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. 

Sealed in dry,2-8°C

solubility 

Chloroform (Slightly), Methanol (Slightly)

form 

Solid

Water Solubility 

1100 mg l^-1 (20 °C)

pka

0.94±0.20(Predicted)

color 

White to off-white

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)

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

• Language:English Provider:Azamethiphos

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

Definition

ChEBI: Azamethiphos is an organic thiophosphate, an organothiophosphate insecticide, an organochlorine insecticide and an organochlorine acaricide. It has a role as an EC 3.1.1.7 (acetylcholinesterase) inhibitor and an agrochemical. It is functionally related to an oxazolo[4,5-b]pyridin-2(3H)-one.

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).

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