structural requirements for tumor-
        inhibitory  activity among benzylisoquincline alkaloids and related
        synthetic compounds. J.  Med. Chem. 16(8), 913-7 (1973).

0223    Kupchan, S.M., G. Bondesson, and A.P. Davles. Tumor inhibitors. 70.
        Struc ture-cyto toxicity  relationships among N-acyltriamlnes related to
        solapalmitine. J. Med. Chem. 15(1), 65-8 (1972).

0224    Kutter, E., A. Herz, H.J. Teschemacher and R. Hess, Structure-activity
        correlations of morphine-like analgetics based on efficiencies
        following Intravenous and Intraventrlcular application.  J. Med.
        Chem. 13(5), 801-5 (1970).        .      »-i         l
                                   55

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                                                         I   ••  :
                                               1 i          •
0225   Lands, A.M. and M.L. Tainter, The effect of changes in molecular
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0265     Hitscher, L.A., P.W.  Howl son,  J.B.  LaPldua,  and T.D.  Sokoloski,
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0344   van Rossum, J.M., The relation between chemical  structure  and
       biological activity.  J. Pheurm. Pharmacol.  15, 285-316  (1963).

0345   Veldstra, H., The relation of chemical structure to  biological
       activity In growth substances.  Ann. Rev. Plant. Physiol.  4,
       151-98 (1953).

0346   Warren, R.J., I.B. Eisdorfer, W.E.  Thompson, and J.E. Zarembo,
       Spectra-structure correlations of phenothiazlnes by  Infrared,
       ultraviolet, and nuclear magnetic resonance spectroscopy.   J.
       Pharm, Sci. 55(2), 144-50 (1966) .

0347   Weiner, M.L. and P.H. Weiner, A study of  structure-activity of a
       series dlphenylaminopropanols by factor analysis.  J. Med.  Chem.
       16(6), 655-61 (1973).

0348   Werkheiser, W.C., C.B. Grind ey, R.G. Moran,  and  C.A. Nichol,
       Mathematical simulation of the Interaction  of drugs  that Inhibit
       deoxyribonucleic acid biosynthesis.  Mol. Pharm. 9,  320-9  (1973).

0349   Weasels, J.S.C. and R. Van der Veen, The  action  of some derivatives
       of phenylurethan and of 3-phenyl-l,l*dimethylurea  on the Hill
       reaction.  Bloc him. Biophys. Acts 19, 548-9 (1956) .

0350   Weuffen, W. and P.M. Theus, A methodological contribution  to  the
       determination of partition behavior of biologically  active
       compounds, in the benzene/water system. Z.  Med.  Labortech., 8(1),
       6-15 (1967).

0351   Wiley, R.A., B.A. Faraj, A. Jantz and M.M.  Hava, Influence of
       stereochemistry and lipophilicity on biological  activity of some
       ganglionic blocking agents.  J. Med. Chem.  15(4),  374-8 (1972)'.

0352   Wilkinson, C.F., K. Hetnarski, G.P. Cant well, and  F.J.  DiCarlo,
       Structure-activity relationships in the effects  of 1-alkylimldazoles
       on mlcrosomal oxidation in vitro and in vivo. Biochem. Pharm.
       23(17), 2377-86 (1974) .

0353   Wo hi, A.J., Electronic molecular pharmacology:   The  benrothiadiazine
       antihypertensive agents.  II. Multiple regression analyses relating
       biological potency and electronic structure.  Mol. Pharm.  6,
       195-205 (1970).

0354   Wold, 8., A theoretical foundation  of extrathermodynamic relationships
       (linear free energy relationships).  Chemica Scrlpta 5(3),        •
       97-106 (1974) .

0355   Wolff, M.E. and C. Hansch, Correlation of physlcochemical  parameters
       and biological activity in steroids. 9 substlted cortisol  derivatives.
       Experlentia 29(9), 1111-2 (1973).
                                      65

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0356   Wolff, M.E. and C. Hansch, A quantitative reexamination  of
       structure-activity relationships In the delta 6-substituted
       progesterone aeries.  J. Med. Chem. 17(8), 898-900,  1974.
                                                              ...  r
0357   Yalkowsky, S.H. and G.L. Flynn,  Transport of alkyl homologs  '
       across synthetic and biological  membranes:  A new model  for
       chain length-activity relationships.   J. Pharm.  Scl.  62(2):
       210-7 (1973).

