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Ornidazole information


Ornidazole
Clinical data
Trade namesXynor
AHFS/Drugs.comInternational Drug Names
Routes of
administration
Oral
ATC code
  • G01AF06 (WHO) J01XD03 (WHO) P01AB03 (WHO) QP51AA03 (WHO)
Pharmacokinetic data
MetabolismVia liver[1]: 1356 
Elimination half-life12-13 hours[1]: 1356 
ExcretionUrine (63%) and Feces (22%)
Identifiers
IUPAC name
  • 1-Chloro-3-(2-methyl-5-nitro-1H-imidazol-1-yl)propan-2-ol
CAS Number
  • 16773-42-5 checkY
PubChem CID
  • 28061
ChemSpider
  • 26102 checkY
UNII
  • 62XCK0G93T
KEGG
  • D05274 checkY
ChEBI
  • CHEBI:75176 ☒N
ChEMBL
  • ChEMBL1449676 ☒N
CompTox Dashboard (EPA)
  • DTXSID4045420 Edit this at Wikidata
ECHA InfoCard100.037.099 Edit this at Wikidata
Chemical and physical data
FormulaC7H10ClN3O3
Molar mass219.63 g·mol−1
3D model (JSmol)
  • Interactive image
SMILES
  • [O-] [N+](=O)c1cnc(n1CC(O)CCl)C
InChI
  • InChI=1S/C7H10ClN3O3/c1-5-9-3-7(11(13)14)10(5)4-6(12)2-8/h3,6,12H,2,4H2,1H3 checkY
  • Key:IPWKIXLWTCNBKN-UHFFFAOYSA-N checkY
 ☒NcheckY (what is this?)  (verify)

Ornidazole is an antibiotic used to treat protozoan infections.[1]: 1368  A synthetic nitroimidazole, it is commercially obtained from an acid-catalyzed reaction between 2-methyl-5-nitroimidazole and epichlorohydrin.[2]

Antimicrobial spectrum is similar to that of metronidazole and is more well tolerated;[1]: 1368  however there are concerns of lower relative efficacy.[3]

It was first introduced for treating trichomoniasis before being recognized for its broad anti-protozoan and anti-anaerobic-bacterial capacities.[4]: 1261  has also been investigated for use in Crohn's disease after bowel resection.[5]

  1. ^ a b c d Kuhlmann FM, Fleckenstein JM (2017-01-01). "157 - Antiparasitic Agents". In Cohen J, Powderly WG, Opal SM (eds.). Infectious Diseases (Fourth ed.). Elsevier. pp. 1345–1372.e2. doi:10.1016/B978-0-7020-6285-8.00157-X. ISBN 978-0-7020-6285-8.
  2. ^ Sharma S, Anand N (January 1997). "Chapter 17 - Nitroheterocycles". In Sharma S, Anand N (eds.). Pharmacochemistry Library. Approaches to Design and Synthesis of Antiparasitic Drugs. Vol. 25. Elsevier. p. 428. doi:10.1016/S0165-7208(97)80039-6. ISBN 9780444894762.
  3. ^ Nagel JL, Aronoff DM (January 2015). "28 - Metronidazole". In Bennett JE, Dolin R, Blaser MJ (eds.). Mandell, Douglas, and Bennett's Principles and Practice of Infectious Diseases (Eighth ed.). Content Repository Only!. p. 356. ISBN 978-1-4557-4801-3.
  4. ^ Wilcox MH (January 2017), "147 - Nitroimidazoles, Metronidazole, Ornidazole and Tinidazole; and Fidaxomicin", in Cohen J, Powderly WG, Opal SM (eds.), Infectious Diseases (Fourth ed.), Elsevier, pp. 1261–1263.e1, ISBN 978-0-7020-6285-8
  5. ^ Rutgeerts P, Van Assche G, Vermeire S, D'Haens G, Baert F, Noman M, et al. (April 2005). "Ornidazole for prophylaxis of postoperative Crohn's disease recurrence: a randomized, double-blind, placebo-controlled trial". Gastroenterology. 128 (4): 856–861. doi:10.1053/j.gastro.2005.01.010. PMID 15825069.

