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CHEBI:3238 - butenafine

ChEBI IDCHEBI:3238
ChEBI Namebutenafine
Stars
DefinitionTrimethylamine in which hydrogen atoms attached to different methyl groups are substituted by 1-naphthyl and 4-tert-butylphenyl groups. It is an inhibitor of squalene epoxidase, an enzyme responsible for the creation of sterols needed in fungal cell membranes, and is used as its hydrochloride salt for treatment of dermatological fungal infections.
Secondary ChEBI IDCHEBI:205442
Last Modified22 February 2017
DownloadsMolfile
FormulaC23H27N
Net Charge0
Average Mass317.476
Monoisotopic Mass317.21435
SMILESCN(Cc1ccc(C(C)(C)C)cc1)Cc1cccc2ccccc12
InChIInChI=1S/C23H27N/c1-23(2,3)21-14-12-18(13-15-21)16-24(4)17-20-10-7-9-19-8-5-6-11-22(19)20/h5-15H,16-17H2,1-4H3
InChIKeyABJKWBDEJIDSJZ-UHFFFAOYSA-N
Wikipedia
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Roles:
antifungal drug  Any antifungal agent used to prevent or treat fungal infections in humans or animals.
EC 1.14.13.132 (squalene monooxygenase) inhibitor  An EC 1.14.13.* (oxidoreductase acting on paired donors, incorporating 1 atom of oxygen, with NADH or NADPH as one donor) inhibitor that interferes with the action of squalene monooxygenase (EC 1.14.13.132).
Application:
antifungal drug  Any antifungal agent used to prevent or treat fungal infections in humans or animals.
ChEBI Ontology
Outgoing Relation(s)
butenafine (CHEBI:3238) has role antifungal drug (CHEBI:86327)
butenafine (CHEBI:3238) has role EC 1.14.13.132 (squalene monooxygenase) inhibitor (CHEBI:59285)
butenafine (CHEBI:3238) is a naphthalenes (CHEBI:25477)
butenafine (CHEBI:3238) is a tertiary amine (CHEBI:32876)
Incoming Relation(s)
butenafine hydrochloride (CHEBI:31325) has part butenafine (CHEBI:3238)
IUPAC Name 
1-(4-tert-butylphenyl)-N-methyl-N-(naphthalen-1-ylmethyl)methanamine
INNs  Source
butenafineChemIDplus
butenafinumChemIDplus
Synonyms  Source
ButenafineKEGG COMPOUND
(4-tert-Butyl-benzyl)-methyl-naphthalen-1-ylmethyl-amineChEMBL
(4-tert-butylphenyl)-N-methyl-N-(naphthalen-1-ylmethyl)methanamineChEMBL
butenafinaChemIDplus
N-(p-tert-butylbenzyl)-N-methyl-1-naphthalenemethylamineChemIDplus
4-tert-butylbenzyl(methyl)(1-naphthalenemethyl)amineChEBI
Manual XrefsDatabases
C08067KEGG COMPOUND
D07596KEGG DRUG
DB01091DrugBank
EP164697Patent
US5021458Patent
ButenafineWikipedia
LSM-5956LINCS
444DrugCentral
Registry NumbersSources
Beilstein:6334654Beilstein
CAS:101828-21-1KEGG COMPOUND
Citations