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CHEBI:2953 - azinphos-methyl

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ChEBI Name azinphos-methyl
ChEBI ID CHEBI:2953
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.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C10H12N3O3PS2
Net Charge 0
Average Mass 317.32646
Monoisotopic Mass 317.006
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
InChIKey CJJOSEISRRTUQB-UHFFFAOYSA-N
SMILES COP(=S)(OC)SCn1nnc2ccccc2c1=O
Roles Classification
Biological Role(s): EC 3.1.1.7 (acetylcholinesterase) inhibitor
An EC 3.1.1.* (carboxylic ester hydrolase) inhibitor that interferes with the action of enzyme acetylcholinesterase (EC 3.1.1.7), which helps breaking down of acetylcholine into choline and acetic acid.
EC 3.1.1.8 (cholinesterase) inhibitor
An EC 3.1.1.* (carboxylic ester hydrolase) inhibitor that interferes with the action of cholinesterase (EC 3.1.1.8).
Application(s): agrochemical
An agrochemical is a substance that is used in agriculture or horticulture.
insecticide
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 )
pesticide
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 )
View more via ChEBI Ontology
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 3.1.1.7 (acetylcholinesterase) inhibitor (CHEBI:38462)
azinphos-methyl (CHEBI:2953) has role EC 3.1.1.8 (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)
IUPAC Name
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
Database Links Databases
Azinphos-methyl Wikipedia
C11018 KEGG COMPOUND
LSM-20980 LINCS
View more database links
Registry Numbers Types Sources
280476 Reaxys Registry Number Reaxys
280476 Beilstein Registry Number Beilstein
86-50-0 CAS Registry Number NIST Chemistry WebBook
86-50-0 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
17097717 PubMed citation Europe PMC
24177216 PubMed citation Europe PMC
Last Modified
25 February 2016