Nitazoxanide
Title: Nitazoxanide
CAS Registry Number: 55981-09-4
CAS Name: 2-(Acetyloxy)-N-(5-nitro-2-thiazolyl)benzamide
Additional Names: N-(5-nitro-2-thiazolyl)salicylamide acetate (ester); 2-(2¢-acetoxy)benzamido-5-nitrothiazole
Manufacturers' Codes: PH-5776
Trademarks: Alinia (Romark); Cryptaz (Romark)
Molecular Formula: C12H9N3O5S
Molecular Weight: 307.28
Percent Composition: C 46.90%, H 2.95%, N 13.67%, O 26.03%, S 10.44%
Literature References: Broad spectrum antiparasitic agent; inhibits pyruvate ferredoxin oxidoreductase. Prepn: J. F. Rossignol, R. Cavier, DE 2438037; eidem, US 3950351 (1975, 1976 both to S.P.R.L. Phavic); and antiparasitic activity: R. Cavier et al., Eur. J. Med. Chem. - Chim. Ther. 13, 539 (1978). Antibacterial spectrum in vitro: L Dubreuil et al., Antimicrob. Agents Chemother. 40, 2266 (1996). Toxicology: J. R. Murphy, J.-C. Friedmann, J. Appl. Toxicol. 5, 49 (1985). Clinical pharmacokinetics: A. Stockis et al., Int. J. Clin. Pharmacol. Ther. 34, 349 (1996). Clinical trial in intestinal protozoan and helminthic infections: H. Abaza et al., Curr. Ther. Res. 59, 116 (1998). Review of mechanism of action and clinical experience: H. M. Gilles, P. S. Hoffman, Trends Parasitol. 18, 95-97 (2002).
Properties: Light yellow crystalline powder. Crystals from methanol, mp 202°. Poorly sol in ethanol. Practically insol in water. LD50 orally in male, female mice: 1350, 1380 mg/kg; in rats: >10 g/kg (Murphy, Friedmann).
Melting point: mp 202°
Toxicity data: LD50 orally in male, female mice: 1350, 1380 mg/kg; in rats: >10 g/kg (Murphy, Friedmann)
Therap-Cat: Anthelmintic (cestodes); antiprotozoal (Cryptosporidium).
Keywords: Anthelmintic (Cestodes); Antiprotozoal (Cryptosporidium).

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