Compound ID | 1504

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Metronidazole (Flagyl)

Class: Nitroimidazole

Agent Type: Synthetic; Small molecule; Direct acting;
Spectrum of activity: Gram-positive
Mechanism of action: Targets electron transport proteins; reduced to toxic free-radicals inside cells which reacts to damage DNA
Target Pathogen: Active against Clostridium difficile and Fusobacterium; only effective against anaerobic bacteria
Institute where first reported: Pfizer, USA
Year first mentioned: 1960
Highest development stage: Approved by FDA in 1995
Development status: Approved
Reason dropped: Other formulations were discontinued
Chemical structure(s):
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Molecular weight: 171.15
Iso. SMILES: CC1=NC=C(N1CCO)[N+](=O)[O-]
InChI Key: VAOCPAMSLUNLGC-UHFFFAOYSA-N
Can. SMILES: CC1=NC=C(N1CCO)[N+](=O)[O-]
InChI: InChI=1S/C6H9N3O3/c1-5-7-4-6(9(11)12)8(5)2-3-10/h4,10H,2-3H2,1H3
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/4173
Guide to Pharmacology: metronidazole
Citations:
  • https://www.ncbi.nlm.nih.gov/pmc/articles/PMC89320/
  • https://academic.oup.com/cid/article/50/Supplement_1/S16/365006

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