Ornidazole-d5
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MedKoo CAT#: 464415

CAS#: unknown

Description: Ornidazole-d5 is intended for use as an internal standard for the quantification of ornidazole by GC- or LC-MS. Ornidazole is an orally bioavailable 5-nitroimidazole derivative with antibacterial and antiprotozoal activities. Ornidazole inhibits the growth of clinical isolates of B. fragilis (MICs = 0.5-5 μM) and various anaerobic bacteria when used at concentrations ranging from less than 0.1 to 3.2 μg/ml. It also inhibits the growth of Giardia isolates (IC50s = 0.01-0.47 μg/ml). Oral administration of ornidazole reduces T. vaginalis and T. foetus infection in mice and E. histolytica infection in rats with curative dose (CD50) values of 37, 3, and 10 mg/kg, respectively. Ornidazole (400 mg/kg per day) induces infertility in male rats within 7 days and inhibits spermatozoa binding to rat oocyte zona pellucida.


Chemical Structure

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Ornidazole-d5
CAS# unknown

Theoretical Analysis

MedKoo Cat#: 464415
Name: Ornidazole-d5
CAS#: unknown
Chemical Formula: C7H5D5ClN3O3
Exact Mass: 224.0725
Molecular Weight: 224.6555
Elemental Analysis: C, 37.42; H, 6.73; Cl, 15.78; N, 18.70; O, 21.36

Price and Availability

Size Price Availability Quantity
1.0mg USD 380.0 2 Weeks
5.0mg USD 1240.0 2 Weeks
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Synonym: Ornidazole-d5; Ornidazole d5; (±)-Ornidazole-d5; (±) Ornidazole-d5;

IUPAC/Chemical Name: 1-chloro-3-(2-methyl-5-nitro-1H-imidazol-1-yl)propan-1,1,2,3,3-d5-2-ol

InChi Key: IPWKIXLWTCNBKN-VLZDWVQFSA-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/i2D2,4D2,6D

SMILES Code: OC([2H])(C([2H])(N1C(C)=NC=C1[N+]([O-])=O)[2H])C([2H])(Cl)[2H]

Appearance: Solid powder

Purity: >99% (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: To be determined

Shelf Life: >2 years if stored properly

Drug Formulation: To be determined

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 224.6555 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: Teoh L, Cheung MC, Dashper S, James R, McCullough MJ. Oral Antibiotic for Empirical Management of Acute Dentoalveolar Infections-A Systematic Review. Antibiotics (Basel). 2021 Feb 28;10(3):240. doi: 10.3390/antibiotics10030240. PMID: 33670844; PMCID: PMC7997333.

2: Iali W, Moustafa GAI, Dagys L, Roy SS. 15 N hyperpolarisation of the antiprotozoal drug ornidazole by Signal Amplification By Reversible Exchange in aqueous medium. Magn Reson Chem. 2021 Mar 3. doi: 10.1002/mrc.5144. Epub ahead of print. PMID: 33656772.

3: Harika S, Kumar YS, Rao YM, Sriram P, Shankar U. Design and Evaluation of Ornidazole Sustained release Dental Inserts. Curr Drug Metab. 2021 Feb 22. doi: 10.2174/1389200222666210222152940. Epub ahead of print. PMID: 33618642.

4: Siwach A, Verma PK. Synthesis and therapeutic potential of imidazole containing compounds. BMC Chem. 2021 Feb 18;15(1):12. doi: 10.1186/s13065-020-00730-1. PMID: 33602331; PMCID: PMC7893931.

5: Fedorych P. DIAGNOSTICS AND TREATMENT OF GENITAL INVASION CAUSED BY TRICHOMONAS VAGINALIS AND POSSIBLY OTHER RELATED SPECIES (PENTATRICHOMONAS HOMINIS AND TRICHOMONAS TENAX) IN PATIENTS WITH IMMUNODEFICIENCY. Georgian Med News. 2020 Dec;(309):81-85. PMID: 33526734.

6: Venkatesh K, Rajakumaran R, Chen SM, Karuppiah C, Yang CC, Ramaraj SK, Ali MA, Al-Hemaid FMA, El-Shikh MS, Almunqedhi BMA. A novel hybrid construction of MnMoO4 nanorods anchored graphene nanosheets; an efficient electrocatalyst for the picomolar detection of ecological pollutant ornidazole in water and urine samples. Chemosphere. 2021 Jan 18;273:129665. doi: 10.1016/j.chemosphere.2021.129665. Epub ahead of print. PMID: 33508687.

7: Jin ZR, Fang D, Liu BH, Cai J, Tang WH, Jiang H, Xing GG. Roles of CatSper channels in the pathogenesis of asthenozoospermia and the therapeutic effects of acupuncture-like treatment on asthenozoospermia. Theranostics. 2021 Jan 1;11(6):2822-2844. doi: 10.7150/thno.51869. PMID: 33456575; PMCID: PMC7806476.

