Naftifine
Title: Naftifine
CAS Registry Number: 65472-88-0
CAS Name: (E)-N-Methyl-N-(3-phenyl-2-propenyl)-1-naphthalenemethanamine
Additional Names: (E)-N-cinnamyl-N-methyl-1-naphthalenemethylamine; N-methyl-N-(1-naphthylmethyl)-3-phenylpropen-1-amine; naftifungin
Molecular Formula: C21H21N
Molecular Weight: 287.40
Percent Composition: C 87.76%, H 7.36%, N 4.87%
Literature References: Antimycotic allylamine. Prepn: D. Berney, BE 853976; idem, US 4282251 (1977, 1981 both to Sandoz); A. Blade Fond, E. Mendoza-Villela, ES 504432 (1982 to Lab. Frumtost-Prem S.A.), C.A. 99, 38173r (1983); H. Loibner et al., Tetrahedron Lett. 25, 2535 (1984). In vitro activity against dermatophytes and Candida spp: A. Georgopoulos et al., Antimicrob. Agents Chemother. 19, 386 (1981). Morphological changes induced in Trichophyton mentagrophytes: J. C. Meingassner et al., J. Invest. Dermatol. 77, 444 (1981). Specific inhibitor of squalene epoxidase, a key enzyme in fungal ergosterol biosynthesis: F. Paltauf et al., Biochim. Biophys. Acta 712, 268 (1982); N. S. Ryder, Antimicrob. Agents Chemother. 25, 483 (1984). HPLC determn in human plasma and urine: F. Schatz, H. Haberl, Arzneim.-Forsch. 36, 1850 (1986). Clinical trials in dermatophytosis: U. Ganzinger et al., Clin. Trials J. 19, 342 (1982).
Properties: Colorless, viscous oil, bp0.015 torr 162-167°.
Boiling point: bp0.015 torr 162-167°
 
Derivative Type: Hydrochloride
CAS Registry Number: 65473-14-5
Manufacturers' Codes: AW-105-843; SN-105-843
Trademarks: Exoderil (Rentschler); Naftin (Allergan); Suadian (Schering AG)
Molecular Formula: C21H21N.HCl
Molecular Weight: 323.86
Percent Composition: C 77.88%, H 6.85%, N 4.32%, Cl 10.95%
Properties: mp 177° (from propanol).
Melting point: mp 177° (from propanol)
 
Therap-Cat: Antifungal (topical).
Keywords: Antifungal (Synthetic); Allylamines.

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