Unit ad States Oft ice o< Pesticides and 'toxic Substances Environmental Protection Office of Pesticide Program! (TS-766C) Agency Washington. DC 2O460 4>EPA Pesticide Fact Sheet Name Of Chemical: Oxydemeton-Methyl Reason for Issuance: Registration Standard/Initiation Date Issued: lo/87 of Special Review Fact Sheet Number: ^44 1. Description of Chemical Chemical name: S-L2-(Ethylsulfinyl)ethyl] O,O-dimethyl phosphorothioate Common name: Oxydemeton-methyl Other Chemical Names: Demetcn-o-methy 1; s-2-ethylsulphinylethyl- o,o-dimethyl phosphorothioate; metilmerkapto- Tbsoksiol; o,o-dimethyl-&-L2- (ethylsulf inyl) ethyljphosphorothioate; demeston-s-methyl- sulfoxid; Trade Names: R2170; Metasystemox; Metasystox-R; and Bay 21097 OPP Shaughnessy No.: 058702 Chemical Abstracts Service (CAS) No.: 3O1-12-2 Year of Initial Registration: 1961 Pesticide Type: Insecticide, Acaricide. Chemical Family: Organophosphate U.S. and Foreign Producers: Mobay Chemical Corp., U.S.A.; Bayer AG, West Germany. 2. Use Patterns and Formulations Application sites: terrestrial food crops (vegetable, field tree fruit, and nut crops), terrestrial nonfood crops (ornamentals and forest trees), greenhouse nonfood crops (research crops not for consumption), domestic indoor and outdoor, and forestry (trunk injection only). Types of Formulation: Oxydemeton-methyl is formulated in combination with trichlorfon, methoxychlor, carbaryi, dinocap, dicofol, or folpet. Single ai formulations consist of 0.48 to 4.O Ib/gal EC, 2%, 2.45%, and 13.5% BC and 50% P/T. ------- —2— Types/Metthds of Application: applied by broadcast spray using ground equipnent or aircraft 4 soil injection, tree trunk injection. 3. Science Findings Suninary Science Stat nent : 0xyd neton—nethyl is an organo t os 1iate cc1T ound. It is classified as Toxicity ( tegory I due to its dennal toxicity, Toxicity Category II due to its inhalation and oral toxicity., Toxicity C tegory IV based on primary dermal irritation potential, and Toxicity ( tegory III because of its ability to cause primary eye irritation. A 1—year dog feeding study conducted with the 50% concentrate of the technical material, instead of the technical grade, at dietary concentrations of 0, 0.0125, 0.125 and 1.25 mg/kg/day, sho ied inhibition of RBC and brain c1 linesterase at the mid-dose. A n stuiy with the technical grade is required. Subnitted oncogenicity data are inadequate to allow an asses nent of the oncogenic potential of oxdemeton—nethyl. Based on available data, the ency has determined that oxyienetoçi-methyl has the potential to induce reproductive effects in hunans, and that that effect is of concern because of the potential exposure to applicators, mixers, and loaders o use products containing oxydaneton—niethyl. and to field orkers who may enter treated fields. Additional data are required to fully assess this concern. Additional toxicology and residue chemistry data are required for a reasses iient of the tolerances of oxydaneton-nEthyl and its chDlinesterase-inhibiting metabolites. Avian acute oral stulies indicate toxicity ranges fran rrcderately toxic (mallards) to highly toxic (rock dove). Eight-day dietary stu3 .ies also shoe a wide range of toxicity fran practically non-toxic (mallards) to highly toxic (bobwhite quail). Available data indicate oxydeneton-methyl is very highly toxic to daphnids, iuderately toxic to isopods. highly toxic to amphipods, moderately to highly toxic to coidwater fish, slightly to mierately toxic to warm iater fish, and ncderately toxic to estuarine crustaceans. Additional data are required for the Agency to ccziplete its asses&nent of potential risks to avian and aquatic species. Chemical Characteristics : Physical/chemical properties of pure oxydemeton-methyl, and of the 53.1% FIa and 90% unregistered T: Color: Colorless (P), yello .i—bro&n (T), Ye1lo. i to amber (Fl) Physical state: liquid (P. Fl) Odor: Odorless (P), ‘I ’pical sulfur-containing (T) Melting