Ertapenem

Ertapenem
Clinical data
Trade namesInvanz
AHFS/Drugs.comMonograph
MedlinePlusa614001
License data
Pregnancy
category
Routes of
administration		Intramuscular, intravenous
ATC code
Legal status
Legal status
Pharmacokinetic data
Bioavailability90% (intramuscular)
Protein bindingInversely proportional to concentration; 85 to 95%
MetabolismHydrolysis of beta-lactam ring, CYP not involved
Elimination half-life4 hours
ExcretionKidney (80%) and fecal (10%)
Identifiers
  • (4R,5S,6S)-3-[(3S,5S)-5-[(3-carboxyphenyl)carbamoyl]pyrrolidin-3-yl]sulfanyl-6-(1-hydroxyethyl)-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid
CAS Number
PubChem CID
DrugBank
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC22H25N3O7S
Molar mass475.52 g·mol−1
3D model (JSmol)
  • O=C(O)c1cc(ccc1)NC(=O)[C@H]4NC[C@@H](S\C3=C(\N2C(=O)[C@H]([C@H](O)C)[C@H]2[C@H]3C)C(=O)O)C4
  • InChI=1S/C22H25N3O7S/c1-9-16-15(10(2)26)20(28)25(16)17(22(31)32)18(9)33-13-7-14(23-8-13)19(27)24-12-5-3-4-11(6-12)21(29)30/h3-6,9-10,13-16,23,26H,7-8H2,1-2H3,(H,24,27)(H,29,30)(H,31,32)/t9-,10-,13+,14+,15-,16-/m1/s1 checkY
  • Key:JUZNIMUFDBIJCM-ANEDZVCMSA-N checkY
 ☒NcheckY (what is this?)  (verify)

Ertapenem, sold under the brand name Invanz, is a carbapenem antibiotic medication used for the treatment of infections of the abdomen, the lungs, the upper part of the female reproductive system, and the diabetic foot.[7][8]

The most common side effects include diarrhoea, nausea (feeling sick), headache, and problems around the area where the medicine is infused. It can significantly reduce the concentrations of valproic acid, an anti-seizure medication, in the blood to the point where it loses its effectiveness.[6]

Ertapenem was approved for medical use in the United States in November 2001,[5][9] and in the European Union in April 2002.[6] It is marketed by Merck.[5][6]

  1. ^ "Ertapenem (Invanz) Use During Pregnancy". Drugs.com. 24 January 2020. Retrieved 29 July 2020.
  2. ^ "INVANZ ertapenem (as sodium) 1g powder for injection vial (81449)". Therapeutic Goods Administration (TGA). 12 August 2022. Retrieved 21 April 2023.
  3. ^ "TGA eBS - Product and Consumer Medicine Information Licence".
  4. ^ "Invanz 1g powder for concentrate for solution for infusion - Summary of Product Characteristics (SmPC)". (emc). Retrieved 29 July 2020.
  5. ^ a b c Cite error: The named reference Invanz FDA label was invoked but never defined (see the help page).
  6. ^ a b c d Cite error: The named reference Invanz EPAR was invoked but never defined (see the help page).
  7. ^ Cite error: The named reference AHFS2020 was invoked but never defined (see the help page).
  8. ^ Papp-Wallace KM, Endimiani A, Taracila MA, Bonomo RA (November 2011). "Carbapenems: past, present, and future". Antimicrobial Agents and Chemotherapy. 55 (11): 4943–4960. doi:10.1128/AAC.00296-11. PMC 3195018. PMID 21859938.
  9. ^ Cite error: The named reference USApproval was invoked but never defined (see the help page).