6937. Oxiconazole Nitrate

Nomenclature

CAS number: 64211-46-7
(Z)-1-(2,4-Dichlorophenyl)-2-(1H-imidazol-1-yl)ethanone O-[(2,4-dichlorophenyl)methyl]oxime mononitrate; 2′,4′-dichloro-2-(imidazol-1-yl)acetophenone O-(2,4-dichlorobenzyl)oxime nitrate; Sgd-301-76; Ro-13-8996; Gyno-Myfungar (Klinge); Myfungar (Wyeth); Oceral (Roche); Oxistat (GSK).
C18H14Cl4N4O4; mol wt 492.14.
C 43.93%, H 2.87%, Cl 28.82%, N 11.38%, O 13.00%.

Description and references

Broad spectrum topical antimycotic agent. Prepn: G. Mixich et al., DE 2657578; eidem, US 4124767 (1977, 1978 both to Siegfried). Stereospecific synthesis of (E)-, (Z)-isomers, 1H NMR study: G. Mixich, K. Thiele, Arzneim.-Forsch. 29, 1510 (1979). GLC determn in plasma: M. Zell, L. Herzfeld, J. Chromatogr. 229, 111 (1982). In vitro and in vivo antifungal activity: A. Polak, Arzneim.-Forsch. 32, 17 (1982). Study of skin, nail penetration: G. Stueltgen, E. Bauer, Mykosen 25, 74 (1982). Comparison of antifungal imidazoles: W. H. Beggs, IRCS Med. Sci. 11, 677 (1983).

Chemical structure

Properties

Crystals from ethanol, mp 137-138°.

Therapeutic Category

Antifungal.

Keywords

Antifungal (Synthetic); Imidazoles