Ornidazole
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MedKoo CAT#: 329663

CAS#: 16773-42-5

Description: Ornidazole is a drug that cures some protozoan infections. It has been investigated for use in Crohn's disease after bowel resection. Synthesis is a straightforward reaction between 2-methyl-nitroimidazole and epichlorohydrin under acid catalyst conditions. 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.


Chemical Structure

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Ornidazole
CAS# 16773-42-5

Theoretical Analysis

MedKoo Cat#: 329663
Name: Ornidazole
CAS#: 16773-42-5
Chemical Formula: C7H10ClN3O3
Exact Mass: 219.0411
Molecular Weight: 219.625
Elemental Analysis: C, 38.28; H, 4.59; Cl, 16.14; N, 19.13; O, 21.85

Price and Availability

Size Price Availability Quantity
1.0g USD 90.0 2 Weeks
2.0g USD 150.0 2 Weeks
5.0g USD 250.0 2 Weeks
10.0g USD 450.0 2 Weeks
25.0g USD 750.0 2 Weeks
50.0g USD 1250.0 2 Weeks
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Synonym: Ornidazole; NSC 95075; Ro 7-0207; Tiberal

IUPAC/Chemical Name: 1-(3-Chloro-2-hydroxypropyl)-2-methyl-5-nitroimidazole

InChi Key: IPWKIXLWTCNBKN-UHFFFAOYSA-N

InChi Code: InChI=1S/C7H10ClN3O3/c1-5-9-3-7(11(13)14)10(5)4-6(12)2-8/h3,6,12H,2,4H2,1H3

SMILES Code: O=[N+](C1=CN=C(C)N1CC(O)CCl)[O-]

Appearance: Solid powder

Purity: >98% (or refer to the Certificate of Analysis)

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility: Soluble in DMSO

Shelf Life: >2 years if stored properly

Drug Formulation: This drug may be formulated in DMSO

Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code: 2934.99.9001

Preparing Stock Solutions

The following data is based on the product molecular weight 219.625 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL

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1: Deka SR, Yadav S, Kumar D, Garg S, Mahato M, Sharma AK. Self-assembled dehydropeptide nano carriers for delivery of ornidazole and curcumin. Colloids Surf B Biointerfaces. 2017 Apr 20;155:332-340. doi: 10.1016/j.colsurfb.2017.04.036. [Epub ahead of print] PubMed PMID: 28454062.

2: Zhao L, Li J, Li Y, Wang T, Jin X, Wang K, Rahman E, Xing Y, Ji B, Zhou F. Preparation of monoclonal antibody and development of an indirect competitive enzyme-linked immunosorbent assay for ornidazole detection. Food Chem. 2017 Aug 15;229:439-444. doi: 10.1016/j.foodchem.2017.02.100. Epub 2017 Feb 22. PubMed PMID: 28372197.

3: Emre S, Ahsen H, Aktaş A. Ornidazole-induced fixed drug reaction on sole: case report and review of the literature. Cutan Ocul Toxicol. 2016 Nov 23:1-3. [Epub ahead of print] PubMed PMID: 27780370.

4: Li W, He W, Gao P, Zhang C, Cai H, Chen Y, Liu D. Preparation, in Vitro and in Vivo Evaluations of Compound Calculus Bovis Sativus and Ornidazole Film. Biol Pharm Bull. 2016;39(10):1588-1595. PubMed PMID: 27725435.

5: Marcus Y, Tal N, Ronen M, Carmieli R, Gurevitz M. The drug ornidazole inhibits photosynthesis in a different mechanism described for protozoa and anaerobic bacteria. Biochem J. 2016 Dec 1;473(23):4413-4426. Epub 2016 Sep 19. PubMed PMID: 27647935.

6: Dinç E, Ertekin ZC, Büker E. Two-way and three-way approaches to ultra high performance liquid chromatography-photodiode array dataset for the quantitative resolution of a two-component mixture containing ciprofloxacin and ornidazole. J Sep Sci. 2016 Sep;39(18):3488-97. doi: 10.1002/jssc.201600382. PubMed PMID: 27433792.

7: Luo Y, Sun YJ, Zhang L, Luan XL. Treatment of mites folliculitis with an ornidazole-based sequential therapy: A randomized trial. Medicine (Baltimore). 2016 Jul;95(27):e4173. doi: 10.1097/MD.0000000000004173. PubMed PMID: 27399141; PubMed Central PMCID: PMC5058870.

8: Cakan H, Polat E, Arda O, Cepni I, Dirican A, Sirekbasan S. Morphological Changes of Trichomonas vaginalis Treated by Ornidazole: An In-Vitro Study. Clin Lab. 2016;62(5):793-800. PubMed PMID: 27349003.

