Drug/Small Molecule:
quinapril

2D structure

Overview

Generic Names: Quinapril Hcl; Quinapril Hydrochloride; Quinaprilum [Latin]
Trade Names: Accupril; Accuprin; Accupro; Acequin; Acuitel; Korec; Quinazil
PharmGKB Accession Id: PA451205

Description

Quinapril is used in the treatment of hypertension and congestive heart failure. Quinapril is actually a prodrug. It is converted to its active metabolite, quinaprilat, in the liver. Quinapril inhibits angiotensin converting enzyme, an enzyme which catalyses the formation of angiotensin II from its precursor, angiotensin I. Angiotensin II is a powerful vasoconstrictor and increases blood pressure through a variety of mechanisms. (source: Drug Bank)

Indication

For the treatment of hypertension and chronic heart failure. (source: Drug Bank)

ATC Therapeutic Category

  • C09AA:ACE inhibitors, plain

Pharmacology, Interactions, and Contraindications

Mechanism Of Action

Quinaprilat competes with angiotensin I for binding at the angiotensin-converting enzyme, blocking the conversion of angiotensin I to angiotensin II. As angiotensin II is a vasoconstrictor and a negative-feedback mediator for renin activity, lower concentrations result in a decrease in blood pressure and stimulation of baroreceptor reflex mechanisms. Quinaprilat may also act on kininase II, an enzyme identical to ACE that degrades the vasodilator bradykinin. (source: Drug Bank)

Pharmacology

Quinapril, an angiotensin-converting enzyme (ACE) inhibitor, is used to treat hypertension and heart failure. Like ramipril, quinapril is a prodrug that, upon deesterification, is converted to the active metabolite quinaprilat. The effect of quinapril in hypertension and in congestive heart failure (CHF) appears to result primarily from the inhibition of circulating and tissue ACE activity, thereby reducing angiotensin II formation. (source: Drug Bank)

Food Interactions

Do not take with a high-fat meal.
Magnesium, potassium and zinc needs increased. (source: Drug Bank)

Absorption, Distribution, Metabolism, Elimination & Toxicity

Biotransformation

Hepatic. (source: Drug Bank)

Protein Binding

97% (source: Drug Bank)

Absorption

Following oral administration, peak plasma quinapril concentrations are observed within one hour. Based on recovery of quinapril and its metabolites in urine, the extent of absorption is at least 60%. The rate and extent of quinapril absorption are diminished moderately (approximately 25-30%) when ACCUPRIL tablets are administered during a high-fat meal. (source: Drug Bank)

Toxicity

Overdose may lead to severe hypotension. LD<sub>50</sub>=1739mg/kg (orally in mice). (source: Drug Bank)

Isomeric SMILES Code:

CCOC(=O)[C@H](CCc1ccccc1)N[C@@H](C)C(=O)N2Cc3ccccc3C[C@H]2C(=O)O (source: Drug Bank)

The following genes are in curated knowledge about this drug.

  Gene Relationship Evidence
Phenotype data available Genotype Data Available Literature annotations available Has annotations
NR1I2
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  • FA
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Publications

A list of non-curated publications that mention this drug along with other genes is available.

Drug Targets

Gene Description
ACE Uncurated Annotation (source: Drug Bank)

A list of non-curated publications that mention this drug along with other drugs is available.

Drug Interactions

Drug Description
amiloride Uncurated Annotation Increased risk of hyperkaliemia (source: Drug Bank)
lithium Uncurated Annotation The ACE inhibitor increases serum levels of lithium (source: Drug Bank)
potassium Uncurated Annotation Increased risk of hyperkaliemia (source: Drug Bank)
spironolactone Uncurated Annotation Increased risk of hyperkaliemia (source: Drug Bank)
tetracycline Uncurated Annotation Quinapril can reduce the absorption of tetracycline (source: Drug Bank)
tizanidine Uncurated Annotation Tizanidine increases the risk of hypotension with the ACE inhibitor (source: Drug Bank)
triamterene Uncurated Annotation Increased risk of hyperkaliemia (source: Drug Bank)

Non-Curated Information

A list of non-curated publications that mention this drug along with other diseases is available.

LinkOuts

Web Resource:
Wikipedia
DrugBank:
DB00881
ChEBI ID:
8713
KEGG Compound ID:
C07398
KEGG Drug ID:
D03752
PubChem Compound ID:
54892
PubChem Substance ID:
9602

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Non-Curated Publications

A list of non-curated publications that mention this drug is available.

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