Nifurtoinol

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. Derivative of nitrofurantoin (hydroxymethylnitrofurantoine). Longer half live compared to nitrofurantoin.
Year first mentioned:	1973
Development status:	Approved, off-patent, not available in most countries

Chemical structure(s):
Canonical SMILES:	C1=C(/C=N/N2CC(=O)N(CO)C2=O)OC(=C1)[N+](=O)[O-]
Isomeric SMILES:	C1C(=O)N(C(=O)N1/N=C/C2=CC=C(O2)[N+](=O)[O-])CO
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+
InChI Key:	UIDWQGRXEVDFCA-XCVCLJGOSA-N
Structure link:	https://pubchem.ncbi.nlm.nih.gov/compound/9571062

External links:
Guide to Pharmacology:	nifurtoinol
Main Source:	https://pubmed.ncbi.nlm.nih.gov/6624626/
Citation:	https://pubmed.ncbi.nlm.nih.gov/3371877/