Trandolapril

Trandolapril
Clinical data
Trade namesMavik, others
AHFS/Drugs.comMonograph
MedlinePlusa697010
Routes of
administration
By mouth
ATC code
Legal status
Legal status
  • In general: ℞ (Prescription only)
Pharmacokinetic data
Protein bindingTrandolapril 80%
(independent of concentration)
Trandolaprilat 65 to 94%
(concentration-dependent)
MetabolismLiver
Elimination half-life6 hours (trandolapril)
10 hours (trandolaprilat)
ExcretionFecal and Kidney
Identifiers
IUPAC name
  • (2S,3aR,7aS)-1-[(2S)-2-{[(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]amino}propanoyl]-octahydro-1H-indole-2-carboxylic acid
CAS Number
PubChem CID
IUPHAR/BPS
DrugBank
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard100.108.532
Chemical and physical data
FormulaC24H34N2O5
Molar mass430.545 g·mol−1
3D model (JSmol)
Melting point119 to 123 °C (246 to 253 °F)
SMILES
  • O=C(OCC)[C@@H](N[C@H](C(=O)N1[C@H](C(=O)O)C[C@H]2CCCC[C@H]12)C)CCc3ccccc3
InChI
  • 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 Y
  • Key:VXFJYXUZANRPDJ-WTNASJBWSA-N Y
  (verify)

Trandolapril is an ACE inhibitor used to treat high blood pressure. It may also be used to treat other conditions. It is similar in structure to another ramipril but has a cyclohexane group. It is a prodrug that must be metabolized into its active form. It has a longer half-life when compared to other agents in this class.

It was patented in 1981 and approved for medical use in 1993.[1] It is marketed by Abbott Laboratories under the brand name Mavik.

  1. ^ Fischer J, Ganellin CR (2006). Analogue-based Drug Discovery. John Wiley & Sons. p. 469. ISBN 9783527607495.