[(4-tert-butylphenyl)methyl](methyl)(naphthalen-1-ylmethyl)amine hydrochloride

• ChemBase ID: 154606
• Molecular Formular: C23H28ClN
• Molecular Mass: 353.92812
• Monoisotopic Mass: 353.19102758
• SMILES: CC(C)(C)c1ccc(cc1)CN(C)Cc1cccc2c1cccc2.Cl
• Canonical SMILES: CN(Cc1cccc2c1cccc2)Cc1ccc(cc1)C(C)(C)C.Cl
• InChI: InChI=1S/C23H27N.ClH/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;1H
• InChIKey: LJBSAUIFGPSHCN-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(4-tert-butylphenyl)methyl](methyl)(naphthalen-1-ylmethyl)amine hydrochloride
• IUPAC Traditional name: butenafine hydrochloride
• Synonyms: Scorba; Butenafine Hydrochloride; N-(p-tert-butylbenzyl)-N-methyl-1-naphthalenemethylamine hydrochloride; Butenafine hydrochloride; Mentax; N-[[4-(1,1-Dimethylethyl)phenyl]methyl]-N-methyl-1-naphthalenemethanamine hydrochloride; Butenafine hydrochloride; Butenafine HCl

Database IDs

• CAS Number: 101827-46-7
• MDL Number: MFCD00917064
• PubChem SID: 162248744
• PubChem CID: 443867

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 2.8725023
• LogD (pH = 7.4): 4.343121
• Log P: 6.173649
• Molar Refractivity: 104.3294 cm^3
• Polarizability: 42.022823 Å^3
• Polar Surface Area: 3.24 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMSO; DMSO: ≥10 mg/mL; Methanol
• Apperance: White Solid; white to off-white powder
• Melting Point: 208-210°C

Safety Information

• Storage Condition: Refrigerator, Under Inert Atmosphere
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: nwg
• Risk Statements: 21
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H312
• GHS Precautionary statements: P280
• Storage Temperature: room temp

Pharmacology Properties

• Target: Others

Product Information

• Purity: ≥98% (HPLC)
• Salt Data: HCl
• Empirical Formula (Hill Notation): C23H27N · HCl

DETAILS

Sigma Aldrich - B5188

Biochem/physiol Actions
Antifungal; squalene epoxidase inhibitor, inhibits the synthesis of ergosterol needed in fungal cell membranes.

Toronto Research Chemicals - B690195

An antifungal, used to control dermal fungal infections such as athletes foot and ring worm.

REFERENCES

• Kokjohn, K., et al.: Int. J. Dermatol., 42, 11 (2003)
• Sumikawa, M., et al.: J. Dermatol., 34, 456 (2003)