Title: Ornidazole
CAS Registry Number: 16773-42-5
CAS Name: a-(Chloromethyl)-2-methyl-5-nitro-1
H-imidazole-1-ethanol
Synonyms: 1-(3-chloro-2-hydroxypropyl)-2-methyl-5-nitroimidazole
Manufacturers' Codes: Ro-7-0207
Trademarks: Madelen (Finadiet); Ornidal (Selvi); Tiberal (Roche)
Molecular Formula: C7H10ClN3O3
Molecular Weight: 219.63
Percent Composition: C 38.28%, H 4.59%, Cl 16.14%, N 19.13%, O 21.85%
Literature References: Prepn:
NL 6606853; M. Hoffer,
US 3435049 and
US 3493582 (1966, 1969 and 1970, all to Hoffmann-La Roche). Activity studies: E. Grunberg
et al., Proc. Soc. Exp. Biol. Med. 133, 490 (1970). Synthesis and antiprotozoal activity: M. Hoffer, E. Grunberg,
J. Med. Chem. 17, 1019 (1974). Pharmacokinetics: D. E. Schwartz, F. Jeunet,
Chemotherapy 22, 19 (1976).
Properties: Crystals from toluene, mp 77-78°. uv max (2-propanol): 288, 312 nm (e 3720, 9150). pKa: 2.4 ± 0.1. LD50 in rats, mice (mg/kg): 1780, 1420 orally (Grunberg). Also reported as LD50 in mice (mg/kg): >2000 orally, >2000 i.p. (Hoffer, Grunberg).
Melting point: mp 77-78°
pKa: pKa: 2.4 ± 0.1
Absorption maximum: uv max (2-propanol): 288, 312 nm (e 3720, 9150)
Toxicity data: LD50 in rats, mice (mg/kg): 1780, 1420 orally (Grunberg); LD50 in mice (mg/kg): >2000 orally, >2000 i.p. (Hoffer, Grunberg)
Therap-Cat: Anti-infective.
Keywords: Antiseptic/Disinfectant.