Isosorbide dinitrate

Isosorbide dinitrate is a medication used for heart failure, esophageal spasms, and to treat and prevent chest pain from not enough blood flow to the heart. It has been found to be particularly useful in heart failure due to systolic dysfunction together with hydralazine. It is taken by mouth or under the tongue.

Isosorbide dinitrate
Clinical data
Trade namesIsordil, others
Other namesISDN; (3R,3aS,6S,6aS)-hexahydrofuro[3,2-b]furan-3,6-diyl dinitrate
AHFS/Drugs.comMonograph
MedlinePlusa682348
License data
Pregnancy
category
  • AU: B1
Routes of
administration
By mouth
ATC code
Legal status
Legal status
  • In general: ℞ (Prescription only)
Pharmacokinetic data
Bioavailability10–90%, average 25%
MetabolismLiver
Elimination half-life1 hour
ExcretionKidney
Identifiers
  • 1,4:3,6-dianhydro-2,5-di-O-nitro-D-glucitol
CAS Number
PubChem CID
DrugBank
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard100.001.583
Chemical and physical data
FormulaC6H8N2O8
Molar mass236.136 g·mol−1
3D model (JSmol)
SMILES
  • [O-][N+](=O)O[C@H]1[C@H]2OC[C@H](O[N+]([O-])=O)[C@H]2OC1
  • InChI=1S/C6H8N2O8/c9-7(10)15-3-1-13-6-4(16-8(11)12)2-14-5(3)6/h3-6H,1-2H2/t3-,4+,5-,6-/m1/s1 Y
  • Key:MOYKHGMNXAOIAT-JGWLITMVSA-N Y
 NY (what is this?)  (verify)

Common side effects include headache, lightheadedness with standing, and blurred vision. Severe side effects include low blood pressure. It is unclear if use in pregnancy is safe for the baby. It should not be used together with PDE5 Inhibitors. Isosorbide dinitrate is in the nitrate family of medications and works by dilating blood vessels.

Isosorbide dinitrate was first written about in 1939. It is on the World Health Organization's List of Essential Medicines. Isosorbide dinitrate is available as a generic medication. A long-acting form exists. In 2021, isosorbide was the 111th most commonly prescribed medication in the United States, with more than 5 million prescriptions.

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