CHEBI:8714 - quinapril hydrochloride

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ChEBI Name quinapril hydrochloride
ChEBI ID CHEBI:8714
Definition A hydrochloride resulting from the reaction of equimolar amounts of quinapril and hydrogen chloride. A prodrug for quinaprilat hydrochloride (by hydrolysis of the ethyl ester to the corresponding carboxylic acid), it is used as an angiotensin-converting enzyme inhibitor (ACE inhibitor) for the treatment of hypertension and congestive heart failure.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information ChemicalBook:CB8100984, ChemicalBook:CB44634892, eMolecules:3715231, Selleckchem:quinapril-hydrochloride-accupril
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Formulae C25H30N2O5.HCl
C25H31ClN2O5
Net Charge 0
Average Mass 474.978
Monoisotopic Mass 474.19215
InChI InChI=1S/C25H30N2O5.ClH/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);1H/t17-,21-,22-;/m0./s1
InChIKey IBBLRJGOOANPTQ-JKVLGAQCSA-N
SMILES C1C2=C(C[C@H](N1C([C@@H](N[C@H](C(OCC)=O)CCC=3C=CC=CC3)C)=O)C(O)=O)C=CC=C2.Cl
Roles Classification
Biological Role(s): EC 3.4.15.1 (peptidyl-dipeptidase A) inhibitor
An EC 3.4.15.* (peptidyl-dipeptidase) inhibitor that interferes with the action of peptidyl-dipeptidase A (EC 3.4.15.1).
Application(s): antihypertensive agent
Any drug used in the treatment of acute or chronic vascular hypertension regardless of pharmacological mechanism.
EC 3.4.15.1 (peptidyl-dipeptidase A) inhibitor
An EC 3.4.15.* (peptidyl-dipeptidase) inhibitor that interferes with the action of peptidyl-dipeptidase A (EC 3.4.15.1).
View more via ChEBI Ontology
ChEBI Ontology
Outgoing quinapril hydrochloride (CHEBI:8714) has part quinapril(1+) (CHEBI:141523)
quinapril hydrochloride (CHEBI:8714) has role antihypertensive agent (CHEBI:35674)
quinapril hydrochloride (CHEBI:8714) has role EC 3.4.15.1 (peptidyl-dipeptidase A) inhibitor (CHEBI:35457)
quinapril hydrochloride (CHEBI:8714) is a hydrochloride (CHEBI:36807)
IUPAC Names
(3S)-2-[(2S)-2-{[(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]amino}propanoyl]-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid hydrochloride
(3S)-2-{(2S)-2-[(1S)-1-ethoxycarbonyl-3-phenylpropylamino]propanoyl}-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid hydrochloride
(3S)-2-{N-[(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]-L-alanyl}-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid hydrochloride
Synonyms Sources
CI-906 ChEBI
Quinapril hydrochloride KEGG COMPOUND
Brand Names Sources
Accupril DrugBank
Accuprin DrugBank
Accupro DrugBank
Acequin DrugBank
Acuitel DrugBank
Hemokvin ChemIDplus
Korec DrugBank
Quinazil DrugBank
Manual Xrefs Databases
2340 DrugCentral
C07340 KEGG COMPOUND
D00459 KEGG DRUG
US7482361 Patent
WO2004087671 Patent
View more database links
Registry Numbers Types Sources
5699760 Beilstein Registry Number Beilstein
82586-55-8 CAS Registry Number KEGG COMPOUND
82586-55-8 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
12749406 PubMed citation Europe PMC
16193811 PubMed citation Europe PMC
24081473 PubMed citation Europe PMC
29310224 PubMed citation Europe PMC
8959644 PubMed citation Europe PMC
Last Modified
01 August 2018