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phosphorodithioic acid, O,O-dimethyl S-[2-(methylamino)-2-oxoethyl] ester
Notes:
an organothiophosphorus cholinesterase inhibitor that is used as a systemic and contact insecticide.
| CAS Number: | 60-51-5 |  3D/inchi
|
| Other: | 11003-53-5 | |
| ECHA EINECS - REACH Pre-Reg: | 200-679-5 | |
| FDA UNII: | W6U08B045O | |
| Nikkaji Web: | J1.926G | |
| Beilstein Number: | 1785339 | |
| MDL: | MFCD00053676 | |
| XlogP3: | 0.80 (est) | |
| Molecular Weight: | 229.25900200 | |
| Formula: | C5 H12 N O3 P S2 | |
| BioActivity Summary: | listing | |
| NMR Predictor: | Predict (works with chrome or firefox) | |
Category: herbicides / pesticides
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
| Google Scholar: | Search |
| Google Books: | Search |
| Google Scholar: with word "volatile" | Search |
| Google Scholar: with word "flavor" | Search |
| Google Scholar: with word "odor" | Search |
| Google Patents: | Search |
| US Patents: | Search |
| EU Patents: | Search |
| Pubchem Patents: | Search |
| PubMed: | Search |
| NCBI: | Search |
Physical Properties:
| Appearance: | white crystalline solid (est) |
| Assay: | 95.00 to 100.00 % |
| Food Chemicals Codex Listed: | No |
| Melting Point: | 52.00 °C. @ 760.00 mm Hg |
| Boiling Point: | 107.00 °C. @ 760.00 mm Hg (est) |
| Vapor Pressure: | 1.875000 mmHg @ 25.00 °C. (est) |
| Flash Point: | 32.00 °F. TCC ( 0.00 °C. ) (est) |
| logP (o/w): | 0.780 |
| Soluble in: | |
| water, 2.50E+04 mg/L @ 21C (exp) | |
| water, 6626 mg/L @ 25 °C (est) | |
Organoleptic Properties:
| Odor and/or flavor descriptions from others (if found). | |
Cosmetic Information:
| None found |
Suppliers:
| Sigma-Aldrich |
| For experimental / research use only. |
| Dimethoate PESTANAL®, analytical standard |
Safety Information:
| Hazards identification | |
| Classification of the substance or mixture | |
| GHS Classification in accordance with 29 CFR 1910 (OSHA HCS) | |
| None found. | |
| GHS Label elements, including precautionary statements | |
| Pictogram | |
| Hazard statement(s) | |
| None found. | |
| Precautionary statement(s) | |
| None found. | |
| Oral/Parenteral Toxicity: | |
|
oral-bird - wild LD50 6600 ug/kg Toxicology and Applied Pharmacology. Vol. 21, Pg. 315, 1972. oral-cat LD50 100 mg/kg BEHAVIORAL: EXCITEMENT Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 28(3), Pg. 21, 1963. oral-chicken LD50 25 mg/kg Journal of Agricultural and Food Chemistry. Vol. 11, Pg. 91, 1963. oral-dog LD50 400 mg/kg Special Publication of the Entomological Society of America. Vol. 78-1, Pg. 31, 1978. oral-duck LD50 42 mg/kg Down to Earth. Vol. 35, Pg. 25, 1979. intraperitoneal-guinea pig LD10 390 mg/kg Toxicology and Applied Pharmacology. Vol. 8, Pg. 259, 1966. oral-guinea pig LD50 350 mg/kg Pesticide Chemicals Official Compendium, Association of the American Pesticide Control Officials, Inc., 1966. Vol. -, Pg. 395, 1966. intraperitoneal-hamster LD50 160 mg/kg Archives of Toxicology. Vol. 58, Pg. 152, 1986. oral-hamster LD50 200 mg/kg GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS SENSE ORGANS AND SPECIAL SENSES: LACRIMATION: EYE LUNGS, THORAX, OR RESPIRATION: DYSPNEA British Journal of Industrial Medicine. Vol. 21, Pg. 52, 1964. oral-human LD50 30 mg/kg Guide to the Chemicals Used in Crop Protection. Vol. 6, Pg. 209, 1973. oral-man TDLo 286 mg/kg LUNGS, THORAX, OR RESPIRATION: DYSPNEA PERIPHERAL NERVE AND SENSATION: FASCICULATIONS BEHAVIORAL: COMA Intensive Care Medicine. Vol. 12, Pg. 110, 1986. oral-man TDLo 300 mg/kg CARDIAC: PULSE RATE VASCULAR: BP LOWERING NOT CHARACTERIZED IN AUTONOMIC SECTION BEHAVIORAL: COMA Journal of Toxicology, Clinical Toxicology. Vol. 24, Pg. 69, 1986. oral-man TDLo 357 mg/kg BRAIN AND COVERINGS: OTHER DEGENERATIVE CHANGES KIDNEY, URETER, AND BLADDER: "CHANGES IN TUBULES (INCLUDING ACUTE RENAL FAILURE, ACUTE TUBULAR NECROSIS)" CARDIAC: