2876. Delapril

Nomenclature

CAS number: 83435-66-9
N-[(1S)-1-(Ethoxycarbonyl)-3-phenylpropyl]-l-alanyl-N-(2,3-dihydro-1H-inden-2-yl)glycine; N-[N-[(S)-1-(ethoxycarbonyl)-3-phenylpropyl]-l-alanyl]-N-(indan-2-yl)glycine; ethyl (S)-2-[[(S)-1-[(carboxymethyl)-2-indanylcarbamoyl]ethyl]amino]-4-phenylbutyrate; alindapril; indalapril.
C26H32N2O5; mol wt 452.54.
C 69.01%, H 7.13%, N 6.19%, O 17.68%.

Description and references

Angiotensin-converting enzyme (ACE) inhibitor. Prepn: Y. Oka et al., EP 51391; eidem, US 4385051 (1982, 1983 both to Takeda); J. T. Suh et al., Eur. J. Med. Chem. - Chim. Ther. 20, 563 (1985); A. Miyake et al., Chem. Pharm. Bull. 34, 2852 (1986). Pharmacology in animals: Y. Inada et al., Jpn. J. Pharmacol. 42, 1 (1986); eidem, ibid. 99. Pharmacology and metabolism in humans: T. Ogihara et al., Curr. Ther. Res. 41, 809 (1987). Pharmacokinetics and evaluation in hypertension: H. Shionoiri et al., Clin. Pharmacol. Ther. 41, 74 (1987).

Chemical structure

Derivative

Hydrochloride.

Nomenclature

CAS number: 83435-67-0
CV-3317; REV-6000A; Adecut (Takeda); Cupressin (Takeda).
C26H32N2O5.HCl; mol wt 489.00.
C 63.86%, H 6.80%, N 5.73%, O 16.36%, Cl 7.25%.

Properties

Colorless plates from acetone + hydrochloric acid, mp 166-170° (dec). [α]D22 +18.5° (c = 1 in methanol).

Therapeutic Category

Antihypertensive.

Keywords

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