Chemistry:Quinapril

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Short description: ACE inhibitor used in the treatment of hypertension and congestive heart failure
Quinapril
Quinapril structure.svg
Clinical data
Trade namesAccupril, others
AHFS/Drugs.comMonograph
MedlinePlusa692026
Pregnancy
category
  • D
Routes of
administration
By mouth
ATC code
Legal status
Legal status
  • In general: ℞ (Prescription only)
Pharmacokinetic data
Protein binding97%
Elimination half-life2 hours
Identifiers
CAS Number
PubChem CID
IUPHAR/BPS
DrugBank
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
Chemical and physical data
FormulaC25H30N2O5
Molar mass438.524 g·mol−1
3D model (JSmol)
Melting point120 to 130 °C (248 to 266 °F)
  (verify)

Quinapril, sold under the brand name Accupril among others, is a medication used to treat high blood pressure, heart failure, and diabetic kidney disease.[1] It is a reasonable initial treatment for high blood pressure.[1] It is taken by mouth.[1] Quinapril is a pro-drug, activated by esterases within the plasma to turn the ester group in the molecule to a carboxylate group which can then bind to the ACE enzyme and inhibit action. It becomes Quinaprilate and ultimately exerts its activity that way.

Common side effects include headaches, dizziness, feeling tired, and cough.[1] Serious side effects may include liver problems, low blood pressure, angioedema, kidney problems, and high blood potassium.[1] Use in pregnancy and breastfeeding is not recommended.[2] It is an ACE inhibitor and works by decreasing renin-angiotensin-aldosterone system activity.[1]

Quinapril was patented in 1980 and came into medical use in 1989.[3] It is available as a generic medication.[4] In 2017, it was the 269th most commonly prescribed medication in the United States, with more than one million prescriptions.[5][6]

Medical uses

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.

Mechanism of action

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.

References

External links