Ornidazole

Not to be confused with ronidazole.
Ornidazole
Clinical data
Trade names Xynor
AHFS/Drugs.com International Drug Names
Routes of
administration
Oral
ATC code G01AF06 (WHO) J01XD03 (WHO) P01AB03 (WHO) QP51AA03 (WHO)
Pharmacokinetic data
Metabolism Metabolized via the liver, excreted in the Urine and Feces
Excretion 85% of single oral dose is eliminated with 5 days - Urine (63%) and Feces (22%)
Identifiers
CAS Number 16773-42-5 YesY
PubChem (CID) 28061
ChemSpider 26102 YesY
UNII 62XCK0G93T YesY
KEGG D05274 YesY
ChEBI CHEBI:75176 N
ChEMBL CHEMBL1449676 N
ECHA InfoCard 100.037.099
Chemical and physical data
Formula C7H10ClN3O3
Molar mass 219.625 g/mol
3D model (Jmol) Interactive image
 NYesY (what is this?)  (verify)

Ornidazole is a drug that cures some protozoan infections. It has been investigated for use in Crohn's disease after bowel resection.[1]

Synthesis is a straightforward reaction between 2-methyl-nitroimidazole and epichlorohydrin under acid catalyst conditions.[2]

Mechanism Of Action & Susceptible Organisms

After passive absorption into bacterium cell, the nitro group of ornidazole is reduced to amine group by ferrodoxin type redox system. The formation of redox intermediate intracellular metabolites is believed to be the key component of microorganism killing for Ornidazole. The drug is active against anaerobic bacteria viz. Peptostreptococcus, Clostridium, B. fragilis, Prevotella, Porphyronomas, Fusobacterium and protozoa viz. E. histolytica, T. vaginalis, G. intestinalis etc.[3]

References

  1. Rutgeerts P, Van Assche G, Vermeire S, et al. (April 2005). "Ornidazole for prophylaxis of postoperative Crohn's disease recurrence: a randomized, double-blind, placebo-controlled trial". Gastroenterology. 128 (4): 856–61. doi:10.1053/j.gastro.2005.01.010. PMID 15825069.
  2. Hoffer, Max; Grunberg, Emanuel (1974). "Synthesis and antiprotozoal activity of 1-(3-chloro-2-hydroxypropyl)-substituted nitroimidazoles". Journal of Medicinal Chemistry. 17 (9): 1019–1020. doi:10.1021/jm00255a026. ISSN 0022-2623.
  3. http://webcache.googleusercontent.com/search?q=cache:OFkC_pjHLZ4J:www.panacea-biotec.com/product-pdf/Ocimix_28-11-2010.pdf
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