Ramiprilat
Ramiprilat is the active metabolite of the angiotensin-converting enzyme (ACE) inhibitor Ramipril, featuring a tetrahydrofuran ring fused to a dipeptide-like structure with a terminal carboxylic acid group. Its core structure includes a hydrophobic isobutyl substituent and a proline-derived pyrrolidine moiety, critical for ACE inhibition. The compound lacks the ester prodrug functionality of Ramipril, existing as the pharmacologically active form generated via hepatic hydrolysis. It serves as an HPLC reference standard for quantifying Ramipril degradation products in stability studies.
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Molecular Formula
C23H32N2O5
Molecular Weight
416.5000
CAS Number
87333-19-5
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PubChem CID
5362129 ↗
IUPAC Name
(2S,3aS,6aS)-1-[(2S)-2-[[(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]amino]propanoyl]-3,3a,4,5,6,6a-hexahydro-2H-cyclopenta[b]pyrrole-2-carboxylic acid
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Official Reference Standards
| Std | Catalog # | Quantity | Price |
|---|---|---|---|
| EP | R0145000 ↗ | 10 MG | EUR 90.00 |
| USP | 1598303 ↗ | 125 mg | USD 297.00 |
📝 Synonyms
ramipril
87333-19-5
Tritace
Altace
Triatec
Ramace
Vesdil
Delix
Cardace
Acovil
🔬 Chemical Identifiers
CCOC(=O)[C@H](CCC1=CC=CC=C1)N[C@@H](C)C(=O)N2[C@H]3CCC[C@H]3C[C@H]2C(=O)O
InChI=1S/C23H32N2O5/c1-3-30-23(29)18(13-12-16-8-5-4-6-9-16)24-15(2)21(26)25-19-11-7-10-17(19)14-20(25)22(27)28/h4-6,8-9,15,17-20,24H,3,7,10-14H2,1-2H3,(H,27,28)/t15-,17-,18-,19-,20-/m0/s1
HDACQVRGBOVJII-JBDAPHQKSA-N
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