Quinaprilat

Modify Date: 2024-01-08 12:31:54

Quinaprilat Structure
Quinaprilat structure
Common Name Quinaprilat
CAS Number 1435786-09-6 Molecular Weight 456.53100
Density N/A Boiling Point N/A
Molecular Formula C25H32N2O6 Melting Point N/A
MSDS N/A Flash Point N/A

 Use of Quinaprilat


Quinaprilat hydrate is a non-mercapto Angiotensin Converting Enzyme (ACE) inhibitor, the active metabolite of Quinapril. Quinaprilat hydrate specifically blocks the conversion of angiotensin I to the vasoconstrictor angiotensin II and inhibits the degradation of bradykinin. Quinaprilat hydrate acts as anti-hypertensive agent and vasodilator[1][2].

 Names

Name (3S)-2-[(2S)-2-[[(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]amino]propanoyl]-3,4-dihydro-1H-isoquinoline-3-carboxylic acid,hydrate
Synonym More Synonyms

 Quinaprilat Biological Activity

Description Quinaprilat hydrate is a non-mercapto Angiotensin Converting Enzyme (ACE) inhibitor, the active metabolite of Quinapril. Quinaprilat hydrate specifically blocks the conversion of angiotensin I to the vasoconstrictor angiotensin II and inhibits the degradation of bradykinin. Quinaprilat hydrate acts as anti-hypertensive agent and vasodilator[1][2].
Related Catalog
In Vitro Quinaprilat hydrate (5 μM) mediates the interaction of organic anion transporter 3 (hOAT3) which can promote renal active secretion of quinapril that increases uptake of quinaprilat to 25-fold in HEK293 cells and hOAT3 affinity Km for quinaprilat is 13.4 μM[1]. Quinaprilat hydrate (100 nM, 20 min) can inhibit the activity of protein kinase C (PKC) by activing the B1 receptor resulting in the release of NO in human lung microvascular endothelial (HLMVE) cells[2].
References

[1]. Haodan Yuan, et al. Renal organic anion transporter-mediated drug-drug interaction between gemcabene and quinapril. J Pharmacol Exp Ther. 2009 Jul;330(1):191-7. doi: 10.1124/jpet.108.149476. Epub 2009 Apr 6

[2]. Sinisa Stanisavljevic, et al. Angiotensin I-converting enzyme inhibitors block protein kinase C epsilon by activating bradykinin B1 receptors in human endothelial cells. J Pharmacol Exp Ther. 2006 Mar;316(3):1153-8.

 Chemical & Physical Properties

Molecular Formula C25H32N2O6
Molecular Weight 456.53100
Exact Mass 456.22600
PSA 105.17000
LogP 2.83160

 Synonyms

Quinapril diacid [MI]
3-Isoquinolinecarboxylic acid,2-(2-((1-carboxy-3-phenylpropyl)amino)-1-oxopropyl)-1,2,3,4-tetrahydro-,(3S-(2(R*(R*)),3R*))-,monohydrate
Quinapril diacid
Quinaprilat hydrate [WHO-DD]