Captopril

Captopril
Clinical data
Pronunciation/ˈkæptəprɪl/
Trade namesCapoten, others
AHFS/Drugs.comMonograph
MedlinePlusa682823
Pregnancy
category
  • AU: D
Routes of
administration
By mouth
ATC code
Legal status
Legal status
  • US: WARNING[1]
  • EU: Rx-only[2]
  • In general: ℞ (Prescription only)
Pharmacokinetic data
Bioavailability70–75%
MetabolismLiver
Elimination half-life1.9 hours
ExcretionKidney
Identifiers
  • (2S)-1-[(2S)-2-methyl-3-sulfanylpropanoyl]pyrrolidine-2-carboxylic acid
CAS Number
PubChem CID
IUPHAR/BPS
DrugBank
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
PDB ligand
CompTox Dashboard (EPA)
ECHA InfoCard100.057.806 Edit this at Wikidata
Chemical and physical data
FormulaC9H15NO3S
Molar mass217.28 g·mol−1
3D model (JSmol)
  • O=C(O)[C@H]1N(C(=O)[C@H](C)CS)CCC1
  • InChI=1S/C9H15NO3S/c1-6(5-14)8(11)10-4-2-3-7(10)9(12)13/h6-7,14H,2-5H2,1H3,(H,12,13)/t6-,7+/m1/s1 checkY
  • Key:FAKRSMQSSFJEIM-RQJHMYQMSA-N checkY
  (verify)

Captopril, sold under the brand name Capoten among others, is an angiotensin-converting enzyme (ACE) inhibitor used for the treatment of hypertension and some types of congestive heart failure. Captopril was the first oral ACE inhibitor found for the treatment of hypertension.[3] It does not cause fatigue as associated with beta-blockers. Due to the adverse drug event of causing hyperkalemia, as seen with most ACE Inhibitors, the medication is usually paired with a diuretic.[citation needed]

Captopril was patented in 1976 and approved for medical use in 1980.[4]

  1. ^ "FDA-sourced list of all drugs with black box warnings (Use Download Full Results and View Query links.)". nctr-crs.fda.gov. FDA. Retrieved 22 Oct 2023.
  2. ^ "List of nationally authorised medicinal products Active substance: captopril" (PDF). ema.europa.eu. European Medicines Agency. 26 November 2020. Archived from the original (PDF) on 31 October 2021.
  3. ^ Vidt DG, Bravo EL, Fouad FM (January 1982). "Medical intelligence drug therapy: captopril". The New England Journal of Medicine. 306 (4): 214–219. doi:10.1056/nejm198201283060405. PMID 7033784.
  4. ^ Fischer J, Ganellin CR (2006). Analogue-based Drug Discovery. John Wiley & Sons. p. 467. ISBN 978-3-527-60749-5.