CHEBI:31439 - crotamiton

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ChEBI Name crotamiton
ChEBI ID CHEBI:31439
Definition An enamide resulting from the formal condensation of crotonic acid with N-ethyl-2-methylaniline. A colourless or pale yellow oily liquid, it is used in the treatment of pruritus (itching) by producing a counter-irritation: as it evaporates from the skin, it produces a cooling effect that diverts attention away from the itching. It has also been used as an acaricide in the treatment of scabies, though more effective drugs are usually preferred.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C13H17NO
Net Charge 0
Average Mass 203.28020
Monoisotopic Mass 203.131
InChI InChI=1S/C13H17NO/c1-4-8-13(15)14(5-2)12-10-7-6-9-11(12)3/h4,6-10H,5H2,1-3H3
InChIKey DNTGGZPQPQTDQF-UHFFFAOYSA-N
SMILES CCN(C(=O)C=CC)c1ccccc1C
Roles Classification
Application(s): scabicide
An acaricide that kills mites of the genus Sarcoptes.
antipruritic drug
A drug, usually applied topically, that relieves pruritus (itching).
View more via ChEBI Ontology
ChEBI Ontology
Outgoing crotamiton (CHEBI:31439) has role antipruritic drug (CHEBI:59683)
crotamiton (CHEBI:31439) has role scabicide (CHEBI:73333)
crotamiton (CHEBI:31439) is a enamide (CHEBI:51751)
crotamiton (CHEBI:31439) is a tertiary carboxamide (CHEBI:140326)
IUPAC Name
N-ethyl-N-(2-methylphenyl)but-2-enamide
INNs Sources
crotamiton ChemIDplus
crotamitonum ChemIDplus
Synonyms Sources
crotalgin DrugBank
crotamitone DrugBank
crotonyl-N-ethyl-o-toluidine ChemIDplus
N-ethyl-o-crotonotoluidide ChemIDplus
Manual Xrefs Databases
744 DrugCentral
D01381 KEGG DRUG
DB00265 DrugBank
GB615137 Patent
LSM-3274 LINCS
View more database links
Registry Numbers Types Sources
3275497 Beilstein Registry Number Beilstein
483-63-6 CAS Registry Number NIST Chemistry WebBook
483-63-6 CAS Registry Number ChemIDplus
483-63-6 CAS Registry Number KEGG DRUG
Last Modified
07 March 2018