Compound ID | 1981

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Nifurtoinol

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 many Enterobacteriaceae and staphylococci
Description: Synthetic compound. Derivative of nitrofurantoin (hydroxymethylnitrofurantoine). Longer half live compared to nitrofurantoin.
Year first mentioned: 1973
Highest development stage: Approved
Development status: Approved
Chemical structure(s):
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Molecular weight: 268.18
Iso. SMILES: C1C(=O)N(C(=O)N1/N=C/C2=CC=C(O2)[N+](=O)[O-])CO
InChI Key: UIDWQGRXEVDFCA-XCVCLJGOSA-N
Can. SMILES: C1=C(/C=N/N2CC(=O)N(CO)C2=O)OC(=C1)[N+](=O)[O-]
InChI: InChI=1S/C9H8N4O6/c14-5-11-7(15)4-12(9(11)16)10-3-6-1-2-8(19-6)13(17)18/h1-3,14H,4-5H2/b10-3+
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/9571062
Guide to Pharmacology: nifurtoinol
Citations:
  • https://pubmed.ncbi.nlm.nih.gov/3371877/
  • https://pubmed.ncbi.nlm.nih.gov/6624626/

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