methyl(naphthalen-1-ylmethyl)(3-phenylprop-2-en-1-yl)amine

• ChemBase ID: 616
• Molecular Formular: C21H21N
• Molecular Mass: 287.39814
• Monoisotopic Mass: 287.16739968
• SMILES: N(Cc1c2c(ccc1)cccc2)(CC=Cc1ccccc1)C
• Canonical SMILES: CN(Cc1cccc2c1cccc2)CC=Cc1ccccc1
• InChI: InChI=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
• InChIKey: OZGNYLLQHRPOBR-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl(naphthalen-1-ylmethyl)(3-phenylprop-2-en-1-yl)amine
• IUPAC Traditional name: naftifine
• Brand Name: Naftifine HCl; Naftin
• Synonyms: Naftifine

Database IDs

• CAS Number: 65472-88-0
• PubChem SID: 160964079; 46504777
• PubChem CID: 47641; 73342

CALCULATED PROPERTIES

JChem

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 2.0022733
• LogD (pH = 7.4): 3.5597782
• Log P: 5.238508
• Molar Refractivity: 95.9821 cm^3
• Polarizability: 38.28094 Å^3
• Polar Surface Area: 3.24 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 4.96
• LOG S: -6.1
• Solubility (Water): 2.29e-04 g/l

PROPERTIES

Physical Property

• Hydrophobicity(logP): 5.4

DETAILS

DrugBank - DB00735

• Drug Groups: approved
• Description: Naftifine is a synthetic, broad spectrum, antifungal agent and allylamine derivative for the topical treatment of tinea pedis, tinea cruris, and tinea corporis caused by the organisms Trichophyton rubrum, Trichophyton mentagrophytes, Trichophyton tonsurans and Epidermophyton floccosum.
• Indication: For the topical treatment of tinea pedis, tinea cruris, and tinea corporis caused by the organisms Trichophyton rubrum, Trichophyton mentagrophytes, Trichophyton tonsurans and Epidermophyton floccosum.
• Pharmacology: Naftifine is a synthetic, broad spectrum, antifungal agent and allylamine derivative. The following in vitro data are available, but their clinical significance is unknown. Naftifine has been shown to exhibit fungicidal activity in vitro against a broad spectrum of organisms including Trichophyton rubrum, Trichophyton mentagrophytes, Trichophyton tonsurans, Epidermophyton floccosum, and Microsporum canis, Microsporum audouini, and Microsporum gypseum; and fungistatic activity against Candida species including Candida albicans. However it is only used to treat the organisms listed in the indications.
• Affected Organisms: Yeast and other fungi
• Absorption: Following single topical applications of 3H-labeled naftifine gel 1% to the skin of healthy subjects, up to 4.2% of the applied dose was absorbed.
• Half Life: Approximately 2 to 3 days following topical administration.
• Elimination: Naftifine and/or its metabolites are excreted via the urine and feces with a half-life of approximately two to three days.
• External Links: Wikipedia; RxList; Drugs.com