CHEBI:34682 - diazinon

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ChEBI Name diazinon
ChEBI ID CHEBI:34682
Definition A member of the class of pyrimidines that is pyrimidine carrying an isopropyl group at position 2, a methyl group at position 6 and a (diethoxyphosphorothioyl)oxy group at position 4.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C12H21N2O3PS
Net Charge 0
Average Mass 304.34658
InChI InChI=1S/C12H21N2O3PS/c1-6-15-18(19,16-7-2)17-11-8-10(5)13-12(14-11)9(3)4/h8-9H,6-7H2,1-5H3
InChIKey FHIVAFMUCKRCQO-UHFFFAOYSA-N
SMILES CCOP(=S)(OCC)Oc1cc(C)nc(n1)C(C)C
Roles Classification
Chemical Role(s): environmental contaminant
Any minor or unwanted substance introduced into the environment that can have undesired effects.
Biological Role(s): 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).
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.
xenobiotic
A xenobiotic (Greek, xenos "foreign"; bios "life") is a compound that is foreign to a living organism. Principal xenobiotics include: drugs, carcinogens and various compounds that have been introduced into the environment by artificial means.
Application(s): agrochemical
An agrochemical is a substance that is used in agriculture or horticulture.
acaricide
A substance used to destroy pests of the subclass Acari (mites and ticks).
nematicide
A substance used to destroy pests of the phylum Nematoda (roundworms).
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ChEBI Ontology
Outgoing diazinon (CHEBI:34682) has functional parent 2-isopropyl-6-methylpyrimidin-4-ol (CHEBI:38629)
diazinon (CHEBI:34682) has role acaricide (CHEBI:22153)
diazinon (CHEBI:34682) has role agrochemical (CHEBI:33286)
diazinon (CHEBI:34682) has role EC 3.1.1.7 (acetylcholinesterase) inhibitor (CHEBI:38462)
diazinon (CHEBI:34682) has role EC 3.1.1.8 (cholinesterase) inhibitor (CHEBI:37733)
diazinon (CHEBI:34682) has role environmental contaminant (CHEBI:78298)
diazinon (CHEBI:34682) has role nematicide (CHEBI:25491)
diazinon (CHEBI:34682) has role xenobiotic (CHEBI:35703)
diazinon (CHEBI:34682) is a organic thiophosphate (CHEBI:37512)
diazinon (CHEBI:34682) is a pyrimidines (CHEBI:39447)
IUPAC Name
O,O-diethyl O-[6-methyl-2-(propan-2-yl)pyrimidin-4-yl] phosphorothioate
Synonyms Sources
Diazinon KEGG COMPOUND
Dimpylate NIST Chemistry WebBook
O,O-Diethyl 2-isopropyl-4-methylpyrimidyl-6-thiophosphate ChemIDplus
O,O-Diethyl O-(2-isopropyl-4-methyl-6-pyrimidyl) thionophosphate ChemIDplus
O,O-Diethyl O-(2-isopropyl-6-methyl-4-pyrimidinyl) phosphorothioate ChemIDplus
O,O-diethyl O-[6-methyl-2-(1-methylethyl)pyrimidin-4-yl] thiophosphate IUPAC
Phosphorothioic acid, O,O-diethyl O-(6-methyl-2-(1-methylethyl)-4-pyrimidinyl) ester ChemIDplus
Database Links Databases
C14324 KEGG COMPOUND
CPD-8965 MetaCyc
D07856 KEGG DRUG
diazinon Alan Wood's Pesticides
Diazinon Wikipedia
HMDB32943 HMDB
View more database links
Registry Numbers Types Sources
273790 Beilstein Registry Number Beilstein
273790 Reaxys Registry Number Reaxys
333-41-5 CAS Registry Number KEGG COMPOUND
333-41-5 CAS Registry Number NIST Chemistry WebBook
333-41-5 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
14536034 PubMed citation CiteXplore
18819606 PubMed citation CiteXplore
Last Modified
04 November 2014
General Comment
2014-10-29 Stravs M, Schymanski E, Singer H, Department of Environmental Chemistry, Eawag