An ACE inhibitor
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Pro-drug Form(s)
13522Trandolapril
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Trandolaprilat (hydrate)

Item No. 29577

Technical Information
Formal Name
(2S,3aR,7aS)-1-[(2S)-2-[[(1S)-1-carboxy-3-phenylpropyl]amino]-1-oxopropyl]octahydro-1H-Indole-2-carboxylic acid, monohydrate
CAS Number
951393-55-8
Synonyms
  • RU 44403
Molecular Formula
C22H30N2O5 • H2O
Formula Weight
Purity
≥95%
Formulation
A solid
DMSO: Slightly solubleMethanol: Slightly soluble
SMILES
O=C(O)[C@@H](N[C@@H](C)C(N1[C@](CCCC2)([H])[C@@]2([H])C[C@H]1C(O)=O)=O)CCC3=CC=CC=C3.O
InChi Code
InChI=1S/C22H30N2O5.H2O/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);1H2/t14-,16+,17-,18-,19-;/m0./s1
InChi Key
RCVUTQVXMHPLKS-CNTNIUBLSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Trandolaprilat is an angiotensin-converting enzyme (ACE) inhibitor.1 It inhibits angiotensin I-induced contraction in isolated rat thoracic aorta (IC50 = 6.9 nM) and potentiates bradykinin-induced contraction in isolated guinea pig ileum with a 50% augmentation concentration (AC50) value of 2.7 nM. Trandolaprilat induces relaxation of norepinephrine- or potassium chloride-precontracted isolated rat thoracic aorta with intact endothelium in a concentration-dependent manner. Trandolaprilat inhibits angiotensin I-induced pressor responses in rats and dogs (ID50s = 9.9 and 7.2 μg/kg, respectively) and potentiates the bradykinin-induced depressor response in rats (ED50 = 4.1 μg/kg).2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Sekiguchi, N., Ishii, Y., Fujikura, H., et alPharmacological action of (−)-(2S,3aR,7aS)-1-[(S)-N-[(S)-1-carbonyl-3-phenylpropyl]alanyl]hexahydro-2-indolinecarboxylic acid (trandolaprilat) in isolated smooth muscle preparations. Gen. Pharmacol. 24(3), 585-590 (1993).

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