Chemicals and Drugs

Ertapenem

A carbapenem derivative antibacterial agent that is more stable to renal dehydropeptidase I than IMIPENEM, but does not need to be given with an enzyme inhibitor such as CILASTATIN. It is used in the treatment of Gram-positive and Gram-negative bacterial infections including intra-abdominal infections, acute gynecological infections, complicated urinary tract infections, skin infections, and respiratory tract infections. It is also used to prevent infection in colorectal surgery.

National Library of MedicineMedical Subject Headings2026

Structured Summary

Abstract

A carbapenem derivative antibacterial agent that is more stable to renal dehydropeptidase I than IMIPENEM, but does not need to be given with an enzyme inhibitor such as CILASTATIN. It is used in the treatment of Gram-positive and Gram-negative bacterial infections including intra-abdominal infections, acute gynecological infections, complicated urinary tract infections, skin infections, and respiratory tract infections. It is also used to prevent infection in colorectal surgery.

Chemical Identity

Chemical Information

Molecular Formula
C22H25N3O7S
Molecular Weight
475.5 g/mol
CAS Registry No.
153832-46-3
IUPAC Name
(4R,5S,6S)-3-[(3S,5S)-5-[(3-carboxyphenyl)carbamoyl]pyrrolidin-3-yl]sulfanyl-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid
InChIKey
JUZNIMUFDBIJCM-ANEDZVCMSA-N
SMILES
C[C@@H]1[C@@H]2[C@H](C(=O)N2C(=C1S[C@H]3C[C@H](NC3)C(=O)NC4=CC=CC(=C4)C(=O)O)C(=O)O)[C@@H](C)O
MeSH Unique ID
D000077727
Source
PubChem CID 150610

MeSH Record

Classification

Broader headings

Related Concepts

Knowledge Graph

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Drug Class

Pharmacological Action

MeSH Record

Synonyms

3 entry terms
  • Ertapenem Sodium
  • Invanoz
  • Invanz

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

2019 (2002)

MeSH Hierarchy

Tree Numbers

  1. D02w.065w.589w.099w.124w.225w
  2. D03w.633.100.300w.124w.225w

AMA Style

References

  1. National Library of Medicine. Ertapenem. Medical Subject Headings (MeSH). 2026. Unique ID D000077727. http://id.nlm.nih.gov/mesh/2026/D000077727
  2. Ertapenem. In: Wikipedia. https://en.wikipedia.org/wiki/Ertapenem
  3. Ertapenem. In: Wikidata. https://www.wikidata.org/wiki/Q553220
  4. Ertapenem. In: PubChem Compound. CID 150610. https://pubchem.ncbi.nlm.nih.gov/compound/150610