9: Aksoy Gökmen A, Girginkardeşler N, Kilimcioğlu AA, Şirin MC, Özbilgin A. [In vitro susceptibility of Trichomonas vaginalis to metronidazole, ornidazole and proton pump inhibitors pantoprazole and esomeprazole]. Mikrobiyol Bul. 2016 Jan;50(1):133-9. Turkish. PubMed PMID: 27058337.

10: Wei TT, Sun JH, Han LW, Chen K, Wang ZQ, Ji H. Effects of the ornidazole enantiomers on the central nervous system: Involvement of the GABAA receptor. Chem Biol Interact. 2015 Dec 5;242:163-9. doi: 10.1016/j.cbi.2015.09.019. Epub 2015 Sep 26. PubMed PMID: 26415617.

11: Rajesh P, Gunasekaran S, Gnanasambandan T, Seshadri S. Experimental and theoretical study of ornidazole. Spectrochim Acta A Mol Biomol Spectrosc. 2016 Jan 15;153:496-504. doi: 10.1016/j.saa.2015.08.032. Epub 2015 Aug 22. PubMed PMID: 26408856.

12: Dewani AP, Bakal RL, Kokate PG, Chandewar AV, Patra S. Development of a Single Ion Pair HPLC Method for Analysis of Terbinafine, Ofloxacin, Ornidazole, Clobetasol, and Two Preservatives in a Cream Formulation: Application to In Vitro Drug Release in Topical Simulated Media-Phosphate Buffer Through Rat Skin. J AOAC Int. 2015 Jul-Aug;98(4):913-20. doi: 10.5740/jaoacint.14-189. PubMed PMID: 26268972.

13: Guler S, Aytar H, Soyuduru M, Ramadan H. Disulfiram-like Reaction with Ornidazole. Am J Emerg Med. 2015 Sep;33(9):1330.e7-8. doi: 10.1016/j.ajem.2015.03.022. Epub 2015 Mar 14. PubMed PMID: 25812749.

14: Das D, Ghosh P, Dhara S, Panda AB, Pal S. Dextrin and poly(acrylic acid)-based biodegradable, non-cytotoxic, chemically cross-linked hydrogel for sustained release of ornidazole and ciprofloxacin. ACS Appl Mater Interfaces. 2015 Mar 4;7(8):4791-803. doi: 10.1021/am508712e. Epub 2015 Feb 18. PubMed PMID: 25654747.

15: Gopinath KG, Wilson BP, Viggeswarpu S, Mathews PK, Mani S. Ornidazole-induced ataxia in an Indian woman: A case report. SAGE Open Med Case Rep. 2015 Dec 15;3:2050313X15621857. doi: 10.1177/2050313X15621857. eCollection 2015. PubMed PMID: 27489705; PubMed Central PMCID: PMC4857303.

16: Santra RC, Ganguly D, Singh J, Mukhopadhyay K, Das S. A study on the formation of the nitro radical anion by ornidazole and its significant decrease in a structurally characterized binuclear Cu(II)-complex: impact in biology. Dalton Trans. 2015 Jan 28;44(4):1992-2000. doi: 10.1039/c4dt03362k. PubMed PMID: 25502216.

17: Gupta R. Fixed drug eruption due to ornidazole. Indian J Dermatol. 2014 Nov;59(6):635. doi: 10.4103/0019-5154.143591. PubMed PMID: 25484435; PubMed Central PMCID: PMC4248543.

18: Du J, Ma Z, Zhang Y, Wang T, Chen X, Zhong D. Simultaneous determination of ornidazole and its main metabolites in human plasma by LC-MS/MS: application to a pharmacokinetic study. Bioanalysis. 2014 Sep;6(18):2343-56. doi: 10.4155/bio.14.117. PubMed PMID: 25384588.

19: Baysoy G, Saltık Temızel İN, Uslu N, Balamtekın N, Demır H, Gürkan F, Özen H, Akyön Y, Yüce A. Ornidazole-based sequential therapy is not effective in Helicobacter pylori eradication in children. Turk J Gastroenterol. 2013;24(5):382-6. PubMed PMID: 24557960.

20: Du J, Ma Z, Zhang Y, Wang T, Chen X, Zhong D. Enantioselective determination of ornidazole in human plasma by liquid chromatography-tandem mass spectrometry on a Chiral-AGP column. J Pharm Biomed Anal. 2013 Dec;86:182-8. doi: 10.1016/j.jpba.2013.07.048. Epub 2013 Aug 12. PubMed PMID: 24004635.