Trandolapril

Trandolapril

Clinical data
Trade names	Mavik, others
AHFS/Drugs.com	Monograph
MedlinePlus	a697010
Routes of administration	By mouth
ATC code	C09AA10 (WHO)
Legal status
Legal status	In general: ℞ (Prescription only)
Pharmacokinetic data
Protein binding	Trandolapril 80% (independent of concentration) Trandolaprilat 65 to 94% (concentration-dependent)
Metabolism	Liver
Elimination half-life	6 hours (trandolapril) 10 hours (trandolaprilat)
Excretion	Fecal 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	87679-37-6 Y
PubChem CID	5484727
IUPHAR/BPS	6453
DrugBank	DB00519 Y
ChemSpider	4588590 Y
UNII	1T0N3G9CRC
KEGG	D00383 Y
ChEBI	CHEBI:9649
ChEMBL	ChEMBL1519 Y
CompTox Dashboard (EPA)	DTXSID2023692
ECHA InfoCard	100.108.532
Chemical and physical data
Formula	C24H34N2O5
Molar mass	430.545 g·mol−1
3D model (JSmol)	Interactive image
Melting point	119 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
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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.