5160. Isoconazole

Nomenclature

CAS number: 27523-40-6
1-[2-(2,4-Dichlorophenyl)-2-[(2,6-dichlorophenyl)methoxy]ethyl]-1H-imidazole; 1-[2,4-dichloro-β-[(2,6-dichlorobenzyl)oxy]phenethyl]imidazole.
C18H14Cl4N2O; mol wt 416.13.
C 51.95%, H 3.39%, Cl 34.08%, N 6.73%, O 3.84%.

Description and references

Prepn: E. F. Godefroi et al., J. Med. Chem. 12, 784 (1969); eidem, DE 1940388; eidem, US 3717655 and US 3839574 (1970, 1973, 1974 all to Janssen). In vitro activity: H. J. Kessler, Arzneim.-Forsch. 29, 1344 (1979). Animal study: H. J. Kessler et al., ibid. 1352. Antimicrobial activity in humans: H. Wendt, H. J. Kessler, ibid. 846. Bioavailability: U. Tuber, M. Rzadkiewicz, Mykosen 22, 201 (1979).

Chemical structure

Derivative

Nitrate.

Nomenclature

CAS number: 24168-96-5
R-15454; Fazol (Schering); Gyno-Travogen (Schering AG); Travogen (Schering AG); Travogyn (Keymer).
C18H14Cl4N2O.HNO3; mol wt 479.14.
C 45.12%, H 3.16%, Cl 29.60%, N 8.77%, O 13.36%.

Properties

Solid, mp 182-183°.

Therapeutic Category

Antibacterial; antifungal.

Keywords

Antifungal (Synthetic); Imidazoles