Enalapril Diketopiperazine

• CAT Number: R054449
• CAS Number: 115729-52-7
• Molecular Formula: C20H26N2O4
• Molecular Weight: 358.438
• Purity: ≥95%
• Synonyms: (αS,3S,8aS)-Hexahydro-3-methyl-1,4-dioxo-α-(2-phenylethyl)pyrrolo[1,2-a]pyrazine-2(1H)-acetic Acid Ethyl Ester; [3S-[2(R*),3α,8aβ]]-Hexahydro-3-methyl-1,4-dioxo-α-(2-phenylethyl)pyrrolo[1,2-a]pyrazine-2(1H)-acetic Acid Ethyl Ester; Enalapril DKP
• Storage: Desiccate at RT
• IUPAC Name: ethyl (2S)-2-[(3S,8aS)-3-methyl-1,4-dioxo-6,7,8,8a-tetrahydro-3H-pyrrolo[1,2-a]pyrazin-2-yl]-4-phenylbutanoate
• InChI: InChI=1S/C20H26N2O4/c1-3-26-20(25)17(12-11-15-8-5-4-6-9-15)22-14(2)18(23)21-13-7-10-16(21)19(22)24/h4-6,8-9,14,16-17H,3,7,10-13H2,1-2H3/t14-,16-,17-/m0/s1
• InChIKey: BMZHNHHJUGMMLV-XIRDDKMYSA-N
• SMILES: CCOC(=O)C(CCC1=CC=CC=C1)N2C(C(=O)N3CCCC3C2=O)C

Enalapril Diketopiperazine (Cat.No:R054449) is a metabolite of enalapril, an angiotensin-converting enzyme (ACE) inhibitor used to treat hypertension and heart failure. It forms in the body from enalapril hydrolysis. Its relevance lies in understanding the pharmacokinetics and metabolism of enalapril, contributing to better drug efficacy and safety assessment.

Reference

1.Pilatti, C., et al. "Search for related substances in market products containing enalapril maleate as the active principle." Drug development and industrial pharmacy 25.6 (1999): 807-811.
2.Toporišič, Rebeka, et al. "Identification of new impurities of enalapril maleate on oxidation in the presence of magnesium monoperoxyphthalate." Journal of pharmaceutical and biomedical analysis 52.2 (2010): 294-299.