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CHEBI:7451 - naftifine

Default Structure
ChEBI IDCHEBI:7451
ChEBI Namenaftifine
Stars
DefinitionA tertiary amine in which the nitrogen is substituted by methyl, α-naphthylmethyl, and (1E)-cinnamyl groups. It is used (usually as its hydrochloride salt) for the treatment of fungal skin infections.
Last Modified22 February 2017
DownloadsMolfile
FormulaC21H21N
Net Charge0
Average Mass287.406
Monoisotopic Mass287.16740
SMILESCN(C/C=C/c1ccccc1)Cc1cccc2ccccc12
InChIInChI=1S/C21H21N/c1-22(16-8-11-18-9-3-2-4-10-18)17-20-14-7-13-19-12-5-6-15-21(19)20/h2-15H,16-17H2,1H3/b11-8+
InChIKeyOZGNYLLQHRPOBR-DHZHZOJOSA-N
Wikipedia
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Roles:
sterol biosynthesis inhibitor  Any compound that inhibits the biosynthesis of any sterol.
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).
antifungal drug  Any antifungal agent used to prevent or treat fungal infections in humans or animals.
Application:
antifungal drug  Any antifungal agent used to prevent or treat fungal infections in humans or animals.
ChEBI Ontology
Outgoing Relation(s)
naftifine (CHEBI:7451) has role EC 1.14.13.132 (squalene monooxygenase) inhibitor (CHEBI:59285)
naftifine (CHEBI:7451) has role sterol biosynthesis inhibitor (CHEBI:83317)
naftifine (CHEBI:7451) is a allylamine antifungal drug (CHEBI:87127)
naftifine (CHEBI:7451) is a naphthalenes (CHEBI:25477)
naftifine (CHEBI:7451) is a tertiary amine (CHEBI:32876)
IUPAC Name 
(2E)-N-methyl-N-(1-naphthylmethyl)-3-phenylprop-2-en-1-amine
INNs  Source
naftifinaWHO MedNet
naftifineWHO MedNet
naftifineKEGG DRUG
naftifinumWHO MedNet
Synonyms  Source
(E)-N-cinnamyl-N-methyl-1-naphthalenemethylamineChemIDplus
trans-N-cinnamyl-N-methyl-(1-naphthylmethyl)amineChEBI
naftifinChemIDplus
Manual XrefsDatabases
1872DrugCentral
BE853976Patent
C08071KEGG COMPOUND
D08245KEGG DRUG
DB00735DrugBank
HMDB0014873HMDB
NaftifineWikipedia
US4282251Patent
Registry NumbersSources
Reaxys:2983617Reaxys
CAS:65472-88-0KEGG COMPOUND
CAS:65472-88-0ChemIDplus
Citations