Isosorbide mononitrate

Isosorbide mononitrate
Clinical data
Trade namesMonoket, Imdur, others
AHFS/Drugs.comMonograph
MedlinePlusa682348
License data
Pregnancy
category
Routes of
administration		By mouth
ATC code
Legal status
Legal status
Pharmacokinetic data
Bioavailability>95%
Protein binding<5%
MetabolismLiver
Elimination half-life5 hours
ExcretionKidney (93%)
Identifiers
IUPAC name
  • 8-nitrooxy-2,6-dioxabicyclo[3.3.0]octan-4-ol
CAS Number
PubChem CID
IUPHAR/BPS
DrugBank
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard100.036.527
Chemical and physical data
FormulaC6H9NO6
Molar mass191.139 g·mol−1
3D model (JSmol)
SMILES
  • [O-][N+](=O)O[C@H]1[C@H]2OC[C@H](O)[C@H]2OC1
InChI
  • InChI=1S/C6H9NO6/c8-3-1-11-6-4(13-7(9)10)2-12-5(3)6/h3-6,8H,1-2H2/t3-,4+,5+,6+/m0/s1 Y
  • Key:YWXYYJSYQOXTPL-SLPGGIOYSA-N Y
  (verify)

Isosorbide mononitrate, sold under many brand names, is a medication used for heart-related chest pain (angina), heart failure and esophageal spasms.[2] It can be used both to treat and to prevent heart-related chest pain; however, it is generally less preferred than beta blockers or calcium channel blockers.[2] It is taken by mouth.[2]

Common side effects include headache, low blood pressure with standing, blurry vision, and skin flushing.[2] Serious side effects may include low blood pressure especially if also exposed to PDE5 inhibitors such as sildenafil.[2] Use is not recommended in pregnancy.[3] It is believed to work by relaxing smooth muscle within blood vessels.[2]

It was patented in 1971 and approved for medical use in 1981.[4] It is available as a generic medication.[3] In 2022, isosorbide was the 119th most commonly prescribed medication in the United States, with more than 5 million prescriptions.[5][6]

  1. ^ "Isosorbide mononitrate Use During Pregnancy". Drugs.com. 28 February 2020. Retrieved 14 April 2020.
  2. ^ a b c d e f "Isosorbide Dinitrate/Mononitrate Monograph for Professionals". Drugs.com. American Society of Health-System Pharmacists. Retrieved 3 March 2019.
  3. ^ a b British national formulary : BNF 76 (76 ed.). Pharmaceutical Press. 2018. pp. 219–220. ISBN 9780857113382.
  4. ^ Fischer J, Ganellin CR (2006). Analogue-based Drug Discovery. John Wiley & Sons. p. 454. ISBN 9783527607495.
  5. ^ "The Top 300 of 2022". ClinCalc. Archived from the original on 30 August 2024. Retrieved 30 August 2024.
  6. ^ "Isosorbide Drug Usage Statistics, United States, 2013 - 2022". ClinCalc. Retrieved 30 August 2024.
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