Unit«d Stat«           Offic* of PwtiodM and Toxic SubMnc«
                       Environmental Prottction     Offic* of Pwtiad* Prognmt (TS-7MC)
                       Aomcy              WMhingtan, DC  20480
                                                         540/FS-89-035
•  vvEPA      Pesticide
                       Fact Sheet
                       Name of Chemical: DIFENZOQUAT
                       Reason for Issuance: REGISTRATION STANDARD
                       Date ISSUed: December 1988
                       Fact Sheet Number:  194
     1.   DESCRIPTION! OF CHEMICAL

         Generic Name:  l,2^imetlTYl-3,5-cliFtienyl-IH-pyrazolium


         Cannon Name:   Difenzoquat

         Trade and Other Names: AVENGE

         EPA Snaughnessy Codes: 106401 (Salt)

         Chemical Abstracts Service (CAS)  Number:  43222-48-6 (Salt)

         Year of Initial Registration: 1974

         Pesticide Type: Herbicide

         Chemical Family: Pyrazolium

         U.S. and Foreign Producers: American Cyanamid Company

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2.   USE PA1TKUNS AND FORMUIATIONS

     Application:   A postemergence  herbicide to  control wild  oats in  alfalfa
                    (seed crop in CA only),  wheat and barley.

     Types and  Methods of  Application:   Applied as  a postemergence  broadcast
                                        treatment by aerial and ground equipment.

     Application Rates:   0.6 - 1.0 Ib cation/A

     Types of Formulations:
                              Single active  ingredient formulations:

                              31.2% SC/L,  31.8% SC/L, and 62.5% SC/S

                              Difenzoquat  can be tank  mixed  with  bromoxymil,
                              metsulfuron  methyl, chlorsulfuron,  2,4-D (2,4-
                              dichlorophenoxyacetic acid)  and MCPA (2-methyl-
                              4-chlorophenoxyacetic acid).

3.   SCIENCE FINDINGS

     Summary Science Statement

     Chemical Characteristics of the Technical Material

     Physical State:  Solid

     Color:  White to off-white

     Odor:  Odorless

     Molecular Weight and Formula: 360.4 - C18H2oN2O4S (Salt)

     Melting Point: 155 - 157°C  Difenzoquat decomposes above 160°C.

     Vapor Pressure:  negligible

     Density:  41 Ib/cu ft

     Solubility in various solvents:    76.5% in water at 23°C. Poorly soluble
                                        in most organic solvents.

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     Toxicology Characteristics

     Difenzoquat is moderately toxic by the oral route (IT>5o for male rats -
270 mg/kg) and slightly toxic via the dermal route of exposure (LDsg for male
rabbits - 3540 mg/kg)• Difenzoquat was found to be slightly irritating to the
eyes and moderately irritating to abraded skin and non-irritating to intact
skin. The inhalation route of exposure does not indicate any toxicity problems
      for male rats is greater than 298.2 mg/1 (1 hr. exposure) ]..

     Major routes of exposure: Dermal and inhalation.

     Subchronic toxicity:  No compound related effects were observed in 90-Day
                           Feeding Study. Systemic NOEL was 2500 ppm (62.5
                           mg/kg:HDT). (HOT = Highest Dose Tested).

     Oncogenicity:  Difenzoquat was negative for oncogenicity at the 5000 ppm
                     (250 mg/kg:HDT) level in rats.

     Teratogenicity: Difenzoquat was negative for teratogenicity, fetotoxicity
                     and maternal toxicity in rats at the 2500 ppm (125
                     mg/kg:HOT) level.

     Reproduction:  A 3-generation rat reproduction study found the parental NOEL
                    was equal to or greater than 2500 ppm (125 mg/kg:HDT) and
                    reproductive/developmental NOEL was 500 ppm (25 mg/kg).  The
                    only maternal effect observed in all three generations was a
                    decreased body weight gain in the high dose group during the
                    premating period.

     Mutagenicity:  Insufficient data available to evaluate the mutagenicity
                    potential.


     Environmental Characteristics

     Difenzoquat is tightly bound to soil particles and does not readily leach.

     Ecological Characteristics

     Avian acute toxicity:  Difenzoquat is slightly toxic to birds. Mallard ducks
                            (LC50 - 10,388 ppm) and bobwhite quail (LC50 - 4640
                             ppm).

