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HomeProduct name listVamidothion

Vamidothion

Synonym(s):O,O-Dimethyl S-[2-(1-methyl-2-methylamino-2-oxoethylthio)ethyl] phosphorothioate

  • CAS NO.:2275-23-2
  • Empirical Formula: C8H18NO4PS2
  • Molecular Weight: 287.34
  • MDL number: MFCD00055442
  • EINECS: 218-894-8
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2023-04-23 13:52:06
Vamidothion Structural

What is Vamidothion?

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.

The Uses of Vamidothion

Vamidothion is a phosphorothioic insecticide for apples and potatoes.

The Uses of Vamidothion

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

What are the applications of Application

Vamidothion solution is an acaricidal component of some pesticides

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.

Properties of Vamidothion

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.)
Flash point: 2 °C
storage temp.  0-6°C
Water Solubility  4,000,000 mg l-1
pka 15.22±0.46(Predicted)
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 Vamidothion (2275-23-2)

Safety information for Vamidothion

Signal word Danger
Pictogram(s)
ghs
Flame
Flammables
GHS02
ghs
Exclamation Mark
Irritant
GHS07
GHS Hazard Statements H225:Flammable liquids
H319:Serious eye damage/eye irritation
Precautionary Statement Codes P210:Keep away from heat/sparks/open flames/hot surfaces. — No smoking.
P280:Wear protective gloves/protective clothing/eye protection/face protection.
P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

Computed Descriptors for Vamidothion

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