CHEBI:8248 - pirimicarb

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ChEBI Name pirimicarb
ChEBI ID CHEBI:8248
Definition An aminopyrimidine that is N,N,4,5-tetramethylpyrimidin-2-amine substituted by a (dimethylcarbamoyl)oxy group at position 4.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C11H18N4O2
Net Charge 0
Average Mass 238.28638
Monoisotopic Mass 238.143
InChI InChI=1S/C11H18N4O2/c1-7-8(2)12-10(14(3)4)13-9(7)17-11(16)15(5)6/h1-6H3
InChIKey YFGYUFNIOHWBOB-UHFFFAOYSA-N
SMILES CN(C)C(=O)Oc1nc(nc(C)c1C)N(C)C
Roles Classification
Chemical Role(s): environmental contaminant
Any minor or unwanted substance introduced into the environment that can have undesired effects.
Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
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.
carbamate insecticide
Derivatives of carbamic acid with insecticidal properties of general formula ROC(=O)NR1R2, where ROH is an alcohol, oxime, or phenol and R1 is hydrogen or methyl. Like organophosphate insecticides, they are cholinesterase inhibitors, but carbamate insecticides differ in action from the organophosphates in that the inhibitory effect on cholinesterase is generally brief.
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): 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.
carbamate insecticide
Derivatives of carbamic acid with insecticidal properties of general formula ROC(=O)NR1R2, where ROH is an alcohol, oxime, or phenol and R1 is hydrogen or methyl. Like organophosphate insecticides, they are cholinesterase inhibitors, but carbamate insecticides differ in action from the organophosphates in that the inhibitory effect on cholinesterase is generally brief.
agrochemical
An agrochemical is a substance that is used in agriculture or horticulture.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing pirimicarb (CHEBI:8248) has functional parent dimethylcarbamic acid (CHEBI:38544)
pirimicarb (CHEBI:8248) has role agrochemical (CHEBI:33286)
pirimicarb (CHEBI:8248) has role carbamate insecticide (CHEBI:38461)
pirimicarb (CHEBI:8248) has role EC 3.1.1.7 (acetylcholinesterase) inhibitor (CHEBI:38462)
pirimicarb (CHEBI:8248) has role environmental contaminant (CHEBI:78298)
pirimicarb (CHEBI:8248) has role insecticide (CHEBI:24852)
pirimicarb (CHEBI:8248) has role xenobiotic (CHEBI:35703)
pirimicarb (CHEBI:8248) is a aminopyrimidine (CHEBI:38338)
pirimicarb (CHEBI:8248) is a carbamate ester (CHEBI:23003)
pirimicarb (CHEBI:8248) is a tertiary amino compound (CHEBI:50996)
IUPAC Name
2-(dimethylamino)-5,6-dimethylpyrimidin-4-yl dimethylcarbamate
Synonyms Sources
Dimethylcarbamic acid 2-(dimethylamino)-5,6-dimethyl-4-pyrimidinyl ester ChemIDplus
Pirimicarb KEGG COMPOUND
Manual Xrefs Databases
530 PPDB
C11079 KEGG COMPOUND
pirimicarb Alan Wood's Pesticides
Pirimicarb Wikipedia
View more database links
Registry Numbers Types Sources
23103-98-2 CAS Registry Number KEGG COMPOUND
23103-98-2 CAS Registry Number ChemIDplus
663442 Reaxys Registry Number Reaxys
663442 Beilstein Registry Number Beilstein
Citations Waiting for Citations Types Sources
17220085 PubMed citation Europe PMC
23598106 PubMed citation Europe PMC
23616278 PubMed citation Europe PMC
23992615 PubMed citation Europe PMC
Last Modified
03 November 2014
General Comment
2014-10-29 Stravs M, Schymanski E, Singer H, Department of Environmental Chemistry, Eawag