0358   Zlrkle, C.L., C. Kaiser, D.H. Tedeachl, R.E. Tedeschi and A.
       Burger, 2-substituted cyclopropylamines. II. Effect  of structure
       upon monoatnine oxldase-lnhibitory activity as measured in vivo
       by potentlatlon of tryptamlne convulsions.  J. Med.  Pharm. Chem.
       5, 1265-84 (1962) .

0359   Adamson, G.W. and J.A. Bush, Method for relating the structure
       and properties of chemical compounds.   Nature 248, 406-7  (1974) .

0360   Atkins, M.I., Some aspects of the pattern recognition problem.
       Dissert. Abst. Internat. 35(3),  1229-B (1974).

0361   Blllman, J.H. and G.R. Roehrig,  Preparation of 4-[p-[bia     !
       (2-chloroethyl) amlno) amlnol phenyll  butyramldes as potential
       antitumor agents I. J. Pharm. Sci. 63(9), ]487-8 (]974).

0362   Brock, N. and J. Kuhlmann, Pharmacological studies with      ,
       alkylsulfonyloxyalkyl substituted and  chloroethyl substituted
       oxazaphosphorine-2-oxides.  Arznelm-Forsch. 24(8), 1139-49
       (1974).

0363   Brock, V.N. and J. Potel, Pharmacological studies with
       alkylsulfonyloxyalkyl substituted and  chloroethyl substituted
       oxazaphosphorine-2-oxides.  2nd  Communication: .  Pharmacologic
       characterization of 2-alkylsulfonyl oxyalkylamlno-oxazaphosphorine-
       2-oxides including Immunological reactions.  Arznelm.-Forsch.
       24(8), 1149-60 (1974) .

0364   Cammarata, A. and T.M. Bustard,  Reinvestigation  of "nonaddltive"
       quantitative structure-activity  relationship.  J. Med. Chem..
       17(9), 981-5 (1974) .
                 i
                                                                   t
0365   Cohen, J.D., W. Lee and E.J. Lien, Dependence of toxicity on
       molecular structure:  Group theory analysis J. Pharm.  Scl.
       63(7), 1068-72 (1974) .
                                                                   /
0366   Craig, P.N., Structure-activity  correlations of  antimalarlal
       compounds. 2. Phenanthreneaminoalkycarblnol antlmalarlals.   J.
       Med. Chem. 16(6), 661-7 (1973).                               '.

0367   Cramer, R.D., III, G. Redi, and  C.E. Berkoff,  Substructural  analysis.
       A novel approach to the problem  of drug design.   J.  Med. Chem.
       17(5), 533-5 (1974) .                                             \    ,

0368   Darvaa, F., Application of the sequential simplex method  in  designing
       drug analogs.  J. Med. Chem. 17(8), 799-804 (1974).

                                     66

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0369   Fllov, V.A., Thermodynamic properties of volatile  organic
       compounds with regard to their effect on mammals.  Bioflzika
       7(1), 73-79 (1962).

0370   Frank, R.E., W.F. Massy, and D.6.  Morrieon,  Biaa in multiple
       discriminant analytic.  J. Marketing Ree. II,  250-8 (1965).
       •'.'.'."'•    '                         '    '         . •  •.  i
0371   Fujii, A. and B.8. Cook, Probiotic§.   Antistaphylococcal and
       antifibrinolytic activities of guanldlnoalkanesulfonic acids.
       168th National Meeting American Chemical Society Sept. 8-13,
       1974.

0372   Fujii, A., K, K.E. Shores, J.H. Bush, R.J. Garascia,  and B.S.
       Cook, Probiotica, an assessment of partition data  for correlation
       between structure and biological response.  168th  National
       Meeting American Chemical Society  Sept.  8-13,  1974.

0373   Fujinami, A.,A. Mine and I. Fujita, Relationship between chemical
       structure and selectivity in herbicide!  activity of trans-beta
       (2,4-dlchlorophBnoxy)-acrylatas against  rice plant and barnyard
       grass.  Agr. Biol. Chen. 38(7), 1399-1403 (1974).

0374   Fujita, I., The analysis of physiological activity of substituted
       phenols with substituent constants.  J.  Mad. Cham. 9(6),
       797-803 (1966).

0375   Grafe, A., H. Liebig, and H. Pfetsing, Experimental results
       with systematically ayntheltsed substances for antiviral chemotherapy
       3rd communication:  Indandione derivatives and ketoaulfonee.
       Arcnelm-Forsch. 24(7), 1048-51 (1974).

0376   Hanach, C., K. Kiehe, and G.L. Lawrence, The role  of  subStltuents
       in the hydrophoblc bonding of phenols by serum and mitochondrial
       proteins.  J. Am. Chem Soc. 87(24), 5770-3 (1965).

