Metronidazole

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

Metronidazole  Chemical Structure

Metronidazole Chemical Structure

CAS No. 443-48-1

Purity & Quality Control

Metronidazole Related Products

Biological Activity

Description Metronidazole, a synthetic antibacterial and antiprotozoal agent of the nitroimidazole class, is used against protozoa.
Targets
DNA synthesis [1]
In vitro
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]
NCT Number Recruitment Conditions Sponsor/Collaborators Start Date Phases
NCT06387147 Not yet recruiting
Acute Mesenteric Ischemia
Assistance Publique - Hôpitaux de Paris
September 1 2024 Phase 3
NCT05748145 Recruiting
Colorectal Cancer
Oncology Institute of Southern Switzerland
September 11 2023 Phase 2
NCT04273997 Unknown status
Pilonidal Sinus
S.L.A. Pharma AG
October 1 2021 Phase 2

Chemical Information & Solubility

Molecular Weight 171.15 Formula

C6H9N3O3

CAS No. 443-48-1 SDF Download Metronidazole SDF
Smiles CC1=NC=C(N1CCO)[N+](=O)[O-]
Storage (From the date of receipt)

In vitro
Batch:

DMSO : 34 mg/mL ( (198.65 mM) Moisture-absorbing DMSO reduces solubility. Please use fresh DMSO.)

Water : 12 mg/mL (Warmed with 50℃ water bath; Ultrasonicated)

Ethanol : Insoluble


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In vivo
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