C4042 Sigma-Aldrich


≥98% (HPLC), powder

Synonym: N-[(S)-3-Mercapto-2-methylpropionyl]-L-proline

  • CAS Number 62571-86-2

  • Empirical Formula (Hill Notation) C9H15NO3S

  • Molecular Weight 217.29

  •  Beilstein/REAXYS Number 477887

  •  EC Number 263-607-1

  •  MDL number MFCD00168073

  •  PubChem Substance ID 57654003



Related Categories A to C, Angiotensin Converting Enzyme, Angiotensin Metabolism, Approved Therapeutics/Drug Candidates, Bioactive Small Molecule Alphabetical Index,
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
Gene Information   human ... ACE(1636), AGTR1(185), AGTR2(186), ECE1(1889)
rat ... Ace(24310)



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


5, 25 g in glass bottle

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

This compound is also offered as part of Sigma′s Library of Pharmacologically Active Compounds (LOPAC®1280), a biologically annotated collection of high-quality, ready-to-screen compounds. Click here to learn more.

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.

Legal Information

LOPAC is a registered trademark of Sigma-Aldrich Co. LLC

Safety & Documentation

Safety Information

GHS08  GHS08
Signal word 
Hazard statements 
Precautionary statements 
NONH for all modes of transport
WGK Germany 
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable


Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles


Antihypertensive Agents

Agents that inhibit angiontensin-converting enzymes (ACE) and angiotensin II formation are essential to cardiovascular medicine.1 These inhibitors are used not only to treat essential hypertension an...
Sami Barghshoon
BioFiles v7 n5, 2012, 5–20
Keywords: AGE, Antihypertensives, Cardiovascular, Clinical, Diuretics, PAGE, Reductions

Discover Bioactive Small Molecules for ADME/Tox

A significant number of drugs that fail in clinical trials have been associated with safety issues, including unexpected drug-drug interactions (DDI) or lack of efficacy due to poor pharmacokinetics....
Keywords: Absorption, Bioactive small molecules, Clinical, Metabolism

Peer-Reviewed Papers


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