CHEBI:38539 - oxamyl

ChEBI IDCHEBI:38539
ChEBI Nameoxamyl
Stars
Last Modified9 September 2022
SubmitterMarcus Ennis
DownloadsMolfile
FormulaC7H13N3O3S
Net Charge0
Average Mass219.266
Monoisotopic Mass219.06776
SMILESCNC(=O)ON=C(SC)C(=O)N(C)C
InChIInChI=1S/C7H13N3O3S/c1-8-7(12)13-9-5(14-4)6(11)10(2)3/h1-4H3,(H,8,12)
InChIKeyKZAUOCCYDRDERY-UHFFFAOYSA-N
Roles Classification
Biological Roles:
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.
Applications:
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).
antinematodal drug  A substance used in the treatment or control of nematode infestations.
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.
ChEBI Ontology
Outgoing Relation(s)
oxamyl (CHEBI:38539) has functional parent methylcarbamic acid (CHEBI:45379)
oxamyl (CHEBI:38539) has role acaricide (CHEBI:22153)
oxamyl (CHEBI:38539) has role agrochemical (CHEBI:33286)
oxamyl (CHEBI:38539) has role antinematodal drug (CHEBI:35444)
oxamyl (CHEBI:38539) has role carbamate insecticide (CHEBI:38461)
oxamyl (CHEBI:38539) has role EC 3.1.1.7 (acetylcholinesterase) inhibitor (CHEBI:38462)
oxamyl (CHEBI:38539) is a carbamate ester (CHEBI:23003)
IUPAC Name 
methyl 2-(dimethylamino)-N-(methylcarbamoyloxy)-2-oxoethanimidothioate
Synonyms  Source
2-(Dimethylamino)-N-(((methylamino)carbonyl)oxy)-2-oxoethanimidothioic acid methyl esterChemIDplus
S-Methyl 1-(dimethylcarbamoyl)-N-((methylcarbamoyl)oxy)thioformimidateChemIDplus
S-Methyl N',N'-dimethyl-N-(methylcarbamoyloxy)-1-thio-oxamimidateChemIDplus
DioxamylChemIDplus
2-Dimethylamino-1-(methylthio)glyoxal O-methylcarbamoylmonoximeNIST Chemistry WebBook
N,N-Dimethyl-α-methylcarbamoyloxyimino-α-(methylthio)acetamideNIST Chemistry WebBook
UniProt Name  Source
oxamylUniProt
Manual XrefsDatabases
C18419KEGG COMPOUND
498PPDB
Registry NumbersSources
Beilstein:2050910Beilstein
CAS:23135-22-0ChemIDplus
CAS:23135-22-0NIST Chemistry WebBook
CAS:23135-22-0KEGG COMPOUND