ChemicalBook--->CAS DataBase List--->2275-23-2

2275-23-2

2275-23-2 Structure

2275-23-2 Structure
IdentificationMore
[Name]

Vamidothion
[CAS]

2275-23-2
[Synonyms]

dimethyl phosphorothioate 2-((2-mercaptoethyl)thio)-n-methylpropionamide s-ester
KILVAL
O,O-DIMETHYL S-[2-(1-METHYL-2-METHYLAMINO-2-OXOETHYLTHIO)ETHYL] PHOSPHOROTHIOATE
O,O-DIMETHYL S-2-(1-METHYLCARBAMOYLETHYLTHIO)ETHYL PHOSPHOROTHIOATE
VAMIDOTHION
Vamidothion(content>10%)
10465rp
2-(2-dimethoxyphosphinoylthioethylthio)-n-methylpropionamide
americancyanamid-43073
dimethyls-(2-(1-methylcarbamoylethylthio)ethyl)phosphorothiolate
ent26,613
n-methyl-3-thia-2-methyl-valeramiddero,o-dimethylthiolphosphorsaeure
n-methylo,o-dimethylthiolophosphoryl-5-thia-3-methyl-2-valeramide
nph83
nph-83
o,o-dimethylphosphorothioates-esterwith2-((2-mercaptoethyl)thio)-n-methylp
o,o-dimethyls-(2-((1-methyl-2-(methylamino)-2-oxoethyl)thio)ethyl)phosphoroth
o,o-dimethyls-2-(1-n-methylcarbamoylethylmercapto)ethylthiophosphate
phosphorothioicacid,o,o-dimethylester,s-esterwith2-((2-mercaptoethyl)thio
r.p.10,465
[EINECS(EC#)]

218-894-8
[Molecular Formula]

C8H18NO4PS2
[MDL Number]

MFCD00055442
[Molecular Weight]

287.34
[MOL File]

2275-23-2.mol
Chemical PropertiesBack Directory
[Melting point ]

35.5°C
[Boiling point ]

72.8°C
[density ]

1.240±0.06 g/cm3(Predicted)
[vapor pressure ]

9×10-6 Pa (est.)
[Fp ]

2 °C
[storage temp. ]

0-6°C
[pka]

15.22±0.46(Predicted)
[Water Solubility ]

4,000,000 mg l-1
[CAS DataBase Reference]

2275-23-2(CAS DataBase Reference)
[NIST Chemistry Reference]

Phosphorothioic acid, o,o-dimethyl s-[2-[[1-methyl-2-(methylamino)-2-oxoethyl]thio]ethyl] ester(2275-23-2)
[EPA Substance Registry System]

2275-23-2(EPA Substance)
Safety DataBack Directory
[Hazard Codes ]

T;N,N,T,Xn,F
[Risk Statements ]

R21:Harmful in contact with skin.
R25:Toxic if swallowed.
R50:Very Toxic to aquatic organisms.
R36:Irritating to the eyes.
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed .
R11:Highly Flammable.
[Safety Statements ]

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 .
S16:Keep away from sources of ignition-No smoking .
[RIDADR ]

UN 2811
[WGK Germany ]

2
[RTECS ]

TF7900000
[HazardClass ]

6.1(b)
[PackingGroup ]

III
[Hazardous Substances Data]

2275-23-2(Hazardous Substances Data)
[Toxicity]

LD50 oral in rabbit: 160mg/kg
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

Dimethyl phosphorothioate 2-((2-mercaptoethyl)thio)-N-methylpropionamide S-ester(2275-23-2).msds
Hazard InformationBack Directory
[Description]

Vamidothion is a colorless crystalline substance,. It is readily soluble in water (4 kg/L) and most organic solvents except aliphatic hydrocarbons. Log Kow = 0.12. It decomposes in strong alkaline and acidic media.
[Uses]

Vamidothion is a phosphorothioic insecticide for apples and potatoes.
[Uses]

Vamidothion is a systemic insecticide used to control Homoptera in cotton, fruit and rice.
[Definition]

ChEBI: An organic thiophosphate that is N-methyl-2-[(2-sulfanylethyl)sulfanyl]propanamide in which the thiol group has been converted to the corresponding O,O-dimethyl thiophoshate. Formerly used as an inse ticide and acaricide, it is no longer approved for use within the European Union.
[Pharmacology]

Pyriproxyfen formulations demonstrate persistent efficacy. For example, a water-based 5.3% pyriproxyfen spot-on formulation applied to cats was reported to completely prevent the hatching of flea eggs for at least 46 days after treatment and continued to provide greater than 96% control until day 60 (57). Because pyriproxyfen is efficacious at very low concentrations, trace amounts of the chemical, when transferred from treated pets to their environments, are sufficient to inhibit the development of larvae.
[Metabolic pathway]

Vamidothion is mainly metabolised via oxidation to its sulfoxide; further oxidation to the corresponding sulfone has been observed in houseflies but occurs much less readily than with other thioether-containing organophosphates (e.g. phorate). The sulfoxide is then hydrolysed via P-S and C-S bond cleavage to give the thiol or hydroxyl derivatives and dimethyl phosphate and O,O-dimethyl phosphorothioate respectively. O-Demethylation apparently occurs as a major degradation process in plants but has not been observed in soil or in animals. N-Demethylation and hydrolysis to the corresponding carboxylic acid, such as occurs with dimethoate, does not apparently happen in the case of vamidothion.
[Degradation]

Vamidothion is decomposed in strongly acidic or alkaline media (PM). Barceld et al. (1993) examined the photolysis of vamidothion in water containing 2-4% methanol and 5% acetone as a photosensitiser irradiated by a xenon arc (suntest) lamp. Metabolites were analysed and characterised by HPLC, thermospray MS and UV (diode array) spectra. The main degradation product identified was vamidothion sulfoxide (2). This product of vamidothion photolysis is shown in Scheme 1.
[Toxicity evaluation]

The acute oral LD50 for rats is 64–105 mg/kg. Inhalation LC50 (4 h) for rats is 1.73 mg/L air. ADI is 8 μg/kg b.w.
Well-known Reagent Company Product InformationBack Directory
[Sigma Aldrich]

2275-23-2(sigmaaldrich)
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