Basic information Description References Safety Supplier Related
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Azamethiphos

Basic information Description References Safety Supplier Related

Azamethiphos Basic information

Product Name:
Azamethiphos
Synonyms:
  • 6-Chloro-3-(dimethoxyphosphorylsulfanylmethyl)-[1,3]oxazolo[4,5-b]pyridin-2-one
  • Phosphorothioic acid, S-[(6-chloro-2-oxooxazolo[4,5-b]pyridin-3(2H)-yl)methyl] O,O-dimethyl ester
  • Alfracron
  • GS 40616
  • O,O-dimethyl-S-[6-chloro-2-oxooxazolo [4,5-b] pyridin-3 (2H)-yl] methyl phosphorothionate
  • Thiophosphoric acid S-(6-chloro-2-oxo-2,3-dihydrooxazolo[4,5-b]pyridin-3-ylmethyl)O,O-dimethyl ester
  • Thiophosphoric acid S-[(6-chloro-2-oxooxazolo[4,5-b]pyridin-3(2H)-yl)methyl]O,O-dimethyl ester
  • Azamethiphos 100ug/ml in Methylene chloride 5ml [35575-96-3]
CAS:
35575-96-3
MF:
C9H10ClN2O5PS
MW:
324.68
EINECS:
252-626-0
Product Categories:
  • Agro Products
  • Agro-Products
  • Phosphorylating and Phosphitylating Agents
  • AR to AZPesticides
  • A
  • A-BAlphabetic
  • Alpha sort
  • Insecticides
  • Organophorous
  • Pesticides&Metabolites
  • Alphabetic
  • Pesticide & intermediate
Mol File:
35575-96-3.mol
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Azamethiphos Chemical Properties

Melting point:
88-93°C
Boiling point:
428.8±55.0 °C(Predicted)
Density 
1.566±0.06 g/cm3(Predicted)
vapor pressure 
4.9 x 10-6 Pa (20 °C)
storage temp. 
APPROX 4°C
Water Solubility 
1100 mg l-1 (20 °C)
form 
Solid
pka
0.94±0.20(Predicted)
CAS DataBase Reference
35575-96-3(CAS DataBase Reference)
NIST Chemistry Reference
Phosphorothioic acid, s-[(6-chloro-2-oxooxazolo[4,5-b]pyridin-3(2h)-yl)methyl] o,o-dimethyl ester(35575-96-3)
EPA Substance Registry System
Azamethiphos (35575-96-3)
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Safety Information

Hazard Codes 
Xn
Risk Statements 
22-36-40-21-67-36/37/38
Safety Statements 
26-36/37-24/25-23
RIDADR 
UN 1593 6.1/PG 3
WGK Germany 
3
RTECS 
TE8070000
HS Code 
29349990
Toxicity
LD50 orl-rat: 1180 mg/kg PEMNDP 9,44,91

MSDS

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Azamethiphos Usage And Synthesis

Description

Azamethiphos is an organothiophosphate insecticide. It can be used as a veterinary drug used in the salmon fish farming for controlling parasites such as salmon lice (Lepeophtheirus salmonis), a marine ectoparasitic copepod on salmonid species. Its primary target is on the acetylcholinesterase, a serine hydrolase involved in neurotransmission at cholinergic synapses and neuromuscular junctions.

References

Intorre, L, et al. "Safety of azamethiphos in eel, seabass and trout." Pharmacological Research the Official Journal of the Italian Pharmacological Society 49.2(2004):171. Kaur, K, et al. "Mechanism behind Resistance against the Organophosphate Azamethiphos in Salmon Lice (Lepeophtheirus salmonis). " Plos One 10.4(2015):e0124220.

Chemical Properties

white to light yellow crystal powde

Uses

Azamethiphos is used to control flies and other insect pests in animal houses and also public hygiene and health pests such as mosquitoes and cockroaches. It has recently been used to control sea lice in salmon.

Uses

Synergistic insecticidal and acaricidal organophosphorus compound

Safety Profile

Moderately toxic by ingestion andskin contact. When heated to decomposition it emits toxicvapors of NOx, SOx, POx, and Cl- .

Metabolic pathway

Azamethiphos is metabolised in mammals via hydrolysis, followed by opening of the oxazolinone ring and conjugation of the resultant aminopyridinol as the glucuronide and sulfate ester.

Metabolism

Azamethiphos is metabolized via the cleavage of phosphorothiolate C?S bond, followed by N-demethylation and opening of the oxazolinone ring and conjugation of the resultant aminochloropyridinol as the glucuronide and sulfate ester.

Toxicity evaluation

Acute oral LD50 for rats is 1180 mg/kg. Inhalation LC50 (4 h) for rats is >560 mg/m3 air. ADI is 0.025 mg/kg.

Degradation

Azamethiphos is unstable in alkalis and acids. The DT50 values at pH 5,7 and 9 were 800,260 and 4.3 hours, respectively (PM).

Azamethiphos Preparation Products And Raw materials

Raw materials

AzamethiphosSupplier

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