4215. Flutrimazole

Nomenclature

CAS number: 119006-77-8
1-[(2-Fluorophenyl)(4-fluorophenyl)phenylmethyl]-1H-imidazole; 1-[o-fluoro-α-(p-fluorophenyl)-α-phenylbenzyl]imidazole; UR-4056; Micetal (Uriach).
C22H16F2N2; mol wt 346.37.
C 76.29%, H 4.66%, F 10.97%, N 8.09%.

Description and references

Prepn: J. Bartroli, M. Anguita, EP 352352; eidem, US 5149707 (1990, 1992 both to Uriach). Series of articles on synthesis, antifungal activity, pharmacokinetics: Arzneim.-Forsch. 42, 832-863 (1992). Toxicity study: M. L. Vericat et al., ibid. 841. Clinical trial in dermatomycoses: O. Binet et al., Mycoses 37, 455 (1994).

Chemical structure

Properties

Crystals from acetonitrile, mp 164-167°. Also reported as white solid, mp 161-163°. LD50 in male, female mice, male, female rats (mg/kg): >1000, >1000, 808, 1214 orally; >2000, >2000, 1079, 1446 i.p. (Vericat).

Therapeutic Category

Antifungal (topical).

Keywords

Antifungal (Synthetic); Imidazoles