     Freshwater fish acute toxicity:  Difenzoquat is slightly toxic to fish:
                                      Bluegill (LC5Q - 90.4 ppm)  and Rainbow
                                      Trout (LC50 - 76-99 ppm).

     Freshwater invertebrate toxicity:  Difenzoquat is moderately toxic to
                                        freshwater invertebrates. Dapnnia
                                        2.6 ppm).

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     Tolerances have been established for residues of difenzoquat in a variety of
     raw agricultural commodities (40 CFR 180.369).

     The current U.S. tolerances for difenzoquat range from 0.05 ppm in fat,
     meat, meat byproducts and wheat grain,  0.2 ppm for barley grain, and 20  ppm
     for wheat and barley straw. A Canadian maximum residue level of 0.1 ppm
     (negligible residue) has been established for wheat and barley grain.  There
     are no Mexican Tolerances or CODEX MRLs for difenzoquat.

4.   Summary of Regulatory Positions

     Based on available information, the Agency has made the following
     determinations:

     •  Difenzoquat does not exceed any risk criteria for Special Review.

     •  Difenzoquat does not meet the criteria for restricted use.

     •  The Agency is not imposing any special labeling for endangered or
       threatened species because of its use patterns of single application
       postemergence to wheat and barley, and because of low toxicity to fish and
       birds.

     •  Based on available toxicology data the Agency has no concerns with human
       exposure which would require special protective clothing.

     •  No groundwater advisory labeling is required because difenzoquat does  not
       readily leach.

     •  No tolerances for feed items treated with difenzoquat will be issued until
       data gaps for animal metabolism and magnitude of residue have been
       fulfilled.

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5.   Summary of Major Data Gaps
     Toxicology

Acute Oral Toxicity in one sex  (females)
Acute Dermal Toxicity in one sex  (females)
Acute Inhalation Toxicity in one  sex  (females)
Dermal Sensitization
Subchronic Dermal (21-day)
Chronic Toxicity in one species (nonrodent)
Teratogenicity in one species (rat)
Qncogenicity in one species (mouse)
Mutagenicity
     (Gene mutation, chromosomal aberration,
     and direct DNA damage studies).
Metabolism

Environmental Fate

Hydrolysis
Photodegradation in water and on  soil
Aerobic and anaerobic soil metabolism
Leaching and Adsorption/Desorption
Volatility (Lab)
Terrestrial field dissipation (soil)
Accumulation rotational crops (confined)
Fish accumulation

Product Chemistry
Product Identity and Disclosure of Ingredients
Description of Manufacturing Process
Discussion of Formulation and Impurities
Preliminary Analysis of Product Samples
Certification of Ingredient Limits
Analytical Methods to Verify Certified Limits
Physical and Chemical Characteristics

Residue Chemistry; Tolerance Reassessment

Nature of the Residue (Metabolism) in Livestock
Residue Analytical Methods
Storage Stability Data
Magnitude of Residue in Plants, and
  Fat/Meat/Meat of Animal Byproducts
Timeframe
   for
Submission^/
   9 months
   9 months
   9 months
   9 months
   9 months
  50 months
  15 months
  50 months
  12 months
  24 months
   9 months
   9 months
  27 months
  12 months
  12 months
  27 months
  39 months
  12 months
   9 months
   9 months
   9 months
  12 months
  12 months
  12 months
   9 months
  18 months
  15 months
  18 months

  18 months
1. Timeframe for submission^Jts-TTlInBer of months from date of issuance of the
registration standard, Dedanber 23, 1988.

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6.   CONIACT PERSON AT ERA.

     Richard F. Mountfort
     Product Manager 23
     Fungicide/Herbicide Branch
     Registration Division (TS-767C)
     Office of Pesticide Programs
     Environmental Protection Agency
     401 M Street, S. W.
     Washington, D. C.  20460

     Office location and telephone number:

     Room 237, Crystal Mall #2
     1921 Jefferson Davis Highway
     Arlington, VA  22202
     (703) 557-1830
DISCLAIMER:    The information in this Pesticide Fact Sheet
is a summary only and is not to be used to satisfy data
requirements for pesticide registration and reregistration.
The complete Registration Standard for the pesticide may be
obtained from the National Technical Information Service.
Contact the Product Manager listed above for further
information.

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