Chemicals and Drugs

Nitrofurantoin

A urinary anti-infective agent effective against most gram-positive and gram-negative organisms. Although sulfonamides and antibiotics are usually the agents of choice for urinary tract infections, nitrofurantoin is widely used for prophylaxis and long-term suppression.

National Library of MedicineMedical Subject Headings2026

Structured Summary

Abstract

A urinary anti-infective agent effective against most gram-positive and gram-negative organisms. Although sulfonamides and antibiotics are usually the agents of choice for urinary tract infections, nitrofurantoin is widely used for prophylaxis and long-term suppression.

Chemical Identity

Chemical Information

Molecular Formula
C8H6N4O5
Molecular Weight
238.16 g/mol
CAS Registry No.
67-20-9
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-]
MeSH Unique ID
D009582
Source
PubChem CID 6604200

MeSH Record

Classification

Broader headings

Related Concepts

Knowledge Graph

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Drug Class

Pharmacological Action

MeSH Record

Synonyms

8 entry terms
  • Furadantin
  • Furadantine
  • Furadoine
  • Furadonine
  • Furantoin
  • Macrodantin
  • Nitrofurantoin Sodium Salt
  • Nitrofurantoin, Monohydrate

MeSH Record

Aspects Covered

25 allowable subheadings

Indexed with the subheadings administration & dosage, adverse effects, agonists, analogs & derivatives, analysis, antagonists & inhibitors, blood, cerebrospinal fluid, chemical synthesis, chemistry, classification, economics, history, immunology, isolation & purification, metabolism, pharmacokinetics, pharmacology, poisoning, radiation effects, standards, supply & distribution, therapeutic use, toxicity, urine.

MeSH Hierarchy

Tree Numbers

  1. D02w.640w.600w.566w
  2. D03w.383.312.649w.566w

AMA Style

References

  1. National Library of Medicine. Nitrofurantoin. Medical Subject Headings (MeSH). 2026. Unique ID D009582. http://id.nlm.nih.gov/mesh/2026/D009582
  2. Nitrofurantoin. In: Wikipedia. https://en.wikipedia.org/wiki/Nitrofurantoin
  3. Nitrofurantoin. In: Wikidata. https://www.wikidata.org/wiki/Q422669
  4. Nitrofurantoin. In: PubChem Compound. CID 6604200. https://pubchem.ncbi.nlm.nih.gov/compound/6604200