0377   Kutter, E. and C. Hansch, 8teric parameters  in drug design.
       Monoamine oxidase inhibitors and antihistamines.   J. Med. Chem.
       12: 647-52 (1969).

0378   Kutter, E. and C. Hansch, The use  of substituent constants in the
       quantitative treatment of hap tan-antibody interaction.  Arch.
       Bloc hem. Blophys. 135:126-35 (1969).

0379   Lien, E.J. and G.A. Gudauskas, Structure-eide-effect  sorting of
       drugs lit  Skin Seneiticatlon.  J. Pharm. Sci. 62(12), 1966-71
       (1973).                                                 ,

0380   Lien, E.J., C. Hansch, and 8.M. Anderson, Structure-Activity
       correlation for antibacterial agents on  gram positive and gram-
       negative cells.  J. Med. Chem. 11(3), 430-41 (1968).

0381   Lien, E.J. and G.L. Tong, Structure-activity correlations of
       anticancer agents:  dlaminopyrimldines,  NHacyltriamines, bls-
       (1-etiridnyl)-phosphinyl carbamstea, and aromatic  nitrogen mustards.
       Cancer Chemother. Rep. 57(3), 251-61 (1973).
                                     67

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0382   Martin, Y.C. and W.J. Dunn, Examination of the utility of  the
       Toplisi •chemei for analog synthesis.   J.  Mad.  Chen.  16(5),
       578*9 (1973) •,                                         '      '

0383   Martin, Y.C., T.M. Bustard, and K.R. Lynn, Relationship  between
       physical properties and antioalarial activities of  1,4-
       naphthoqulnones.  J. Mad. Cham. 16(10), 1089-93 (1973).

0384   MarIn, Y.C., P.H. Jones, T.J. Perun, W.E.  Grundy, S.  Bell, R.R.
       Bower, and N.L. Shlpkowitc, Chemical modification of  erythromycin
       antibiotics. 4. Structure^activlty relationships of erythroaycin
       esters.  J. Med. Chem. 15(6), 635-8 (1972).           X
       •'"'.'••                                      .  • ,"• ' •' \ 1;
0385   Martin, Y.C..and K.R. Lynn, Quantitative structure-activity
       relationships in leucomycin and 1Incomycin antibiotics.  J.
       Med. Chew. 14tl2)j 1162-6^(1971).                           ;
        .:'  • •                                       "        '.•''.'•'•'-'   r'
0386   McFarland, J.W., On the parabolic relationship between drug
       potency and hydrophoblcity.  J. Med. Cham. 13(6), 1192-6  I
       (1970).                                                   V      |

0387   Tute, M.S., The Inhibition of viral neuraalnindase  by 1-phenoxymethyl-
       3,4-dihydroisoquinolines. II. A Hansch analysis.  J.  Mad.  Chen.   ,
       13, 48-51 (1970).                                    ;   .'..;'       ]

0368   Durham, J.P. and F.R. Butcher, The effect  of  catecholamlne analogues
       upon amylase secretion from the mouse  parotid gland in vlvot
       Relationship to changes in cyclic AMP  and  cyclic GMP  levels.
       FEB8 Letters 47(2), 218-221 (1974).                               |

0389   Huang, C.T., W.C. Dauternan, and F.L.  Bastings,  Inhibition of flyhead
       acetylcholinesteraae by dimethoxon analogs.  Pest.  Blochem.  Phys.
       4(3), 249-53 (1974).

0390   Lien, E.J., C-T. Kong, and R.J. Lukens, Antifungal  activities of
       mono- and D1-3CC13 substituted cootpounds:   Structure-Activity
       correlations.  Pest. Biochea. Phys. 4(3),  289-98  289-98(1974).   |

0391   Wustner, D.A. and T.R. Fukuto, Affinity and phosphonylation
       conatanta for the inhibition of cholineaterases by  the optical    j
       looaera of 0-2-butyl 8-2 (dlaethylaiBBoniua) ethyl ethylphosphonothloate
       hydrogen oxalate.  Pest. Blochem. Phys. 4(3), 365-76  (1974).       i

0392   Fujita, I., K. Kamoshit*, T. Nlshloka  and  M.  Nakajlma, Physicochemlcal
       parameters for structure-activity-studies  of  substituted phenyl
       N-methylcarbanates.  Agr. Biol. Cham.  38(8),  1521-8 (1974).   \     \
                                     68

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