9568. Trandolapril

Nomenclature

CAS number: 87679-37-6
(2S,3aR,7aS)-1-[(2S)-2-[[(1S)-1-(Ethoxycarbonyl)-3-phenylpropyl]amino]-1-oxopropyl]octahydro-1H-indole-2-carboxylic acid; (3aR,7aS)-1-[N-[1(S)-(ethoxycarbonyl)-3-phenylpropyl]-(S)-alanyl]octahydroindole-2(S)-carboxylic acid; (2S,3aR,7aS)-1-[(S)-N-[(S)-1-carboxy-3-phenylpropyl]alanyl]hexahydro-2-indolinecarboxylic acid 1-ethyl ester; RU-44570; Mavik (Abbott); Odrik (Aventis); Gopten (Abbott).
C24H34N2O5; mol wt 430.54.
C 66.95%, H 7.96%, N 6.51%, O 18.58%.

Description and references

Angiotensin converting enzyme (ACE) inhibitor. Prepn: H. Urbach et al., EP 84164; eidem, US 4933361 (1983, 1990 both to Hoechst). Enzyme inhibition and pharmacology: N. L. Brown et al., Eur. J. Pharmacol. 148, 79 (1988). Clinical pharmacology: F. De Ponti et al., Eur. J. Clin. Pharmacol. 40, 149 (1991). Clinical trial in prevention of death after myocardial infarction: L. Kober et al., N. Engl. J. Med. 333, 1670 (1995). Series of articles on pharmacology and clinical trials: Am. J. Hypertens. 8, 63S-74S (1995). Clinical trial in diabetic neuropathy: R. A Malik et al., Lancet 352, 1978 (1998).

Chemical structure

Properties

Colorless, crystalline solid, mp 125°. Sol in chloroform, dichloromethane, methanol.

Derivative

Diacid.

Nomenclature

CAS number: 87679-71-8
Trandolaprilat; RU-44403.
C22H30N2O5; mol wt 402.48.
C 65.65%, H 7.51%, N 6.96%, O 19.88%.

Therapeutic Category

Antihypertensive.

Keywords

ACE-Inhibitor; Antihypertensive; N-Carboxyalkyl (peptide/lactam) Derivatives