Quinapril

Quinapril is a prodrug and non-sulfhydryl angiotensin converting enzyme (ACE) inhibitor with antihypertensive activity. Quinapril is hydrolized by carboxylesterases, into its active form quinaprilat, which binds to and inhibits ACE, thereby blocking the conversion of angiotensin I to angiotensin II. This abolishes the potent vasoconstrictive actions of angiotensin II and leads to vasodilatation. Quinapril also causes a decrease in angiotensin II-induced aldosterone secretion by the adrenal cortex, thereby promoting diuresis and natriuresis, and increases bradykinin levels.

General

Type : Isoquinoline, Not A\/B H target, Drug, Pro-Drug, Angiotensin-converting enzyme inhibitor

Chemical_Nomenclature : (3S)-2-[(2S)-2-[[(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]amino]propanoyl]-3,4-dihydro-1H-isoquinoline-3-carboxylic acid

Canonical SMILES : CCOC(=O)C(CCC1=CC=CC=C1)NC(C)C(=O)N2CC3=CC=CC=C3CC2C(=O)O

InChI : InChI=1S\/C25H30N2O5\/c1-3-32-25(31)21(14-13-18-9-5-4-6-10-18)26-17(2)23(28)27-16-20-12-8-7-11-19(20)15-22(27)24(29)30\/h4-12,17,21-22,26H,3,13-16H2,1-2H3,(H,29,30)\/t17-,21-,22-\/m0\/s1

InChIKey : JSDRRTOADPPCHY-HSQYWUDLSA-N

Other name(s) : Quinaprilum  ||  Quinaprilum [Latin]  ||  Quinazil  ||  CHEBI:8713  ||  CHEMBL1592


MW : 438.51

Formula : C25H30N2O5

CAS_number : 85441-61-8

PubChem : 54892

UniChem : JSDRRTOADPPCHY-HSQYWUDLSA-N

Wikipedia : Quinapril

Target

Structures : No structure

Families : Carb_B_Chordata

References (2)

Title : Effect of carboxylesterase 1 c.428G >\; A single nucleotide variation on the pharmacokinetics of quinapril and enalapril - Tarkiainen_2015_Br.J.Clin.Pharmacol_80_1131
Author(s) : Tarkiainen EK , Tornio A , Holmberg MT , Launiainen T , Neuvonen PJ , Backman JT , Niemi M
Ref : British Journal of Clinical Pharmacology , 80 :1131 , 2015
Abstract :
PubMedSearch : Tarkiainen_2015_Br.J.Clin.Pharmacol_80_1131
PubMedID: 25919042
Gene_locus related to this paper: human-CES1

Title : Hydrolytic profile for ester- or amide-linkage by carboxylesterases pI 5.3 and 4.5 from human liver - Takai_1997_Biol.Pharm.Bull_20_869
Author(s) : Takai S , Matsuda A , Usami Y , Adachi T , Sugiyama T , Katagiri Y , Tatematsu M , Hirano K
Ref : Biol Pharm Bull , 20 :869 , 1997
Abstract :
PubMedSearch : Takai_1997_Biol.Pharm.Bull_20_869
PubMedID: 9300133
Gene_locus related to this paper: human-CES1 , human-CES2