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Ornidazole

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Ornidazole is an antibiotic used to treat protozoan infections.: 1368  A synthetic nitroimidazole, it is commercially obtained from an acid-catalyzed reaction...

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ATC code J01

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Ofloxacin and ornidazole J01RA10 Ciprofloxacin and metronidazole J01RA11 Ciprofloxacin and tinidazole J01RA12 Ciprofloxacin and ornidazole J01RA13 Norfloxacin...

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Nitroimidazole

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include metronidazole, tinidazole, nimorazole, dimetridazole, pretomanid, ornidazole, megazol, and azanidazole. Drugs based on 2-nitroimidazoles include benznidazole...

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Antiprotozoal

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Hydroxychloroquine Melarsoprol Metronidazole Nifursemizone Nitazoxanide Ornidazole Paromomycin sulfate Pentamidine Pyrimethamine Quinapyramine Ronidazole...

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Amebicide

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Metronidazole, or a related drug such as Tinidazole, Secnidazole or Ornidazole, is used to destroy amoebae that have invaded tissue. Several drugs are...

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List of infectious diseases

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medication is used such as metronidazole, tinidazole, secnidazole or ornidazole. No Burkholderia mallei Glanders No Gnathostoma spinigerum and Gnathostoma...

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Dientamoeba fragilis

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also been used as a form of treatment. Drugs such as secnidazole and ornidazole have been used as well, but are not available in the United States. Dientamoeba...

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Schedule H

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OCTYLONIUM BROMIDE 365. OFLOXACIN 366. OLANZAPINE 367. OMEPRAZOLE 368. ORNIDAZOLE 369. ORPHENADRINE 370. ORTHOCLONE STERILE 371. OXAZEPAM 372. OXAZOLIDINE...

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Giardiasis

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medication is used such as metronidazole, tinidazole, secnidazole or ornidazole. The World Health Organisation and Infectious Disease Society of America...

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Ofloxacin

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used as eye drops and ear drops and is available in combination with ornidazole. Resistance to ofloxacin and other fluoroquinolones may evolve rapidly...

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Prontosil

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Nitroimidazole derivatives Metronidazole# Ornidazole Secnidazole Tinidazole Nitrofuran derivatives Furazolidone‡ Nifuroxazide Nifurtoinol Nifurzide Nitrofurantoin#...

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ATC code G01

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Metronidazole G01AF02 Clotrimazole G01AF04 Miconazole G01AF05 Econazole G01AF06 Ornidazole G01AF07 Isoconazole G01AF08 Tioconazole G01AF11 Ketoconazole G01AF12 Fenticonazole...

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Protozoan infection

Last Update:

anti-amoebic compounds, this often includes the use of Metronidazole, Ornidazole, Chloroquine, Secnidazole, Nitazoxanide and Tinidazole. Tinidazole may...

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ATC code P01

Last Update:

Clioquinol, combinations P01AB01 Metronidazole P01AB02 Tinidazole P01AB03 Ornidazole P01AB04 Azanidazole P01AB05 Propenidazole P01AB06 Nimorazole P01AB07 Secnidazole...

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Entamoeba polecki

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Entamoeba infections. Anti-parasitic medications such as metronidazole and ornidazole are generally used to treat human infections. Combination therapies such...

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Antitrichomonal agent

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trichomonas parasites. Examples include: furazolidone nifuratel nimorazole ornidazole tinidazole usnic acid Antitrichomonal+Agents at the U.S. National Library...

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Dextran drug delivery systems

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hydrogels with covalently bound silver nanoparticles can effectively release ornidazole to treat infections. Dextran conjugated with oligolactide chains through...

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ATCvet code QP51

Last Update:

this list, which follows the WHO version. QP51AA02 Tinidazole QP51AA03 Ornidazole QP51AA04 Azanidazole QP51AA05 Propenidazole QP51AA06 Nimorazole QP51AA07...

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Dehydroemetine

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in vitro study compared the effects of dehydroemetine, metronidazole, ornidazole, and secnidazole on Entamoeba histolytica. Metronidazole was found to...

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Hachimycin

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Imidazoles Metronidazole Clotrimazole Miconazole Econazole Ornidazole Isoconazole Tioconazole Ketoconazole Fenticonazole Azanidazole Propenidazole Butoconazole...

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