CARDIOMYOPATHY INCLUDING INFARCTION Journal of Toxicology, Clinical Toxicology. Vol. 32, Pg. 61, 1994. intraperitoneal-mouse LD50 45 mg/kg GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS SENSE ORGANS AND SPECIAL SENSES: LACRIMATION: EYE LUNGS, THORAX, OR RESPIRATION: DYSPNEA British Journal of Industrial Medicine. Vol. 21, Pg. 52, 1964. oral-mouse LD50 60 mg/kg GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS LUNGS, THORAX, OR RESPIRATION: DYSPNEA SENSE ORGANS AND SPECIAL SENSES: LACRIMATION: EYE British Journal of Industrial Medicine. Vol. 21, Pg. 52, 1964. unreported-mouse LD50 158 mg/kg Rinsho Shinkeigaku. Clinical Neurology. Vol. 23, Pg. 101, 1983. oral-quail LD50 25 mg/kg Journal of Agricultural and Food Chemistry. Vol. 29, Pg. 772, 1981. oral-rabbit LD50 300 mg/kg Special Publication of the Entomological Society of America. Vol. 78-1, Pg. 31, 1978. intraperitoneal-rat LD50 100 mg/kg SENSE ORGANS AND SPECIAL SENSES: LACRIMATION: EYE GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS LUNGS, THORAX, OR RESPIRATION: DYSPNEA British Journal of Industrial Medicine. Vol. 21, Pg. 52, 1964. intravenous-rat LD50 450 mg/kg SENSE ORGANS AND SPECIAL SENSES: LACRIMATION: EYE LUNGS, THORAX, OR RESPIRATION: DYSPNEA GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS British Journal of Industrial Medicine. Vol. 21, Pg. 52, 1964. oral-rat LD50 60 mg/kg Yakkyoku. Pharmacy. Vol. 30, Pg. 623, 1979. unreported-rat LD50 215 mg/kg Yakkyoku. Pharmacy. Vol. 28, Pg. 225, 1977. | |
| Dermal Toxicity: | |
|
skin-guinea pig LD50 965 mg/kg Toxicology and Applied Pharmacology. Vol. 3, Pg. 210, 1961. subcutaneous-hamster LD50 60 mg/kg SENSE ORGANS AND SPECIAL SENSES: LACRIMATION: EYE GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS LUNGS, THORAX, OR RESPIRATION: DYSPNEA British Journal of Industrial Medicine. Vol. 21, Pg. 52, 1964. skin-mouse LD50 1000 mg/kg Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 33(6), Pg. 6, 1968. subcutaneous-mouse LD50 60 mg/kg LUNGS, THORAX, OR RESPIRATION: DYSPNEA GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS SENSE ORGANS AND SPECIAL SENSES: LACRIMATION: EYE British Journal of Industrial Medicine. Vol. 21, Pg. 52, 1964. skin-rabbit LD50 1000 mg/kg BEHAVIORAL: EXCITEMENT Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 28(3), Pg. 21, 1963. skin-rat LD50 353 mg/kg British Journal of Industrial Medicine. Vol. 26, Pg. 59, 1969. subcutaneous-rat LD50 350 mg/kg SENSE ORGANS AND SPECIAL SENSES: LACRIMATION: EYE LUNGS, THORAX, OR RESPIRATION: DYSPNEA GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS British Journal of Industrial Medicine. Vol. 21, Pg. 52, 1964. | |
| Inhalation Toxicity: | |
| Not determined | |
Safety in Use Information:
| Category: | herbicides / pesticides | ||
| Recommendation for dimethoate usage levels up to: | |||
| not for fragrance use. | |||
| Recommendation for dimethoate flavor usage levels up to: | |||
| not for flavor use. | |||
Safety References:
| European Food Safety Authority (EFSA) reference(s): | |
| Conclusion on the peer review of the pesticide risk assessment of confirmatory data submitted for the active substance dimethoate View page or View pdf | |
| Retrospective analysis of the immunotoxic effects of plant protection products as reported in the Draft Assessment Reports for their peer review at EU level View page or View pdf | |
| Assessment of the risk to human health through the pesticide active substance dimethoate and its metabolites in food View page or View pdf | |
| Prioritised review of the existing maximum residue levels for dimethoate and omethoate according to Article 43 of Regulation (EC) No 396/2005 View page or View pdf | |
| Peer review of the pesticide risk assessment of the active substance dimethoate View page or View pdf | |
| EPI System: | View |
| EPA-Iris: | IRIS |
| NIOSH International Chemical Safety Cards: | search |
