Compound ID | 1978

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Nitrofurantoin

Class: Nitrofuran

Spectrum of activity: Gram-positive & Gram-negative
Details of activity: Broad mechanism of action by by damaging bacterial DNA. Active against many Enterobacteriaceae and staphylococci.
Description: Synthetic compound. Oral application for uncomplicated urinary tract infections
Year first mentioned: 1952
Development status: Approved, off-patent
Chemical structure(s):
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Molecular weight: 238.16
Iso. SMILES: C1C(=O)NC(=O)N1/N=C/C2=CC=C(O2)[N+](=O)[O-]
InChI Key: NXFQHRVNIOXGAQ-YCRREMRBSA-N
Can. SMILES: C1=C(/C=N/N2CC(=O)NC2=O)OC(=C1)[N+](=O)[O-]
InChI: InChI=1S/C8H6N4O5/c13-6-4-11(8(14)10-6)9-3-5-1-2-7(17-5)12(15)16/h1-3H,4H2,(H,10,13,14)/b9-3+
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/6604200
Guide to Pharmacology: nitrofurantoin
Citations:
  • https://journals.sagepub.com/doi/10.1177/20499361221129415?url_ver=Z39.88-2003&rfr_id=ori:rid:crossref.org&rfr_dat=cr_pub%20%200pubmed
  • https://pubmed.ncbi.nlm.nih.gov/34718096/
  • https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6134435/
  • https://academic.oup.com/jac/article/70/9/2456/721364

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