CHEBI:2953 - azinphos-methyl

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ChEBI Name azinphos-methyl
Definition A member of the class of benzotriazines that is 1,2,3-benzotriazine substituted by an oxo group at position 4 and a [(dimethoxyphosphorothioyl)sulfanyl]methyl group at position 3.
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Formula C10H12N3O3PS2
Net Charge 0
Average Mass 317.32646
Monoisotopic Mass 317.00577
InChI InChI=1S/C10H12N3O3PS2/c1-15-17(18,16-2)19-7-13-10(14)8-5-3-4-6-9(8)11-12-13/h3-6H,7H2,1-2H3
SMILES COP(=S)(OC)SCn1nnc2ccccc2c1=O
Roles Classification
Biological Role(s): EC (acetylcholinesterase) inhibitor
An EC 3.1.1.* (carboxylic ester hydrolase) inhibitor that interferes with the action of enzyme acetylcholinesterase (EC, which helps breaking down of acetylcholine into choline and acetic acid.
EC (cholinesterase) inhibitor
An EC 3.1.1.* (carboxylic ester hydrolase) inhibitor that interferes with the action of cholinesterase (EC
Application(s): agrochemical
An agrochemical is a substance that is used in agriculture or horticulture.
Strictly, a substance intended to kill members of the class Insecta. In common usage, any substance used for preventing, destroying, repelling or controlling insects.
(via organophosphorus insecticide )
Strictly, a substance intended to kill pests. In common usage, any substance used for controlling, preventing, or destroying animal, microbiological or plant pests.
(via organophosphorus pesticide )
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ChEBI Ontology
Outgoing azinphos-methyl (CHEBI:2953) has parent hydride 1,2,3-benzotriazine (CHEBI:38586)
azinphos-methyl (CHEBI:2953) has role agrochemical (CHEBI:33286)
azinphos-methyl (CHEBI:2953) has role EC (acetylcholinesterase) inhibitor (CHEBI:38462)
azinphos-methyl (CHEBI:2953) has role EC (cholinesterase) inhibitor (CHEBI:37733)
azinphos-methyl (CHEBI:2953) is a benzotriazines (CHEBI:51361)
azinphos-methyl (CHEBI:2953) is a organic thiophosphate (CHEBI:37512)
azinphos-methyl (CHEBI:2953) is a organothiophosphate insecticide (CHEBI:25715)
O,O-dimethyl S-[(4-oxo-1,2,3-benzotriazin-3(4H)-yl)methyl] phosphorodithioate
Synonyms Sources
3-(mercaptomethyl)-1,2,3-benzotriazin-4(3H)-one, O,O-dimethyl phosphorodithioate ChemIDplus
Azinphos methyl KEGG COMPOUND
Azinphos methyl KEGG COMPOUND
Azinphosmethyl ChemIDplus
Guthion ChemIDplus
O,O-Dimethyl S-(3,4-dihydro-4-keto-1,2,3-benzotriazinyl-3-methyl) dithiophosphate ChemIDplus
O,O-dimethyl S-[(4-oxo-1,2,3-benzotriazin-3(4H)-yl)methyl] dithiophosphate IUPAC
Phosphorodithioic acid, O,O-dimethyl S-((4-oxo-1,2,3-benzotriazin-3(4H)-yl)methyl) ester ChemIDplus
Manual Xrefs Databases
Azinphos-methyl Wikipedia
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Registry Numbers Types Sources
280476 Beilstein Registry Number Beilstein
280476 Reaxys Registry Number Reaxys
86-50-0 CAS Registry Number ChemIDplus
86-50-0 CAS Registry Number NIST Chemistry WebBook
Citations Waiting for Citations Types Sources
17097717 PubMed citation Europe PMC
24177216 PubMed citation Europe PMC
Last Modified
25 February 2016