Metronidazole

Catalog No.S1907

Metronidazole, a synthetic antibacterial and antiprotozoal agent of the nitroimidazole class, is used against protozoa.

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In DMSO USD 130 In stock
USD 97 In stock
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Metronidazole  Chemical Structure

Metronidazole Chemical Structure
Molecular Weight: 171.15

Validation & Quality Control

Quality Control & MSDS

Related Compound Libraries

Metronidazole is available in the following compound libraries:

Product Information

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Product Description

Biological Activity

Description Metronidazole, a synthetic antibacterial and antiprotozoal agent of the nitroimidazole class, is used against protozoa.
Targets DNA synthesis [1]
In vitro Metronidazole is relatively inactive until it is metabolized within host or microbial cells. Metronidazole is activated when it receives an electron from ferredoxin or fla vodoxin that is reduced by POR in anaerobic or microaerophilic bacteria or luminal parasites. Metronidazole damages cells by forming protein and DNA adducts. [1] Metronidazole has activity against protozoans like Entamoeba histolytica, Giardia lamblia and Trichomonas vaginalis, for which the drug is first approved as an effective treatment. The activity of metronidazole against anaerobic bowel flora has been used for prophylaxis and treatment of patients with Crohn's disease who might develop an infectious complication. Metronidazole has played an important role in anaerobic-related infections.   Metronidazole has notable effectiveness in treating anaerobic brain abscesses. [2] Metronidazole resistance tends to result from de novo mutation in the resident rdxA gene, rather than from lateral transfer of mutant rdxA (or other) genes from unrelated but Mtzr strains. Metronidazole partially inhibits growth stimulate forward mutation to rifampin resistance in rdxA(+) (Metronidazole(s)) and also in rdxA (Metronidazole(r)) H. pylori strains, and that expression of rdxA in Escherichia coli results in equivalent Mtz-induced mutation. [3] Metronidazole leads to apoptosis-like features in growing cultures of axenic B. hominis, including key morphological and biochemical features of programmed cell death (PCD), viz. nuclear condensation and nicked DNA in nucleus, reduced cytoplasmic volume, externalization of phosphatidylserine and maintenance of plasma membrane integrity with increasing permeability. [4]
In vivo
Features

Conversion of different model animals based on BSA (Value based on data from FDA Draft Guidelines)

SpeciesBaboonDogMonkeyRabbitGuinea pigRatHamsterMouse
Weight (kg)121031.80.40.150.080.02
Body Surface Area (m2)0.60.50.240.150.050.0250.020.007
Km factor202012128653
Animal A (mg/kg) = Animal B (mg/kg) multiplied by  Animal B Km
Animal A Km

For example, to modify the dose of resveratrol used for a mouse (22.4 mg/kg) to a dose based on the BSA for a rat, multiply 22.4 mg/kg by the Km factor for a mouse and then divide by the Km factor for a rat. This calculation results in a rat equivalent dose for resveratrol of 11.2 mg/kg.

Rat dose (mg/kg) = mouse dose (22.4 mg/kg) ×  mouse Km(3)  = 11.2 mg/kg
rat Km(6)
1

References

[1] Samuelson J, et al. Antimicrob Agents Chemother, 1999, 43(7), 1533-1541.

[2] Dechant KL, et al. Drugs, 1991, 42(3), 428-467.

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Clinical Trial Information( data from http://clinicaltrials.gov, updated on 2015-03-23)

NCT Number Recruitment Conditions Sponsor
/Collaborators
Start Date Phases
NCT02186145 Not yet recruiting Bacterial Vaginosis|Fungal Vaginal Infections Marjan Industria e Comercio ltda May 2015 Phase 3
NCT02308007 Not yet recruiting Vaginal Infection Curatek Pharmaceuticals, LLC March 2015 Phase 3
NCT02308033 Not yet recruiting Vaginal Infection Curatek Pharmaceuticals, LLC March 2015 Phase 3
NCT02392026 Recruiting Vaginosis, Bacterial Watson Pharmaceuticals March 2015 Phase 4
NCT02209519 Recruiting Recurrent Bacterial Vaginosis University of Alabama at Birmingham|Wayne State University February 2015 Phase 3

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Chemical Information

Download Metronidazole SDF
Molecular Weight (MW) 171.15
Formula

C6H9N3O3

CAS No. 443-48-1
Storage 3 years -20℃Powder
6 months-80℃in solvent (DMSO, water, etc.)
Synonyms
Solubility (25°C) * In vitro DMSO 34 mg/mL (198.65 mM)
Water <1 mg/mL (<1 mM)
Ethanol <1 mg/mL (<1 mM)
* <1 mg/ml means slightly soluble or insoluble.
* Please note that Selleck tests the solubility of all compounds in-house, and the actual solubility may differ slightly from published values. This is normal and is due to slight batch-to-batch variations.
Chemical Name 2-​methyl-​5-​nitro-1H-​imidazole-​1-​ethanol

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Tech Support & FAQs

Answers to questions you may have can be found in the inhibitor handling instructions. Topics include how to prepare stock solutions, how to store inhibitors, and issues that need special attention for cell-based assays and animal experiments.

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