C4042

Captopril

≥98% (HPLC), powder, angiotensin converting enzyme inhibitor

• Synonym(s): N-[(S)-3-Mercapto-2-methylpropionyl]-L-proline
• Empirical Formula (Hill Notation): C₉H₁₅NO₃S
• CAS Number: 62571-86-2
• Molecular Weight: 217.29
• Beilstein: 477887
• EC Number: 263-607-1
• MDL number: MFCD00168073
• UNSPSC Code: 12352200
• PubChem Substance ID: 57654003
• NACRES: NA.77

Properties

• product name: Captopril, ≥98% (HPLC), powder
• biological source: synthetic
• Assay: ≥98% (HPLC)
• form: powder
• color: white to off-white
• mp: 104-108 °C (lit.)
• solubility: water: 100 mg/mL, clear to very slightly hazy, colorless to faintly yellow
• originator: Bristol-Myers Squibb
• storage temp.: room temp
• SMILES string: C[C@H](CS)C(=O)N1CCC[C@H]1C(O)=O
• 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
• InChI key: FAKRSMQSSFJEIM-RQJHMYQMSA-N
• Gene Information: human ... ACE(1636) , AGTR1(185) , AGTR2(186) , ECE1(1889) ; rat ... Ace(24310)

Description

Application

Captopril has been used:

• to examine the influence of timing of captopril treatment on efficacy in transverse aortic constriction (TAC) mice
• as an angiotensin-converting enzyme inhibitor and orally administered to unrestrained Wistar Kyoto rats in an approach to study its effects of angiogenesis inhibition and interdependency with other drugs
• used as a positive control in spectrophotometric assay to study the angiotensin-converting enzyme inhibitory activity

Biochem/physiol Actions

Captopril is known to decrease the cardiovascular complications arising due to myocardial infarction. It is an effective drug in treating diabetic nephropathy and renal disease. Captopril acts by reducing cardiac related inflammation, fibrosis and calcification.

Angiotensin converting enzyme inhibitor. Inhibits the formation of angiotensin II, a bioactive peptide that stimulates angiogenesis and increases microvessel density.

Features and Benefits

This compound is a featured product for ADME Tox research. Click here to discover more featured ADME Tox products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

This compound is featured on the Neuropeptidases page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

This compound was developed by Bristol-Myers Squibb. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Safety Information

• Pictograms: GHS08
• Signal Word: Danger
• Hazard Statements: H341,H360F
• Precautionary Statements: P201 - P202 - P280 - P308 + P313 - P405 - P501
• Hazard Classifications: Muta. 2 - Repr. 1B
• Storage Class Code: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• WGK: WGK 2
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves