File:Captopril_structure.svg · Wikimedia Commons · See Wikimedia Commons
captopril
Sign in to saveAlso known as Capoten®, SQ-14225, D-3-mercapto-2-methylpropanoyl-L-proline, D-2-methyl-3-mercaptopropanoyl-L-proline, Captopryl, L-Captopril, (2S)-1-[(2S)-2-methyl-3-sulfanylpropanoyl]pyrrolidine-2-carboxylic acid, CP
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. It does not cause fatigue as associated with beta-blockers.
Chemical data
- Formula
- C9H15NO3S
- Molecular weight
- 217.29 g/mol
- IUPAC name
- (2S)-1-[(2S)-2-methyl-3-sulfanylpropanoyl]pyrrolidine-2-carboxylic acid
- SMILES
- C[C@H](CS)C(=O)N1CCC[C@H]1C(=O)O
- InChIKey
- FAKRSMQSSFJEIM-RQJHMYQMSA-N
- XLogP
- 0.3
- Polar surface area
- 58.6 Ų
- H-bond donors
- 2
- H-bond acceptors
- 4
- Formal charge
- 0
via PubChem
Research
14,180 papers- Captopril.Archives of internal medicine · 1982
- Captopril--an overview.South African medical journal = Suid-Afrikaanse tydskrif vir geneeskunde · 1982
- Drug therapy. Captopril.The New England journal of medicine · 1982
- Captopril and renal function.Contributions to nephrology · 1984
- Captopril: pharmacology, metabolism and disposition.Drug metabolism reviews · 1984
via PubMed
Wikidata facts
- Mass
- 217.077
Show 7 more facts
- chemical formula
- C₉H₁₅NO₃S
- canonical SMILES
- CC(CS)C(=O)N1CCCC1C(=O)O
- isomeric SMILES
- C[C@H](CS)C(=O)N1CCC[C@H]1C(=O)O
- World Health Organisation international non-proprietary name
- captopril
- defined daily dose
- 50
- Commons category
- Captopril
- described at URL
- datos.bne.es/tema/XX534817.html
via Wikidata · CC0
~8 min read
Article
11 sectionsContents
- Structure–activity relationship
- Medical uses
- Adverse effects
- Overdose
- History
- Chemical synthesis
- Mechanism of action
- Pharmacokinetics
- See also
- References
- External links
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. It does not cause fatigue as associated with beta-blockers.
Captopril was patented in 1976 and approved for medical use in 1980.