API reference

Nitrofurantoin

CAS number
67-20-9
Molecular formula
C8H6N4O5
Molecular weight
238.16 g/mol
Nitrofurantoin — 2D structure
2D structure (PubChem)

About this molecule

A bacteriostatic or bactericidal agent depending on the concentration and susceptibility of the infecting organism. Nitrofurantoin is active against some gram positive organisms such as S. aureus, S. epidermidis, S. saprophyticus, Enterococcus faecalis, S. agalactiae, group D streptococci, viridians streptococci and Corynebacterium. Its spectrum of activity against gram negative organisms includes E. coli, Enterobacter, Neisseria, Salmonella and Shigella. It may be used as an alternative to trimethoprim/sulfamethoxazole for treating urinary tract infections though it may be less effective at eradicating vaginal bacteria. May also be used in females as prophylaxis against recurrent cystitis related to coitus. Nitrofurantoin is highly stable to the development of bacterial resistance, a property thought to be due to its multiplicity of mechanisms of action.

Source: Toxin and Toxin Target Database (T3DB), via PubChem.

Identifiers

IUPAC name
1-[(E)-(5-nitrofuran-2-yl)methylideneamino]imidazolidine-2,4-dione
InChIKey
NXFQHRVNIOXGAQ-YCRREMRBSA-N
SMILES
C1C(=O)NC(=O)N1/N=C/C2=CC=C(O2)[N+](=O)[O-]
Other CAS numbers recorded
178170-37-1
PubChem CID
6604200

Also known as

nitrofurantoin · Furadantin · Macrodantin · 5-Nitrofurantoin · Furadontin · Nifurantin · Furalan · Macrobid

Related entries in the range

Chemical data on this page is drawn from PubChem (National Library of Medicine) and is provided for identification only. Hanpars does not hold stock of every substance listed; availability, grade, documentation and regulatory status are confirmed per enquiry.

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