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.
OverviewAI-generated
Captopril is a chemical compound with the formula C₉H₁₅NO₃S. Its IUPAC name is (2S)-1-[(2S)-2-methyl-3-sulfanylpropanoyl]pyrrolidine-2-carboxylic acid. The substance has a mass of 217.077 and a weight of 217.29. It possesses a charge of 0, with 2 hydrogen bond donors and 4 hydrogen bond acceptors. The xlogp value is 0.3, and the topological polar surface area is 58.6.
The defined daily dose for captopril is 50. The compound is associated with a PubMed query count of 14180. It is referenced by 286 other encyclopedia articles.
Synthesized by Vinony from 20 facts across 4 sources: Wikidata, PubMed, PubChem, Vinony graph. Generated from structured data (not the Wikipedia text) and checked against those facts — may still contain errors.
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
~8 min read
Encyclopedic overview
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.
Excerpted from Wikipedia’s “captopril” article, available under the CC BY-SA 4.0 licence.