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):
Canonical SMILES:	C1=C(/C=N/N2CC(=O)NC2=O)OC(=C1)[N+](=O)[O-]
Isomeric SMILES:	C1C(=O)NC(=O)N1/N=C/C2=CC=C(O2)[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+
InChI Key:	NXFQHRVNIOXGAQ-YCRREMRBSA-N
Structure link:	https://pubchem.ncbi.nlm.nih.gov/compound/6604200

External links:
Guide to Pharmacology:	nitrofurantoin
Main Source:	https://academic.oup.com/jac/article/70/9/2456/721364
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/