6552. Nimorazole

Nomenclature

CAS number: 6506-37-2
4-[2-(5-Nitro-1H-imidazol-1-yl)ethyl]morpholine; N-2-morpholinoethyl-5-nitroimidazole; 1-(2-N-morpholinylethyl)-5-nitroimidazole; nitrimidazine; K-1900; Esclama (Montedison); Naxofem (Farmitalia); Naxogin (Erba).
C9H14N4O3; mol wt 226.23.
C 47.78%, H 6.24%, N 24.77%, O 21.22%.

Description and references

Prepn: BE 667262; Giraldi, Mariotti, US 3399193 (1965, 1968 both to Carlo Erba); NL 6609552; NL 6609553; Gal and Carlson et al., US 3458528 and US 3646027 (1967, 1967, 1969, 1972, all to Merck & Co.). Synthesis and biological activity studies: Giraldi et al., Arzneim.-Forsch. 20, 52 (1970). Pharmacology and toxicology: de Carneri et al., Progr. Antimicrob. Anticancer Chemother., Proc. 6th Int. Congr. Chemother. vol. I, Tokyo, 1969 (Univ. of Tokyo Press, 1970, Tokyo) pp 149-154. Clinical results: Emanueli, de Carneri, ibid. vol. II, pp 369-372; Evans, Catterall, Br. Med. J. IV, 146 (1971). Metabolic studies: Giraldi, Biochem. Pharmacol. 20, 339 (1971). Acute toxicity data: B. Cavalleri et al., J. Med. Chem. 21, 781 (1978).

Chemical structure

Properties

Crystals from water, mp 110-111°. Slightly sol in water at room temp; sol in alcohols, acetone, chloroform. LD50 orally in mice: 1530 mg/kg (Cavalleri).

Therapeutic Category

Antiprotozoal (Trichomonas).

Keywords

Antiprotozoal (Trichomonas)