Title: Liranaftate
CAS Registry Number: 88678-31-3
CAS Name: (6-Methoxy-2-pyridinyl)methylcarbamothioic acid
O-(5,6,7,8-tetrahydro-2-naphthalenyl) ester
Synonyms: O-5,6,7,8-tetrahydro-2-naphthyl
N-(6-methoxy-2-pyridyl)-
N-methylthiocarbamate; piritetrate
Manufacturers' Codes: M-732
Trademarks: Zefnart (Tosoh)
Molecular Formula: C18H20N2O2S
Molecular Weight: 328.43
Percent Composition: C 65.83%, H 6.14%, N 8.53%, O 9.74%, S 9.76%
Literature References: Squalene epoxidase inhibitor. Prepn:
BE 897021; T. Takematsu
et al., US 4554012 (1983, 1985 both to Toyo Soda Manufacturing Co., Ltd.). Mode of action study: T. Morita
et al., J. Med. Vet. Mycol. 27, 17 (1989). Antifungal spectrum: K. Iwata
et al., Antimicrob. Agents Chemother. 33, 2118 (1989). Physicochemical properties and stability: H. Awano
et al., Iyakuhin Kenkyu 23, 558 (1992).
Properties: White crystalline powder, mp 98.5-99.5°. Soly (ml/g): acetone 10; chloroform 2; dehydrated ethanol 152; dichloromethane 2; ether 21; hexane 233; methanol 175; water >10000. Soly (mg/l): 0.10 (distilled water); 0.07 (buffer pH 1); 0.08 (buffer pH 4); 0.07 (buffer pH 7); 0.08 (buffer pH 11). Sol in benzene, dimethyl sulfoxide,
N,N-dimethylformamide.
Melting point: mp 98.5-99.5°
Therap-Cat: Antifungal.
Keywords: Antifungal (Synthetic); Thiocarbamates.