A prodrug form of trandolaprilat
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Active Metabolite(s)
29577Trandolaprilat (hydrate)
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Trandolapril

Item No. 13522

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(2S,3aR,7aS)-1-[(2S)-2-[[(1S)-1-(ethoxycarbonyl)-3-phenylpropyl]amino]-1-oxopropyl]octahydro-1H-indole-2-carboxylic acid
CAS Number
87679-37-6
Synonyms
  • RU-44570
Molecular Formula
C24H34N2O5
Formula Weight
430.5
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 15 mg/mlDMSO: 25 mg/mlEthanol: 0.25 mg/mlPBS (pH 7.2): 1 mg/ml
SMILES
[H][C@@]12[C@](N(C([C@@H](N[C@H](C(OCC)=O)CCC3=CC=CC=C3)C)=O)[C@H](C(O)=O)C2)([H])CCCC1
InChi Code
InChI=1S/C24H34N2O5/c1-3-31-24(30)19(14-13-17-9-5-4-6-10-17)25-16(2)22(27)26-20-12-8-7-11-18(20)15-21(26)23(28)29/h4-6,9-10,16,18-21,25H,3,7-8,11-15H2,1-2H3,(H,28,29)/t16-,18+,19-,20-,21?/m0/s1
InChi Key
VXFJYXUZANRPDJ-GNFQLOHCSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    25 mg

    $134

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    50 mg

    $228

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    100 mg

    $399

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    250 mg

    $795

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    Product Description

    Trandolapril is a prodrug form of the angiotensin-converting enzyme (ACE) inhibitor trandolaprilat (Item No. 29577).1 Trandolapril is converted to trandolaprilat by carboxylesterase 1 (CES1) in human liver microsomes. It inhibits angiotensin I-induced pressor responses in rats and dogs (ID50s = 13.1 and 21.1 μg/kg, respectively) and potentiates the bradykinin-induced depressor response in rats (ED50 = 5.5 μg/kg).2 Trandolapril (0.1, 0.3, and 1 mg/kg) decreases systolic and diastolic arterial pressure in dogs. It decreases mean arterial pressure (MAP) and left ventricular end-diastolic pressure (LVEDP) in a rat model of heart failure induced by left coronary artery occlusion when administered at a dose of 3 mg/kg.3 Trandolapril (0.01 and 1 mg/kg) increases survival in stroke-prone spontaneously hypertensive rats fed a high-salt diet.4 Formulations containing trandolapril have been used in the treatment of hypertension.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Zhu, H.-J., Appel, D.I., Johnson, J.A., et al. Role of carboxylesterase 1 and impact of natural genetic variants on the hydrolysis of trandolapril. Biochem Pharmacol. 77(7), 1266-1272 (2009).

    2. Brown, N.L., Badel, M.-Y., Benzoni, F., et al. Angiotensin-converting enzyme inhibition, anti-hypertensive activity and hemodynamic profile of trandolapril (RU 44570). Eur. J. Pharmacol. 148(1), 79-91 (1988).

    3. Sanbe, A., Tanonaka, K., Kobayasi, R., et al. Effects of long-term therapy with ACE inhibitors, captopril, enalapril and trandolapril, on myocardial energy metabolism in rats with heart failure following myocardial infarction. J. Mol. Cell. Cardiol. 27(10), 2209-2222 (1995).

    4. Richer, C., Fornes, P., Vacher, E., et al. Trandolapril’s protective effects in stroke-prone spontaneously hypertensive rats persist long after treatment withdrawal. Am. J. Cardiol. 73(10), 26C-35C (1994).