CHEBI:3238 - butenafine

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ChEBI Name butenafine
ChEBI ID CHEBI:3238
Definition Trimethylamine 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.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:205442
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Formulae C23H27N
C23H27N
Net Charge 0
Average Mass 317.46720
Monoisotopic Mass 317.214
InChI InChI=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
InChIKey ABJKWBDEJIDSJZ-UHFFFAOYSA-N
SMILES CN(Cc1ccc(cc1)C(C)(C)C)Cc1cccc2ccccc12
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Biological Role(s): 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(s): antifungal drug
Any antifungal agent used to prevent or treat fungal infections in humans or animals.
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ChEBI Ontology
Outgoing 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 butenafine hydrochloride (CHEBI:31325) has part butenafine (CHEBI:3238)
IUPAC Name
1-(4-tert-butylphenyl)-N-methyl-N-(naphthalen-1-ylmethyl)methanamine
INNs Sources
butenafine ChemIDplus
butenafinum ChemIDplus
Synonyms Sources
(4-tert-Butyl-benzyl)-methyl-naphthalen-1-ylmethyl-amine ChEMBL
(4-tert-butylphenyl)-N-methyl-N-(naphthalen-1-ylmethyl)methanamine ChEMBL
4-tert-butylbenzyl(methyl)(1-naphthalenemethyl)amine ChEBI
butenafina ChemIDplus
Butenafine KEGG COMPOUND
N-(p-tert-butylbenzyl)-N-methyl-1-naphthalenemethylamine ChemIDplus
Manual Xrefs Databases
444 DrugCentral
Butenafine Wikipedia
C08067 KEGG COMPOUND
D07596 KEGG DRUG
DB01091 DrugBank
EP164697 Patent
LSM-5956 LINCS
US5021458 Patent
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Registry Numbers Types Sources
101828-21-1 CAS Registry Number KEGG COMPOUND
6334654 Beilstein Registry Number Beilstein
Citations Waiting for Citations Types Sources
17371821 PubMed citation ChEMBL
8340915 PubMed citation ChEMBL
Last Modified
22 February 2017