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Metronidazole

Catalog No. T1079   CAS 443-48-1
Synonyms: Flagyl, Metronidazol, Anagiardil

Metronidazole (Metronidazol) is a synthetic nitroimidazole derivative with antiprotozoal and antibacterial activities.

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Metronidazole Chemical Structure
Metronidazole, CAS 443-48-1
Pack Size Availability Price/USD Quantity
200 mg In stock $ 30.00
500 mg In stock $ 46.00
5 g In stock $ 55.00
10 g In stock $ 87.00
1 mL * 10 mM (in DMSO) In stock $ 30.00
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Purity: 99.98%
Purity: 99.96%
Purity: 99.86%
Purity: 99.46%
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Biological Description
Chemical Properties
Storage & Solubility Information
Description Metronidazole (Metronidazol) is a synthetic nitroimidazole derivative with antiprotozoal and antibacterial activities.
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]
Synonyms Flagyl, Metronidazol, Anagiardil
Molecular Weight 171.15
Formula C6H9N3O3
CAS No. 443-48-1

Storage

Powder: -20°C for 3 years | In solvent: -80°C for 1 year

Solubility Information

Ethanol: < 1 mg/mL (insoluble or slightly soluble)

DMSO: 32 mg/mL (187 mM)

TargetMolReferences and Literature

1. Samuelson J, et al. Antimicrob Agents Chemother, 1999, 43(7), 1533-1541. 2. Dechant KL, et al. Drugs, 1991, 42(3), 428-467. 3. Sisson G, et al. J Bacteriol, 2000, 182(18), 5091-5096. 4. Nasirudeen AM, et al. Microbiology, 2004, 150(Pt 1), 33-43.

TargetMolCitations

1. Shan T, Huang Y, Zhao Z, et al. Ketogenic diet restrains herpes simplex encephalitis via gut microbes. Microbes and Infection. 2022: 105061. 2. Li F, Wang Y, Song X, et al. The intestinal microbial metabolite nicotinamide n-oxide prevents herpes simplex encephalitis via activating mitophagy in microglia. Gut Microbes. 2022, 14(1): 2096989 3. Lai S, Kumari A, Liu J, et al. Chemical screening reveals Ronidazole is a superior prodrug to Metronidazole for nitroreductase-induced cell ablation system in zebrafish larvae. Journal of Genetics and Genomics. 2021 4. Zhang Z, Ye J, Liu X, et al.Huangqi Guizhi Wuwu decoction alleviates oxaliplatin-induced peripheral neuropathy via the gut-peripheral nerve axis.Chinese Medicine.2023, 18(1): 1-15.

Related compound libraries

This product is contained In the following compound libraries:
Anti-Cancer Clinical Compound Library Anti-Cancer Approved Drug Library Anti-Cancer Drug Library Microbial Natural Product Library Drug Repurposing Compound Library Antiparasitic Natural Product Library Anti-Parasitic Compound Library Mitochondria-Targeted Compound Library Approved Drug Library Alkaloid Natural Product Library

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Keywords

Metronidazole 443-48-1 Apoptosis Metabolism Microbiology/Virology NADPH Hydrogenase Antibacterial Antibiotic Parasite Antifection Entamoeba histolytica iNOS Giardia lamblia anaerobic protozoa anaerobic infection adiponectin Flagyl inhibit eNOS Metronidazol Bacterial Bcl2 Cry2 Balantidium coli. Ror-β Inhibitor Trichomonas vaginalis Bax E4BP4. PP ARγ Anagiardil caspase-3 inhibitor

 

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