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1113-02-6

1113-02-6 Structure

1113-02-6 Structure
IdentificationMore
[Name]

O,O-Dimethyl S-methylcarbamoylmethyl phosphorothioate
[CAS]

1113-02-6
[Synonyms]

bay 45432
DIMETHOATE-O-ANALOG
DIMETHOATE-OXON
dimethoxon
FOLIMAT
FOLIMAT(R)
MODERN
OMETHOAT
OMETHOATE
O,O-DIMETHYL-S-METHYLCARBAMOYL METHYL-PHOSPHOROTHIOATE
O,O-DIMETHYL S-(N-METHYLCARBAMOYLMETHYL) PHOSPHOROTHIOATE
PHOSPHOROTHIOIC ACID, O,O-DIMETHYL S-[2-(METHYLAMINO)-2-OXOETHYL] ESTER
2-dimethoxyphosphinoylthio-n-methylacetamide
Acetamide, 2-mercapto-N-methyl-, S-ester with O,O-dimethyl phosphorothioate
acetamide,2-mercapto-n-methyl-,s-esterwitho,o-dimethylphosphorothioate
BAYER 45,432
Bayer 45432
bayer45,432
bayers-6876
Dimethoate Oxygen analog
[EINECS(EC#)]

214-197-8
[Molecular Formula]

C5H12NO4PS
[MDL Number]

MFCD00055441
[Molecular Weight]

213.19
[MOL File]

1113-02-6.mol
Chemical PropertiesBack Directory
[Melting point ]

-27.9°C
[Boiling point ]

135°C
[density ]

1.3200
[vapor pressure ]

3.3×10-3Pa (20 °C)
[Fp ]

100 °C
[storage temp. ]

0-6°C
[form ]

liquid
[pka]

14.40±0.46(Predicted)
[Water Solubility ]

Miscible
[BRN ]

1785256
[Contact allergens]

Contact dermatitis from omethoate-dimethoxon is rare.
[CAS DataBase Reference]

1113-02-6(CAS DataBase Reference)
[NIST Chemistry Reference]

Omethoate(1113-02-6)
[EPA Substance Registry System]

1113-02-6(EPA Substance)
Hazard InformationBack Directory
[Uses]

Insecticidal, acaricidal, and fungicidal combinations of carboxamides and other pesticides.
[Definition]

ChEBI: Omethoate is an organic thiophosphate and an organothiophosphate insecticide. It has a role as an EC 3.1.1.7 (acetylcholinesterase) inhibitor, an acaricide and an agrochemical. It is functionally related to a N-methyl-2-sulfanylacetamide.
[Metabolic pathway]

Omethoate is the P=O analogue (oxon) of dimethoate. Dimethoate is metabolised via oxidative desulfuration to omethoate which is the active anti-acetylcholinesterase metabolite. This biotransformation occurs in all media: hence the metabolic pathways of both compounds have much in common. However, degradative pathways acting directly on dimethoate such as O-demethylation, N-demethylation and hydrolysis of the amide function mean that the balance between activation and degradative metabolism will influence their respective selective toxicities. In mammals there are two main routes of degradation: (i) glutathione transferase mediated O-demethylation (ii) hydrolysis to N-methylthioglycolamide which is S-methylated by S-adenosylmethionine and subsequently thiooxidised. In soil and plants the N-methylthioglycolamide moiety formed from the hydrolysis of omethoate undergoes a complex series of C1, C2 and C3 biotransformations ultimately leading to oxalate and citrate respectively and total degradation to C02. The information reported below is derived largely from an evaluation prepared by the UK MAFF Pesticide Safety Directorate (PSD, 1993).
[Metabolism]

Orally administered omethoate to rats is rapidly metabolized and excreted in the urine; the main metabolites are O-demethylomethoate and N-methyl-2- methylsulfinylacetamide. O-Demethylation and hydrolysis of the P?S bond are main degradation routes both in mammals and plants. Omethoate is rapidly degraded in soils with DT50 of a few days.
[Degradation]

Omethoate was slowly hydrolysed in acidic media but more rapidly under alkaline conditions. The half-lives for hydrolysis at pH 4,7, and 9 were 102 days, 17 days and 28 hours, respectively (PM). Omethoate does not absorb light at wavelengths above 250 nm and it is thus unlikely to be subject to photodecomposition. An aqueous solution of omethoate was irradiated for 14 hours with a high pressure filtered mercury vapour lamp without detectable photolysis occurring (PSD, 1993).
[Toxicity evaluation]

The acute oral LD50 for rats is about 25 mg/kg. Inhalation LC50 (4 h) for rats is 0.3 mg/L air. ADI is 0.3 μg/kg b.w.
Safety DataBack Directory
[Hazard Codes ]

T+;N,N,T+,T
[Risk Statements ]

R21:Harmful in contact with skin.
R25:Toxic if swallowed.
R50:Very Toxic to aquatic organisms.
[Safety Statements ]

S1/2:Keep locked up and out of the reach of children .
S23:Do not breathe gas/fumes/vapor/spray (appropriate wording to be specified by the manufacturer) .
S36/37:Wear suitable protective clothing and gloves .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
S61:Avoid release to the environment. Refer to special instructions safety data sheet .
[RIDADR ]

3018
[WGK Germany ]

3
[RTECS ]

TF8050000
[HazardClass ]

6.1(a)
[PackingGroup ]

II
[HS Code ]

29309090
[Hazardous Substances Data]

1113-02-6(Hazardous Substances Data)
[Toxicity]

LD50 oral in rabbit: 50mg/kg
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Methanol-->Chloroform-->Ammonia-->Benzene-->Sulfur-->Phosphorus trichloride-->Methylamine-->Chloroacetic acid-->Dimethyl sulfide-->Methyl chloroacetate-->SULPHOSUCCINIC ACID ESTER-->CREAM-->Dimethyl phosphite-->O,O-DIMETHYL-S-(METHOXY-CARBONYL) THIOPHOSPHATE-->sodium O,O-dimethyl thiophosphate-->2-Chloro-N-methylacetamide
[Preparation Products]

Fenvalerate+Omethoate,E.C
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

O,O-Dimethyl S-methylcarbamoylmethyl phosphorothioate(1113-02-6).msds
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