Point: <10° C (p) 1 <100 C (T) Bailing Point: 106° C at 0.013 mbar (P) Specific Gravity: 1.289 at 200 C (P), 1.03 at 200 C (Fl) Solubility: 10-100 g/l0O ml of xylene, cyclcthexanone , 2-propaixl. and methylene chloride at 20° C (P). Miscible in water at 200 C (P). a Fl = 53.1% Forn ilation Intermediate; T = unregistered 90% Technical; P = Pure Active Ingredient; ------- —3— Vapor Pressure: 3.8 x 10 ithar at 200 C (P) Dissociation Ctnstant: N/A 0ctanol/ ter Partition ()efficient: 0.18 (P) pH: N/A Toxicology Characteristics Acute oral: Toxicity ( tegory II — Supplaiientary data indicates 50—80 mg/kg ui the rat Acute dermal: Toxicity C tegory I — 112 and 152 mg/kg in fenale and male rats, respectively Acute inhalation: Toxicity C tegory II — 0.51 rr,/L and 1.5 ing/L in mice and rats, respectively Primary dermal irritation: Toxicity ( tegory IV — No irritation ct,served in raI±it Primary eye irritation: Toxicity Category III Reversible mild irritation of conjunctivae in the rat2Dit Acute delayed neurotoxicity: Data gap Subchronic oral (rcxlent): Data insufficient to assess subchronic toxicity Chronic feeding: Data gap Ckicogenicity: Data gap, rat and n se Metabolisn: Data gap Teratogenicity: Rat - Maternal NOEL = 1.5 mg/kg/day Maternal LEL = 4.5 mg/kg/day Develcçznental Toxicity NOEL = 1.5 mg/kg/day Maternal thE NOEL = 0.5 mg/kg/day (lo iest dose tested) Ralbit - Maternal NOEL = 0.2 mg/kg/day Maternal thE LEL = 0.8 mg/kg/day Developiiental Toxicity LEL = 0.05 mg/kg/day (1o ’iest dose tested) Maternal thE NOEL = 0.2 mg/kg/day Reproductive Effects: Rat - Reproductive NOEL = 1 ppn Reproductive LEL = 10 p xn (decreased viability index and pup body weight, histopat 1ogical charges in epididymis) Systeuic NOEL = 1 ppn (decreased testes weight) Mutagenicity: Data insufficient to assess nutagenic potential ------- -4- Physiological and Biod ical Characteristics: Metalo1i and persistence in plants and animals The metabolisi of ox deneton-methyl in plants is not adequately understood. Because of the structural similarity bet en disulfotori, deneton, and oxyleneton-nethyl it is possible that certain metabolites of oxydeneton-nethyi will be u ion to those of disulfoton and/or d reton. } ever, in the absence o adequate data delineating the nature of residues of oxyd neton—znethyl in plant.s, no cat arisons with deneton or disulfoton plant metaboli n can be made at this time. Presently, oxyd neton-inethyl and its chDlinesterase-inhibitiflg metabo- lites are the residues of concern in plants. The tolerance definition may be revised to specifically include the metabolites which constitut ę residues of concern upon receipt of the requested data. The metaboli&n of oxyl neton—nethyl in runinants and poultry is not adequately understood. The only available in vi runinant metaboli n st .rIy did not indicate what percentages of the total radioactivity in tissues and milk were present in the extracts of these salTples. Additional metaboli9n studies in plants and animals are required. Environrrental Characteristics : The envirorrnental fate of oxydeneton-methyl cannot be fully assessed. With the exception of a hylrolysis study, available data reviewed by the Agency are not sufficient to fulfill the envirormental fate data requir nents. Available data are not adequate to fully assess leaching potential (e.g., field dissipation). OxydBneton-methyl and its degradation products are soluble in water. Under aer ic conditions, as indicated bj preliminary studies, oxyd neton-rTethyl breaks do.. n in soils of different textures to dimethyl phosphate, 2—sulfonic diethyl sulfoxide, 2 sulfonic diethyl sulfone, and oxydaneton—rrethyl sulforie. The Agency cannot conclusively determine the potential for ground water contamination at this time. Ecological Characteristics: Avian Species The avian acute oral studies with 50% ai oxyd neton-methyl indicate that the acute toxicity ranges fran moderately toxic to highly toxic, depending