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Quinaprilat (Standard)

CAT: 0804-HY-127026RSize: 1 EachDry Ice: NoHazardous: No
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Description
Quinaprilat (Standard) is the analytical standard of Quinaprilat. This product is intended for research and analytical applications. Quinaprilat is an orally active non-mercapto Angiotensin Converting Enzyme (ACE) inhibitor, the active metabolite of Quinapril. Quinaprilat specifically blocks the conversion of angiotensin I to the vasoconstrictor angiotensin II and inhibits the degradation of bradykinin. Quinaprilat acts as anti-hypertensive agent and vasodilator[1][2].
CAS Number
82768-85-2
UNSPSC
12352005
Target
Angiotensin-converting Enzyme (ACE) ; Reference Standards
Type
Reference Standards
Related Pathways
Metabolic Enzyme/Protease; Others
Field of Research
Cardiovascular Disease
Assay Protocol
https://www.medchemexpress.com/quinaprilat-standard.html
Smiles
O=C(O)[C@H]1N(CC2=C(C1)C=CC=C2)C([C@H](C)N[C@@H](CCC3=CC=CC=C3)C(O)=O)=O
Molecular Formula
C23H26N2O5
Molecular Weight
410.46
References & Citations
[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.
Shipping Conditions
Room temperature
Scientific Category
Reference Standards

Chemical Information

Quinaprilat

Quinaprilat is a dicarboxylic acid resulting from the hydrolysis of the ethyl ester group of quinapril to give the corresponding dicarboxylic acid. The active angiotensin-converting enzyme inhibitor (ACE inhibitor) of the prodrug quinapril. It has a role as an EC 3.4.15.1 (peptidyl-dipeptidase A) inhibitor, a vasodilator agent and an antihypertensive agent. It is a tertiary carboxamide, a member of isoquinolines and a dicarboxylic acid.

CAS Number82768-85-2
PubChem CID107994
IUPAC Name(3S)-2-[(2S)-2-[[(1S)-1-carboxy-3-phenylpropyl]amino]propanoyl]-3,4-dihydro-1H-isoquinoline-3-carboxylic acid
Molecular FormulaC23H26N2O5
Molecular Weight410.5
XLogP0.5
Topological Polar Surface Area107
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count6
Rotatable Bond Count8
Heavy Atom Count30
Formal Charge0
Complexity619
SMILES
C[C@@H](C(=O)N1CC2=CC=CC=C2C[C@H]1C(=O)O)N[C@@H](CCC3=CC=CC=C3)C(=O)O
InChI
InChI=1S/C23H26N2O5/c1-15(24-19(22(27)28)12-11-16-7-3-2-4-8-16)21(26)25-14-18-10-6-5-9-17(18)13-20(25)23(29)30/h2-10,15,19-20,24H,11-14H2,1H3,(H,27,28)(H,29,30)/t15-,19-,20-/m0/s1
InChIKey
FLSLEGPOVLMJMN-YSSFQJQWSA-N
Chemical Structure
2D Structure
2D structure of Quinaprilat
CAS: 82768-85-2
CID: 107994
Formula: C23H26N2O5
MW: 410.5
Interactive 3D Structure
Loading 3D structure...
Computed Properties
PropertyValue
Molecular Weight410.5
XLogP30.5
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count6
Rotatable Bond Count8
Exact Mass410.18417193
Monoisotopic Mass410.18417193
Topological Polar Surface Area107 Ų
Heavy Atom Count30
Formal Charge0
Complexity619
Isotope Atom Count0
Defined Atom Stereocenter Count3
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes