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CAS 87679-71-8

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Trandolaprilat

Description:
Trandolaprilat is the active metabolite of the angiotensin-converting enzyme (ACE) inhibitor trandolapril, primarily used in the treatment of hypertension and heart failure. It is characterized by its ability to inhibit the conversion of angiotensin I to angiotensin II, leading to vasodilation and reduced blood pressure. Trandolaprilat is a white to off-white crystalline powder, soluble in water and organic solvents, which facilitates its pharmacological activity. The compound exhibits a long half-life, allowing for once-daily dosing in clinical settings. Its mechanism of action not only helps in lowering blood pressure but also provides renal protective effects, making it beneficial for patients with diabetic nephropathy. Additionally, trandolaprilat may have favorable effects on cardiac remodeling post-myocardial infarction. As with other ACE inhibitors, potential side effects include cough, hyperkalemia, and angioedema, necessitating careful monitoring during treatment. Overall, trandolaprilat is an important therapeutic agent in cardiovascular medicine, contributing to improved patient outcomes in managing hypertension and heart-related conditions.
Formula:C22H30N2O5
InChI:InChI=1S/C22H30N2O5/c1-14(23-17(21(26)27)12-11-15-7-3-2-4-8-15)20(25)24-18-10-6-5-9-16(18)13-19(24)22(28)29/h2-4,7-8,14,16-19,23H,5-6,9-13H2,1H3,(H,26,27)(H,28,29)/t14-,16+,17-,18-,19-/m0/s1
InChI key:InChIKey=AHYHTSYNOHNUSH-HXFGRODQSA-N
SMILES:C([C@@H](N[C@@H](CCC1=CC=CC=C1)C(O)=O)C)(=O)N2[C@@]3([C@@](C[C@H]2C(O)=O)(CCCC3)[H])[H]
Synonyms:
  • (2S,3aR,7aS)-1-[(2S)-2-[[(1S)-1-Carboxy-3-phenylpropyl]amino]-1-oxopropyl]octahydro-1H-indole-2-carboxylic acid
  • (2S,3aR,7aS)-1-[(2S)-2-{[(1S)-1-Carboxy-3-phenylpropyl]amino}propanoyl]octahydro-1H-indole-2-carboxylic acid (non-preferred name)
  • 1H-Indole-2-carboxylic acid, 1-[(2S)-2-[[(1S)-1-carboxy-3-phenylpropyl]amino]-1-oxopropyl]octahydro-, (2S,3aR,7aS)-
  • 1H-Indole-2-carboxylic acid, 1-[2-[(1-carboxy-3-phenylpropyl)amino]-1-oxopropyl]octahydro-, [2S-[1[R*(R*)],2α,3aα,7aβ]]-
  • Ru 44403
  • Trandolaprilate
  • Trandolaprilat
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