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Vamidothion

CAS No.
2275-23-2
Chemical Name:
Vamidothion
Synonyms
nph83;nph-83;KILVAL;10465rp;rp-9895;trucidor;ent26,613;vamidoate;Kilval[R];r.p.10,465
CBNumber:
CB2771555
Molecular Formula:
C8H18NO4PS2
Molecular Weight:
287.34
MDL Number:
MFCD00055442
MOL File:
2275-23-2.mol
Last updated:2023-04-23 13:52:06

Vamidothion Properties

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)
EWG's Food Scores 1
FDA UNII H1G712H762
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

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictograms
GHS02,GHS07
Signal word  Danger
Hazard statements  H225-H302+H312+H332-H319
Precautionary statements  P210-P280-P305+P351+P338
Hazard Codes  T;N,N,T,Xn,F
Risk Statements  21-25-50-36-20/21/22-11
Safety Statements  36/37-45-61-16
RIDADR  UN 2811
WGK Germany  2
RTECS  TF7900000
HazardClass  6.1(b)
PackingGroup  III
Toxicity LD50 oral in rabbit: 160mg/kg

Vamidothion price More Price(7)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 32931 Vamidothion solution 100μg/mL in acetonitrile, PESTANAL 2275-23-2 2ml $71.7 2022-05-15 Buy
TRC V756480 Vamidothion 2275-23-2 1mg $95 2021-12-16 Buy
TRC V756480 Vamidothion 2275-23-2 10mg $795 2021-12-16 Buy
American Custom Chemicals Corporation PST0000306 VAMIDOTHION 95.00% 2275-23-2 250MG $1732.5 2021-12-16 Buy
Medical Isotopes, Inc. 49222 Vamidothion 2275-23-2 250mg $2000 2021-12-16 Buy
Product number Packaging Price Buy
32931 2ml $71.7 Buy
V756480 1mg $95 Buy
V756480 10mg $795 Buy
PST0000306 250MG $1732.5 Buy
49222 250mg $2000 Buy

Vamidothion Chemical Properties,Uses,Production

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.

Vamidothion Preparation Products And Raw materials

Raw materials

Preparation Products

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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 ropionamide. Phosphorothioic acid, O,O-dimethyl ester, S-ester with 2-[(2-mercaptoethyl)thio]-N-methylpropionamide Phosphorothioic acid, O,O-dimethyl S-[2-[[1-methyl-2-(methylamino)-2-oxoethyl]thio]ethyl] ester Vamidothion 100mg [2275-23-2] BaMidothion VaMidothion standard solution VaMidothion solutio Vamidothion Solution, 100ppm VAMIDOTHION KILVAL dimethyl phosphorothioate 2-((2-mercaptoethyl)thio)-n-methylpropionamide s-ester rp-9895 trucidor vamidoate O,O-DIMETHYL S-[2-(1-METHYL-2-METHYLAMINO-2-OXOETHYLTHIO)ETHYL] PHOSPHOROTHIOATE O,O-DIMETHYL S-2-(1-METHYLCARBAMOYLETHYLTHIO)ETHYL PHOSPHOROTHIOATE Kilval[R] O,O-Dimethyl-S-(2-[(1-methylcarbamoylethyl) thio] ethyl) phosphorodithioate Trucidor[R] dimethyl S-2-(1-methylcarbamoylethylthio)ethyl phosphorothioate vamidothion (bsi,iso,jmaf) vamidothion (ISO) O,O-dimethyl S-2-(1-methylcarbamoylethylthio) ethyl phosphorothioate Vamidothion solution Vamidothion E.C. 3-(2-Dimethoxyphosphorylsulfanylethylsulfanyl)-N-methylpropanamide 2-(2-dimethoxyphosphorylsulfanylethylsulfanyl)-N-methylpropanamide Kilval(TM) Vamidothion@1000 μg/mL in Acetonitrile VamidothionSolution,100mg/L,1ml Vamidothion @100 μg/mL in MeOH Vamidothion Standard Vamidothion Solution in Methanol, 1000μg/mL Aphids kill more 2275-23-2 2265-23-2 C8H18NO4PS2 C8H18NO4PS