1518. Butenafine

Nomenclature

CAS number: 101828-21-1
N-[[4-(1,1-Dimethylethyl)phenyl]methyl]-N-methyl-1-naphthalenemethanamine; N-(p-tert-butylbenzyl)-N-methyl-1-naphthalenemethylamine.
C23H27N; mol wt 317.47.
C 87.01%, H 8.57%, N 4.41%.

Description and references

Benzylamine antifungal; squalene epoxidase inhibitor. Prepn: T. Maeda et al., EP 164697; eidem, US 5021458 (1985, 1991 both to Kaken). Antifungal activity in vivo: T. Arika et al., Antimicrob. Agents Chemother. 34, 2250 (1990). Review of antifungal activity, mechanism of action, and clinical trials: R. Fukushiro et al., in Recent Progress in Antifungal Chemotherapy, H. Yamaguchi et al., Eds. (Dekker, New York, 1992) pp. 147-157. Clinical trial in treatment of athlete's foot: T. A. Syed et al., Clin. Drug Invest. 9, 393 (2000).

Chemical structure

Derivative

Hydrochloride.

Nomenclature

CAS number: 101827-46-7
KP-363; Mentax (Kaken).
C23H27N.HCl; mol wt 353.93.
C 78.05%, H 7.97%, N 3.96%, Cl 10.02%.

Properties

Crystals from acetone + ethanol, mp 211-213°. Easily sol in methanol, ethanol, dichloromethane, chloroform. Slightly sol in water.

Therapeutic Category

Antifungal.

Keywords

Antifungal (Synthetic); Allylamines