9452. Tioconazole

Nomenclature

CAS number: 65899-73-2
1-[2-[(2-Chloro-3-thienyl)methoxy]-2-(2,4-dichlorophenyl)ethyl]-1H-imidazole; 1-[2,4-dichloro-β-[(2-chloro-3-thenyl)oxy]phenethyl]imidazole; UK-20349; Fungibacid (Asche); Gyno-Trosyd (Pfizer); Trosyd (Pfizer); Trosyl (Pfizer); Vagistat (BMS); Zoniden (Irbi).
C16H13Cl3N2OS; mol wt 387.71.
C 49.57%, H 3.38%, Cl 27.43%, N 7.23%, O 4.13%, S 8.27%.

Description and references

Antimycotic imidazole derivative. Prepn: G. E. Gymer, BE 841309; idem, US 4062966 (1976, 1977 both to Pfizer). Antifungal spectrum: S. Jevons, Antimicrob. Agents Chemother. 15, 597 (1979); F. C. Odds, J. Antimicrob. Chemother. 6, 749 (1980). Pharmacology: M. S. Marriott et al., Dermatologica 166, Suppl. 1, 1 (l983). Clinical trial in dermatomycosis: Y. M. Clayton et al., Clin. Exp. Dermatol. 7, 543 (1982). Series of articles on pharmacology and clinical efficacy in gynecological use: Gynak. Rundsch. 23, Suppl. 1, 1-60 (l983).

Chemical structure

Derivative

Hydrochloride.
C16H13Cl3N2OS.HCl; mol wt 424.17.
C 45.31%, H 3.33%, Cl 33.43%, N 6.60%, O 3.77%, S 7.56%.

Properties

Crystals, mp 168-170°.

Therapeutic Category

Antifungal (topical).

Keywords

Antifungal (Synthetic); Imidazoles