| Chemical Carcinogenesis Research Information System: | Search |
| Cancer Citations: | Search |
| Toxicology Citations: | Search |
| Carcinogenic Potency Database: | Search |
| EPA GENetic TOXicology: | Search |
| EPA Substance Registry Services (TSCA): | 60-51-5 |
| EPA ACToR: | Toxicology Data |
| EPA Substance Registry Services (SRS): | Registry |
| Laboratory Chemical Safety Summary : | 3082 |
| National Institute of Allergy and Infectious Diseases: | Data |
| WGK Germany: | 3 |
| 2-dimethoxyphosphinothioylsulfanyl-N-methylacetamide | |
| Chemidplus: | 0000060515 |
| EPA/NOAA CAMEO: | hazardous materials |
| RTECS: | 60-51-5 |
References:
| 2-dimethoxyphosphinothioylsulfanyl-N-methylacetamide | |
| NIST Chemistry WebBook: | Search Inchi |
| Pubchem (cid): | 3082 |
| Pubchem (sid): | 134970544 |
Other Information:
| (IUPAC): | Atomic Weights of the Elements 2011 (pdf) |
| Videos: | The Periodic Table of Videos |
| tgsc: | Atomic Weights use for this web site |
| (IUPAC): | Periodic Table of the Elements |
| CHEBI: | View |
| CHEMBL: | View |
| KEGG (GenomeNet): | C14326 |
| HMDB (The Human Metabolome Database): | Search |
| ChemSpider: | View |
| Wikipedia: | View |
| Formulations/Preparations: •pratt cygon 2-e systemic insecticide active ingredient 23.4% dimethoate •de-fend e-267 dimethoate systemic insecticide active ingredient 30.5% dimethoate •emulsifiable concentrate dustable powder; aerosol; ulv ultra low vol liquid ... •these include: bio systemic insecticide (pan britannica ind), vitex (la littorale) ec (200, 400, or 600 g technicall); 'rogor as' ul (300 gl); turbair systemic insecticide (pan britannica ind), ul; wp (200 gkg); granules (50 gkg). •technical grade is 98% pure •trade names: digon, duragon, rebelate, dimate | |
Potential Blenders and core components note
| None Found | ||
Potential Uses:
| None Found |
Occurrence (nature, food, other): note
| not found in nature |
Synonyms:
| aadimethoal | |
| acetic acid, O,O-dimethyldithiophosphoryl-, N-monomethylamide salt | |
| cekuthoate | |
| cygon | |
| de-fend | |
| devigon | |
| dimate | |
| dimetate | |
| dimethogen | |
| 2- | dimethoxyphosphinothioylsulfanyl-N-methylacetamide |
| O,O- | dimethyl phosphorodithioate S-ester with 2-mercapto-N-methylacetamide (8CI) |
| dimethyl phosphorodithioate, S-ester with 2-mercapto-N-methylacetamide | |
| dimethyl S-((methylcarbamoyl)methyl) phosphorodithioate | |
| O,O- | dimethyl S-((methylcarbamoyl)methyl)phosphorodithioate |
| O,O- | dimethyl S-(2-(methylamino)-2-oxoethyl) phosphorodithioate |
| dimethyl S-(N-(methylcarbamoyl)methyl) phosphorodithioate | |
| O,O- | dimethyl S-(N-methylcarbamoylmethyl) dithiophosphate |
| O,O- | dimethyl S-(N-Methylcarbamoylmethyl) Phosphorodithioate |
| O,O- | dimethyl S-(N-methylcarbamylmethyl) thiothionophosphate |
| O,O- | dimethyl S-[2-(methylamino)-2-oxoethyl] dithiophosphate |
| O,O- | dimethyl S-[2-(methylamino)-2-oxoethyl] phosphorodithioate |
| O,O- | dimethyl S-methylcarbamoylmethyl phosphorodithioate |
| O,O- | dimethyl S-methylcarbamoylmethylphosphorodithioate |
| O,O- | dimethyl-S-(N-monomethyl)-carbamyl methyl dithiophosphate |
| dimeton | |
| dimevur | |
| ferkethion | |
| fosfamid | |
| fosfotox | |
| perfecthion | |
| phosphorodithioic acid O,O-dimethyl ester ester with 2-mercapto-N-methylacetamide | |
| phosphorodithioic acid O,O-dimethyl ester, ester with 2-mercapto-N-methylacetamide | |
| phosphorodithioic acid O,O-dimethyl S-(2-(methylamino)-2-oxoethyl) ester | |
| phosphorodithioic acid O,O-dimethyl S-[2-(methylamino)-2-oxoethyl] ester | |
| phosphorodithioic acid, O,O-dimethyl ester, S-ester with 2-mercapto-N-methylacetamide | |
| phosphorodithioic acid, O,O-dimethyl S-(2-(methylamino)-2-oxoethyl) ester | |
| phosphorodithioic acid, O,O-dimethyl S-[2-(methylamino)-2-oxoethyl] ester | |
| racusan | |
| rogodan | |
| rogor | |
| roxion | |
| sevigor | |
| sinoratox | |
| systoate | |
| trimetion |