Azamethiphos

Base Information

• Chemical Name: Azamethiphos
• CAS No.: 35575-96-3
• Deprecated CAS: 51274-12-5,59217-99-1
• Molecular Formula: C9H10ClN2O5PS
• Molecular Weight: 324.682
• Hs Code.: 29349990
• European Community (EC) Number: 252-626-0
• UNII: 9440R8149U
• DSSTox Substance ID: DTXSID9034818
• Nikkaji Number: J19.719J
• Wikipedia: Azamethiphos
• Wikidata: Q793533
• NCI Thesaurus Code: C73323
• Metabolomics Workbench ID: 55915
• ChEMBL ID: CHEMBL1867031
• Mol file: 35575-96-3.mol

Synonyms:azamethiphos;S-6-chloro-2-oxooxazol(4,5-6)-pyridin-3-yl methyl O,O-dimethylphosphorothioate

Chemical Property of Azamethiphos

Chemical Property:

• Appearance/Colour: White or offwhite powder
• Vapor Pressure: 1.48E-07mmHg at 25°C
• Melting Point: 88-93 °C
• Refractive Index: 1.588
• Boiling Point: 428.8 °C at 760 mmHg
• PKA: 0.94±0.20(Predicted)
• Flash Point: 213.1 °C
• PSA: 118.67000
• Density: 1.566 g/cm³
• LogP: 2.73450
• Storage Temp.: APPROX 4°C
• Water Solubility.: 1100 mg l-1 (20 °C)
• XLogP3: 1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 5
• Exact Mass: 323.9736573
• Heavy Atom Count: 19
• Complexity: 393

Purity/Quality:

95% ^*data from raw suppliers

Azamethiphos ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-36-40-21-67-36/37/38
• Safety Statements: 26-36/37-24/25-23

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: COP(=O)(OC)SCN1C2=C(C=C(C=N2)Cl)OC1=O
• 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.
• 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.

Technology Process of Azamethiphos

There total 9 articles about Azamethiphos which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 69.0%

C7H5ClN2O2S + Dimethyl phosphite (868-85-9) → S-((6-chloro-2,3-dihydro-2-oxo-1,3-oxazolo[4,5-b]pyridin-3-yl)methyl) O,O-dimethyl phosphorothioate (35575-96-3)

Guidance literature:

With oxygen; caesium carbonate; In acetonitrile; at 60 ℃; for 12h; under 760.051 Torr;

Reference yield: 64.0%

6-chloro-3-chloromethyl-3H-oxazolo[4,5-b]pyridin-2-one (35570-70-8) + ammonium-thio-O,O-dimethylphosphate → S-((6-chloro-2,3-dihydro-2-oxo-1,3-oxazolo[4,5-b]pyridin-3-yl)methyl) O,O-dimethyl phosphorothioate (35575-96-3)

Guidance literature:

In methanol;

Reference yield:

C7H4Cl3N2O3PS + sodium methylate (124-41-4) → S-((6-chloro-2,3-dihydro-2-oxo-1,3-oxazolo[4,5-b]pyridin-3-yl)methyl) O,O-dimethyl phosphorothioate (35575-96-3)

Guidance literature:

In methanol; at 10 - 60 ℃;

upstream raw materials:

6-chloro-3-chloromethyl-3H-oxazolo[4,5-b]pyridin-2-one

Ammoniumsalz des O,O'-Dimethyl-thiophosphats

6-chlorooxazole[4,5-b]pyridine-2(3H)-one

6-chloro-3-hydroxymethyl-3H-oxazolo[4,5-b]pyridin-2-one

Refernces

• 1、 -. "A heterogeneous reaction". Paragraph 0138; 0140. . Retrieved 2017/02/24.