CAS 87679-71-8

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

Trandolapril impurity E

CAS: 87679-71-8

Trandolapril impurity E

Formula: C₂₂H₃₀N₂O₅

Color and Shape: Light Yellow

Molecular weight: 402.484

Ref: 47-1085

Trandolapril Related Compound E ((2S,3aR,7aS)-1-[N-[(S)-1-Carboxy-3-phenylpropyl]-L-alanyl]hexahydro-2-indolinecarboxylic acid)

CAS: 87679-71-8

Heterocyclic compounds with nitrogen hetero-atom(s) only, aromatic or modified aromatic, nesoi

Formula: C₂₂H₃₀N₂O₅

Color and Shape: Powder

Molecular weight: 402.21547

Ref: 45-1672723

Trandolaprilat-d5

CAS: 87679-71-8

Formula: C₂₂H₂₅N₂O₅D₅

Molecular weight: 407.52

Ref: 4Z-T-074

Trandolapril EP Impurity E (Trandolapril USP Related Compound E, Trandolaprilat)

CAS: 87679-71-8

Formula: C₂₂H₃₀N₂O₅

Color and Shape: Off-White Solid

Molecular weight: 402.49

Ref: 4Z-T-072

Trandolaprilat

CAS: 87679-71-8

Trandolaprilat is a prodrug of enalaprilat, which is an angiotensin-converting enzyme (ACE) inhibitor. Trandolaprilat binds to the active site of ACE and inhibits its activity, thereby causing a decrease in the formation of angiotensin II, a potent vasoconstrictor. Trandolaprilat has been shown to be effective in treating congestive heart failure and other cardiac disorders. Trandolaprilat has also been shown to have an effect on energy metabolism, as it inhibits the binding of ATPase to adenosine triphosphate (ATP). This inhibition leads to increased levels of ATP in cells and may be responsible for its cardioprotective effects.

Formula: C₂₂H₃₂N₂O₆

Purity: Min. 95%

Color and Shape: White Powder

Molecular weight: 420.5 g/mol

Ref: 3D-IT28367

Trandolapril EP Impurity E

CAS: 87679-71-8

Formula: C₂₂H₃₀N₂O₅

Molecular weight: 402.49

Ref: ST-EA-CP-T49005

Trandolaprilat

CAS: 87679-71-8

Trandolaprilat is an inhibitor of non-sulfhydryl angiotensin-converting enzyme.

Formula: C₂₂H₃₀N₂O₅

Color and Shape: Pale Yellow Solid

Molecular weight: 402.48

Ref: TM-T20758