on the species of bird tested. The acute toxicity values range fran 14 mg/kg (rock dove) to 47.6 mg/kg (California quail) for the highly toxic range and fran 53.9 mg/kg (mallard) to 120 mg/kg (thuka) for the moderately toxic range. Likewise, 8-day dietary studies den nstrate that there is a wide range of toxicity fran practically rcntoxic (>5000 ppn for mallards) to highly toxic (434 p zn for bob ihite quail). P ditional data are not required. ------- —5— acceptable avian reproduction stt ies are available. t ta are required to support uses of oxydat eton—methyl on crcçs with multiple applications such as cotton, alfalfa, grapes and str ar beets. Avian terrestrial field stu ies are ixt required. A carparison of the acute toxicity values with estimated pesticide residues on food itai s indicate that birds will zxt be exposed to lethal cxx centrations of oxydeneton-methyl in the field at application rates up to 0.75 lb ai/A (the highest rate currently registered). Aquatic OrganisitB The acute toxicity tests with freshwater invertebrates irxlicate that oxydet ton-rnethyl is very highly toxic to daphnids (3.3 ppb), n derately toxic to iso 1 x,ds (1400 p b), and rrcderately to highly toxic to amphipc s (190 to 1000 ppb). Fk iever, r ne of the available stulies satisfies the requiranent for an acute toxicity stuiy for freshwater invertebrates since older specimens were used in the tests. A new st .z y is required. The acute fish sttx3ies indicate that oxydeneton-methyl is moderately to highly toxic to coldwater fish and slightly to n derately toxic to waruwater fish. The 96-hour acute toxicity values ranged fran 0.73 ppn to 6.4 pp for rainlx i trout and fran 1.22 ppn to 31.5 ppn for several species of warim ter fish. Mditional data are rct required. Evaluation of tests on a 25% ai oxydeneton—inethyl concentrate product, indicates this f&rmulation is n x1erate1y toxic to estuarine crustaceans. The 96- ur acute toxicity value for pink shrimp ( Penaeus duorarum ) was 1.2 (0.9-1.8) ppn, and the 96—1 ur acute toxicity value for fiddler crab was 8.6 (6.6—11) ppn.r sed on currently registered , oxyd eton-methyl is rxt expected to enter estuarine envirorments in significant concentrations. 1 dditional acute toxicity testing on estuarine organis is r t required. Nontarget Insects Studies indicate that oxydeitetan-methyl is moderately to highly toxic to ney bees exposed to direct application. ever, toxicity of foliar residues appears to be slxrt lived. Thxicity to 1 ney bee larvae is highly variable depending upon larval developnent at the time of exposure. It is unlikely that these r ntarget insects ould be affected by application of oxydeiteton-methyl made in accordance with label directions. Tolerance Reassessment ¶Iblerances have been established for residues of oxydeiteton-methyl expressed in terms of cathiried residues of oxydeneton-methyl and its c1 linesterase-inhibiting metabolites on various raw agricultural ccxnmDdities (40 CFR 180.330). A feed additive tolerance of 2.0 ppn is established for the canbined residues of oxydeneton-methyl and its c linesterase inhibiting ------- -6- metabolites in the milled fractions of sor ii (except flour) for animal feed en present therein as a result of application to gra4ng sorghtrn (21 CFR 561.234). Because of the extensive residue ch nistry and toxicology data gaps, the 1 gency canr t ccxrplete all tolerance reasses neritS. 