Quinapril

Quinapril

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Systematic (IUPAC) name
(3S)-2-[(2S)-2-[[(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]amino]propanoyl]-3,4-dihydro-1H-isoquinoline-3-carboxylic acid
Clinical data
Trade names	Accupril
AHFS/Drugs.com	monograph
MedlinePlus	a692026
Pregnancy category	D
Legal status	℞ (Prescription only)
Routes of administration	Oral
Pharmacokinetic data
Protein binding	97%
Biological half-life	2 hours
Identifiers
CAS Number	85441-61-8 Y
ATC code	C09AA06 (WHO)
PubChem	CID: 54892
IUPHAR/BPS	6350
DrugBank	DB00881 Y
ChemSpider	49565 Y
UNII	RJ84Y44811 Y
KEGG	D03752 Y
ChEBI	CHEBI:8713 Y
ChEMBL	CHEMBL1592 Y
Chemical data
Formula	C25H30N2O5
Molecular mass	438.516 g/mol
SMILES O=C(OCC)[C@@H](N[C@H](C(=O)N2[C@H](C(=O)O)Cc1c(cccc1)C2)C)CCc3ccccc3
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 Y Key:JSDRRTOADPPCHY-HSQYWUDLSA-N Y
Physical data
Melting point	120 to 130 °C (248 to 266 °F)
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Quinapril (marketed under the brand name Accupril by Pfizer) is an angiotensin-converting enzyme inhibitor (ACE inhibitor) used in the treatment of hypertension and congestive heart failure. A prodrug, it is converted to its active metabolite, quinaprilat, in the liver.

Mechanism of action

Main article: ACE inhibitor

See also: Angiotensin and renin-angiotensin system

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. Due to reduced angiotensin production, plasma concentrations of aldosterone are also reduced, resulting in increased excretion of sodium in the urine and increased concentrations of potassium in the blood.

Indications

Quinapril is indicated for the treatment of high blood pressure (hypertension) and as adjunctive therapy in the management of heart failure. It may be used for the treatment of hypertension by itself or in combination with thiazide diuretics, and with diuretics and digoxin for heart failure.

Contraindications

• Pregnancy
• Impaired renal and liver function
• Patients with a history of angioedema related to previous treatment with an ACE inhibitor
• Hypersensitivity to quinapril

Side effects

Side effects of quinapril include dizziness, cough, vomiting, upset stomach, angioedema, and fatigue.

External links

• Quinapril FAQ
• Accupril Site