Chemicals and Drugs

Carfecillin

The phenyl ester of CARBENICILLIN that, upon oral administration, is broken down in the intestinal mucosa to the active antibacterial. It is used for urinary tract infections.

National Library of MedicineMedical Subject Headings2026

Structured Summary

Abstract

The phenyl ester of CARBENICILLIN that, upon oral administration, is broken down in the intestinal mucosa to the active antibacterial. It is used for urinary tract infections.

Chemical Identity

Chemical Information

Molecular Formula
C23H22N2O6S
Molecular Weight
454.5 g/mol
CAS Registry No.
27025-49-6
IUPAC Name
(2S,5R,6R)-3,3-dimethyl-7-oxo-6-[(3-oxo-3-phenoxy-2-phenylpropanoyl)amino]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
InChIKey
NZDASSHFKWDBBU-KVMCETHSSA-N
SMILES
CC1([C@@H](N2[C@H](S1)[C@@H](C2=O)NC(=O)C(C3=CC=CC=C3)C(=O)OC4=CC=CC=C4)C(=O)O)C
MeSH Unique ID
D002323
Source
PubChem CID 33672

MeSH Record

Classification

Broader headings

Related Concepts

Knowledge Graph

Loading graph…

Drag nodes to rearrange; hover to trace links; click a node to open its page.

Drug Class

Pharmacological Action

MeSH Record

Synonyms

9 entry terms
  • Carphecillin
  • BRL-3475
  • Carbenicillin Phenyl Sodium
  • Carfecillin Sodium Salt
  • Uticillin
  • BRL 3475
  • BRL3475
  • Salt, Carfecillin Sodium
  • Sodium Salt, Carfecillin

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 Record

History Note

91(78); was see under CARBENICILLIN 1978-90

MeSH Record

Previous Indexing

  • Carbenicillin (1973-1977)
  • Penicillins (1966-1972)

MeSH Hierarchy

Tree Numbers

  1. D02w.065w.589w.099w.750w.750w.170w.200w
  2. D02w.886w.108w.750w.750w.170w.200w
  3. D03w.633.100.300w.750w.750w.170w.200w

AMA Style

References

  1. National Library of Medicine. Carfecillin. Medical Subject Headings (MeSH). 2026. Unique ID D002323. http://id.nlm.nih.gov/mesh/2026/D002323
  2. Carfecillin. In: Wikipedia. https://en.wikipedia.org/wiki/Carfecillin
  3. Carfecillin. In: Wikidata. https://www.wikidata.org/wiki/Q5039237
  4. Carfecillin. In: PubChem Compound. CID 33672. https://pubchem.ncbi.nlm.nih.gov/compound/33672