CAS 75107-57-2

S-Benzoylcaptopril

Description:

S-Benzoylcaptopril is a chemical compound that serves as a derivative of captopril, which is an angiotensin-converting enzyme (ACE) inhibitor used primarily in the treatment of hypertension and heart failure. This compound is characterized by its structural modifications that enhance its pharmacological properties. It typically appears as a white to off-white crystalline powder and is soluble in organic solvents, with limited solubility in water. The molecular structure of S-benzoylcaptopril includes a thiol group, which is crucial for its activity, and a benzoyl moiety that contributes to its lipophilicity and potential bioavailability. The compound exhibits a specific stereochemistry that is essential for its interaction with the ACE enzyme. In terms of safety, like many pharmaceuticals, it should be handled with care, and its effects on biological systems are subject to ongoing research. Overall, S-benzoylcaptopril represents a significant modification of captopril, aimed at improving therapeutic efficacy and reducing side effects.

Formula: C₁₆H₁₉NO₄S

InChI: InChI=1S/C16H19NO4S/c1-11(10-22-16(21)12-6-3-2-4-7-12)14(18)17-9-5-8-13(17)15(19)20/h2-4,6-7,11,13H,5,8-10H2,1H3,(H,19,20)/t11-,13+/m1/s1

InChI key: InChIKey=PZFBMHLQMFIRCU-YPMHNXCESA-N

SMILES: C([C@@H](CSC(=O)C1=CC=CC=C1)C)(=O)N2[C@H](C(O)=O)CCC2

Synonyms:

• 1-[(2S)-3-(Benzoylthio)-2-methyl-1-oxopropyl]-L-proline
• L-Proline, 1-[3-(benzoylthio)-2-methyl-1-oxopropyl]-, (S)-
• SQ 25868
• S-Benzoylcaptopril
• L-Proline, 1-[(2S)-3-(benzoylthio)-2-methyl-1-oxopropyl]-

(S)-S-Benzoylcaptopril-d3

Controlled Product

CAS: 75107-57-2

Applications (S)-S-Benzoylcaptopril-d3 is an intermediate in the synthesis of Captopril-d3 (C175752), orally active angiotensin-converting enzyme (ACE) inhibitor.
References Rubin, B., et al.: Eur. J Pharmacol., 51, 377 (1978),

Formula: C₁₆H₁₆D₃NO₄S

Color and Shape: Neat

Molecular weight: 324.41

Ref: TR-B209712