Compound ID | 1986

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Nitrofurazone

Synonym(s): nitrofural  |  furacin  |  furacilin

Class: Nitrofuran

Agent Type: Synthetic; Small molecule; Direct acting;
Spectrum of activity: Gram-positive & Gram-negative
Mechanism of action: DNA synthesis inhibitor. Broad mechanism of action by damaging bacterial DNA
Target Pathogen: Active against protozoal species
Description: Synthetic compound. Carcinogenic and mutagenic. Used for topical application and in veterinary medicine
Year first mentioned: 1946
Highest development stage: Approved
Development status: Withdrawn
Reason dropped: Carcinogenicity concerns
Chemical structure(s):
Click here for structure editor
Molecular weight: 198.14
Iso. SMILES: C1=C(OC(=C1)[N+](=O)[O-])/C=N/NC(=O)N
InChI Key: IAIWVQXQOWNYOU-FPYGCLRLSA-N
Can. SMILES: C1=C(/C=N/NC(=O)N)OC(=C1)[N+](=O)[O-]
InChI: InChI=1S/C6H6N4O4/c7-6(11)9-8-3-4-1-2-5(14-4)10(12)13/h1-3H,(H3,7,9,11)/b8-3+
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/5447130
Guide to Pharmacology: nitrofural
Citations:
  • https://pubmed.ncbi.nlm.nih.gov/36215761/
  • https://pubmed.ncbi.nlm.nih.gov/34839952/

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