4. Required Labeling and Regulatory Position SunTnary Oxyderreton-nethyl is being placed into Special Reviei : The Ngency is initiating a eqial Review on all uses of pesticide products containing ox areton-rtethyl, based on concerns regarding reproductive effects. The Pig ency has determined that oxyd neton-methyl has the potential to induce reproductive effects in hui ans, and that that effect is of concern because of the potential exposures of applicators, mixers and loaders who use products containing oxy tieton-methyl, and to field rkers entering treated fields. The follo4ng precautionary measures are being required for all products containing oxy eneton-methy1 either as a single active ingredient or in ccxnbination with other active ingredients, pending receipt and evaluation of a&litional data k ith will allc i the Pigency to fully assess the potential of oxydei eton-ztethyl to induce adverse effects. Use Classification : All products containing oxy neton-nethyl are classified for Restricted Use under this Standard, on the basis of the potential for reproductive effects. Protective Clothing/Equipment and Closed SysteTis : The use of maxiJTuTt full body protective ciothing/equipnent by mixer ! loader s/applicators, and by field rkers entering treated fields prior to the end of the 48 hour reentry interval is required. Reentry Interval : The 48-hour reentry interval established under 40 CFR 170 for all agricultural uses of oxydeTleton-methyl ich may involve hand labor tasks will continue to be required. In acilition, the use of maxijnun protective clothing and equipTient is required if treated fields are entered prior to the end of the reentry interval. Reentry data are being required to reassess the adequacy of the 48 hour reentry interval. Flaggers : The use of huTlan flaggers during aerial application is prohibited. unless they are in totally enclosed vehicles. Tolerances : No new tolerances and food uses will be granted until the Pigency has received data sufficient to evaluate the dietary exposure to oxyeneton-methyl. ------- —7— 5. Suimary of Major Data Gaps Toxicology: Date Due * Acute Oral 9 ?tnths Deririal Sensitization (Guinea pig) 9 Months Acute Delayed Neuzotoxicity (H is) 12 M ths & bchronic Oral — Rat 15 Months — Nan-r o dent 18 Months (Not required if chronic data are acceptable) Subchronic Derma 1 (21 - [ ny; Retbit) 12 Months Sibchronic Neurotoxicity 15 Months (Required - if acute delayed neurotoxicity is positive) thronic ‘I xicity (Rat, dog) 50 Months oncogenicity (Rat, Mouse) 50 t ths Mutagenicity Tests (Q ra scnial and [ ) 12 Months Metaboli n (General) 24 t4 ths Male ort Term Exposure study 10/31/88 Male Reproductive Systen l’bxicity Study 12/31/87** vironn nta1 Fate/Exposure P toiegradation In ter 9 Months In soil 4 Months In air (corxuiditonal) Mutabolism - Lab Aerobic Soil 27 Months Anaerobic Soil 7/14/88 Mobil ity Leaching and Msorption/De sorption 12 Months Laboratory Volatility 12 Months Field Volatility (conditional) Terrestrial Field Dissipation Field Dissipation — Soil 27 Months Long-term Field Dissipation (conditional) Confined 1 tational Orop 07/14/89 Field Rtational op (conditional) ray Drift Studies t)roplet Size Spectrun 27 Months Drift Field Evaluation 27 Months Reentry Foliar Dissipation 27 Months Soil Dissipation 27 Months Dermal Exposure (conditional) Inhalation Exposure (conditional) * Due date is based on date of receipt of Standard by the registrant, unless otherwise indicated. ** Study required by the June, 1987 Data ( l1—in and is to be suthtitted by either Decenber 31, 1987 (if an ongoing study being conducted by t’tbay for the C 1ifornia Dept. of Food and Agric. is used) or ( tober 31, 1988 (if a new study is undertaken). ------- —8- Ecological Effects Date Due* Avian Reproduction 04/14/88 aquatic Invertebrate ute ¶Ibxicity 9 Mc nths Fish E rly Life Stage ar & uatic Invertebrate Life Cycle 15 tbnths 1 quatic 0rgarii n Accunulation 27 t bnths Residue Ch istry/Product Ch nistxy Product th nistry 6 - 12 tbnths Plant azx 1 nisnal Metabolism 10/14/87 Storage Stability 24 t’bnths Magnitirie of Residue St z1tes 4/14/88 6. Contact Person at EPA William H. Miller, (R’i-16) Insecticide-Rodenticide Branch (TS—767) 401 M Street SiJ. shington, I 20460. Tel. 1 b. (703) 557—2600 DISCLAIMER: The information presented in this ch nical Information Fact Sheet is for informational purp ses only and nay t be used to fulfill data r uirenents for pesticide registration and reregistration. ------- |