8: Chowdhury KH, Chowdhury MR, Mahmud S, Tareq AM, Hanif NB, Banu N, Reza ASMA, Emran TB, Simal-Gandara J. Drug Repurposing Approach against Novel Coronavirus Disease (COVID-19) through Virtual Screening Targeting SARS-CoV-2 Main Protease. Biology (Basel). 2020 Dec 23;10(1):2. doi: 10.3390/biology10010002. PMID: 33374717; PMCID: PMC7822464.

9: Guo BD, Zeng Y, Guo J, Han Q, Wang F, Yu GJ, Yan B, Liu SJ, Gao QH. [Mechanisms of Huanshao Capsules protecting the reproductive function in rats with ornidazole-induced asthenozoospermia]. Zhonghua Nan Ke Xue. 2020 May;26(5):446-451. Chinese. PMID: 33354955.

10: He S, Yin R, Lai T, Zhao Y, Guo W, Zhu M. Structure-dependent degradation of nitroimidazoles by cobalt-manganese layered double hydroxide catalyzed peroxymonosulfate process. Chemosphere. 2021 Mar;266:129006. doi: 10.1016/j.chemosphere.2020.129006. Epub 2020 Nov 18. PMID: 33239235.

11: Tunca AK, Karakaya D, Bulbul S. Developing and validation of impurity and the simultaneous quantity determination methods for tablet forms containing Ciprofloxacin HCl and Ornidazole. Pak J Pharm Sci. 2020 May;33(3):1105-1114. PMID: 33191235.

12: Sun Y, Sun X, Zhao L, Zhang Z, Wang Y, Dai Z, Zhao X, Pu X. DJ-1 deficiency causes metabolic abnormality in ornidazole-induced asthenozoospermia. Reproduction. 2020 Dec;160(6):931-941. doi: 10.1530/REP-20-0097. PMID: 33112771.

13: Nandy P, Mukherjee A, Pradhan C, Das S. Radio-Sensitizing Effects of CuII and ZnII Complexes of Ornidazole: Role of Nitro Radical Anion. ACS Omega. 2020 Oct 1;5(40):25668-25676. doi: 10.1021/acsomega.0c02811. PMID: 33073092; PMCID: PMC7557252.

14: Li B , Jiang YY , Sun YY , Wang YJ , Han ML , Wu YP , Ma LF , Li DS . The highly selective detecting of antibiotics and support of noble metal catalysts by a multifunctional Eu-MOF. Dalton Trans. 2020 Nov 3;49(42):14854-14862. doi: 10.1039/d0dt03176c. PMID: 33057509.

15: Wang MJ, DA Y, Zheng LC. [Study on the efficacy and safety of metronidazole combined with periodontal tissue regeneration in the treatment of periodontitis]. Shanghai Kou Qiang Yi Xue. 2020 Jun;29(3):293-297. Chinese. PMID: 33043347.

16: Bush N, Sharma V, Chandrahasan K, Patil AN. Ofloxacin-ornidazole fixed-dose combination medication-induced pancreatitis with positive rechallenge. J Family Med Prim Care. 2020 Jun 30;9(6):3157-3159. doi: 10.4103/jfmpc.jfmpc_531_20. PMID: 32984191; PMCID: PMC7491762.

17: Katti PA, Goundadkar BB. Azole pharmaceuticals induce germinal vesicle breakdown (GVBD) in preovulatory oocytes of zebrafish (Danio rerio): an in vitro study. Environ Sci Pollut Res Int. 2021 Jan;28(3):3694-3702. doi: 10.1007/s11356-020-10719-x. Epub 2020 Sep 14. PMID: 32929672.

18: Deniz-Sungur D, Aksel H, Karaismailoglu E, Sayin TC. The prescribing of antibiotics for endodontic infections by dentists in Turkey: a comprehensive survey. Int Endod J. 2020 Dec;53(12):1715-1727. doi: 10.1111/iej.13390. Epub 2020 Sep 18. PMID: 32805741.

19: Beyaz Ş, Akdeniz N, Yılmaz A, Demir S, Öztop N, Çolakoğlu B, Büyüköztürk S, Deniz G, Gelincik A. Diagnostic workup including CD203c-based basophil activation test in immediate hypersensitivity due to metronidazole and ornidazole and evaluation of cross-reactivity in between. Allergy. 2021 Mar;76(3):842-852. doi: 10.1111/all.14542. Epub 2020 Aug 27. PMID: 32761620.

20: Li Y, Xu Z, Qi H, Zhu Z, Chen S, Zhang G. Observation and Nursing of the Curative Effect of Ag/TiO₂ Nanomaterials on Bacterial Vaginosis and Trichomonal Vaginitis. J Nanosci Nanotechnol. 2020 Dec 1;20(12):7419-7424. doi: 10.1166/jnn.2020.18624. PMID: 32711609.