Isosorbide mononitrate

Isosorbide mononitrate
Clinical data
Trade names	Monoket, Imdur, others
AHFS/Drugs.com	Monograph
MedlinePlus	a682348
License data	US DailyMed: Isosorbide mononitrate;
Pregnancy; category	AU: B2;
Routes of; administration	By mouth
ATC code	C01DA14 (WHO) ;
Legal status
Legal status	US: ℞-only;
Pharmacokinetic data
Bioavailability	>95%
Protein binding	<5%
Metabolism	Liver
Elimination half-life	5 hours
Excretion	Kidney (93%)
Identifiers
	IUPAC name 8-nitrooxy-2,6-dioxabicyclo[3.3.0]octan-4-ol;
CAS Number	16051-77-7 ;
PubChem CID	27661;
IUPHAR/BPS	7052;
DrugBank	DB01020 ;
ChemSpider	25736 ;
UNII	LX1OH63030;
KEGG	D00630 ;
ChEBI	CHEBI:6062 ;
ChEMBL	ChEMBL1311 ;
CompTox Dashboard (EPA)	DTXSID9023176 ;
ECHA InfoCard	100.036.527
Chemical and physical data
Formula	C6H9NO6
Molar mass	191.139 g·mol−1
3D model (JSmol)	Interactive image;
	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 ; Key:YWXYYJSYQOXTPL-SLPGGIOYSA-N ;
	(verify)

Isosorbide mononitrate, sold under many brand names, is a medication used for heart-related chest pain (angina), heart failure and esophageal spasms. 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. It is taken by mouth.

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

It was patented in 1971 and approved for medical use in 1981. It is available as a generic medication. In 2021, isosorbide was the 111th most commonly prescribed medication in the United States, with more than 5 million prescriptions.

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