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MedKoo Cat#: 329663 | Name: Ornidazole
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

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

Ornidazole
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: 219.63

Elemental Analysis: C, 38.28; H, 4.59; Cl, 16.14; N, 19.13; O, 21.85

Price and Availability

Size Price Availability Quantity
1g USD 90.00
2g USD 150.00
5g USD 250.00
10g USD 450.00
25g USD 750.00
50g USD 1,250.00
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Related CAS #
No Data
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
More Info
Product Data
Product Data
Instruction
View handling instruction
Biological target:
Ornidazole(Ro 7-0207) is a 5-nitroimidazole derivative with antiprotozoal and antibacterial properties against anaerobic bacteria.
In vitro activity:
In an attempt to understand, if ornidazole, a known anti-fertility drug, adversely affects sperm functions by targeting capacitation, this study designed experiments to study the influence of this drug on hyperactivation (HA), capacitation-associated protein tyrosine phosphorylation (pY) and the acrosome reaction (AR). Addition of ornidazole at 0 h, inhibited the onset of HA and total pY in a dose dependent manner. Reference: Reprod Toxicol. 2006 Nov;22(4):702-9. https://pubmed.ncbi.nlm.nih.gov/16777375/
In vivo activity:
Rats were provided with free access to water containing ornidazole (1 g/L) or drinking water only for 14 days. Once the rats were euthanized (ornidazole group, n = 16; control group, n = 14), histological signatures and the volumes of endometriosis lesions were assessed. The median lesion volume was lower in the ornidazole group (20.2 mm3; range, 5.7-53.3 mm3) than in the control group (81.3 mm3; range, 32.8-122.2 mm3; p = 0.007). Median IL-1β cell counts were 5.3 (range, 4.5-6.4) for ornidazole and 11.7 (range, 9.4-15.4) for control (p < 0.001). Mean IL-6 cell counts were 5.6 ± 1.8 for ornidazole and 11.3 ± 4.1 for control (p < 0.001). Median TNF-α cell counts were 5.7 (range, 4.5-7.2) for ornidazole and 12.1 (range, 10.0-15.9) for control (p < 0.001). Median VEGF cell counts were 8.1 (range, 6.5-11.4) for ornidazole and 18.3 (range, 14.2-21.0) for control (p = 0.001). Reference: Gynecol Obstet Invest. 2022;87(5):316-323. https://pubmed.ncbi.nlm.nih.gov/36265450/
Solvent mg/mL mM
Solubility
DMF 25.0 113.83
DMSO 52.7 239.80
Ethanol 27.0 122.94
PBS (pH 7.2) 3.0 13.66
Water 6.0 27.32
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 219.63 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
Formulation protocol:
1. 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. doi: 10.1042/BCJ20160433. Epub 2016 Sep 19. Erratum in: Biochem J. 2017 Dec 14;474(24):4269. PMID: 27647935. 2. Siva AB, Yeung CH, Cooper TG, Shivaji S. Antimicrobial drug ornidazole inhibits hamster sperm capacitation, in vitro. Reprod Toxicol. 2006 Nov;22(4):702-9. doi: 10.1016/j.reprotox.2006.04.013. Epub 2006 Jun 14. PMID: 16777375. 3. Evyapan G, Luleyap U, Kaplan HM, Kara IO. Ornidazole suppresses CD133+ melanoma stem cells via inhibiting hedgehog signaling pathway and inducing multiple death pathways in a mouse model. Croat Med J. 2022 Oct 31;63(5):461-474. doi: 10.3325/cmj.2022.63.461. PMID: 36325671; PMCID: PMC9648086. 4. Qin X, Yang H, Qiao D, Liu X, Liu LB, Liu SF, Jia Z. Ornidazole Reduces the Progression of Endometriosis in a Rat Model. Gynecol Obstet Invest. 2022;87(5):316-323. doi: 10.1159/000527515. Epub 2022 Oct 20. PMID: 36265450; PMCID: PMC9808641.
In vitro protocol:
1. 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. doi: 10.1042/BCJ20160433. Epub 2016 Sep 19. Erratum in: Biochem J. 2017 Dec 14;474(24):4269. PMID: 27647935. 2. Siva AB, Yeung CH, Cooper TG, Shivaji S. Antimicrobial drug ornidazole inhibits hamster sperm capacitation, in vitro. Reprod Toxicol. 2006 Nov;22(4):702-9. doi: 10.1016/j.reprotox.2006.04.013. Epub 2006 Jun 14. PMID: 16777375.
In vivo protocol:
1. Evyapan G, Luleyap U, Kaplan HM, Kara IO. Ornidazole suppresses CD133+ melanoma stem cells via inhibiting hedgehog signaling pathway and inducing multiple death pathways in a mouse model. Croat Med J. 2022 Oct 31;63(5):461-474. doi: 10.3325/cmj.2022.63.461. PMID: 36325671; PMCID: PMC9648086. 2. Qin X, Yang H, Qiao D, Liu X, Liu LB, Liu SF, Jia Z. Ornidazole Reduces the Progression of Endometriosis in a Rat Model. Gynecol Obstet Invest. 2022;87(5):316-323. doi: 10.1159/000527515. Epub 2022 Oct 20. PMID: 36265450; PMCID: PMC9808641.
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.