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.^[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 2021, isosorbide was the 111th most commonly prescribed medication in the United States, with more than 5 million prescriptions.^[5]^[6]

^ "Isosorbide mononitrate Use During Pregnancy". Drugs.com. 28 February 2020. Retrieved 14 April 2020.
^ ^a ^b ^c ^d ^e ^f "Isosorbide Dinitrate/Mononitrate Monograph for Professionals". Drugs.com. American Society of Health-System Pharmacists. Retrieved 3 March 2019.
^ ^a ^b British national formulary : BNF 76 (76 ed.). Pharmaceutical Press. 2018. pp. 219–220. ISBN 9780857113382.
^ Fischer J, Ganellin CR (2006). Analogue-based Drug Discovery. John Wiley & Sons. p. 454. ISBN 9783527607495.
^ "The Top 300 of 2021". ClinCalc. Archived from the original on 15 January 2024. Retrieved 14 January 2024.
^ "Isosorbide - Drug Usage Statistics". ClinCalc. Retrieved 14 January 2024.

[Drugs.com_pregnancy-1] "Isosorbide mononitrate Use During Pregnancy". Drugs.com. 28 February 2020. Retrieved 14 April 2020.

[AHFS2019-2] ^ ^a ^b ^c ^d ^e ^f "Isosorbide Dinitrate/Mononitrate Monograph for Professionals". Drugs.com. American Society of Health-System Pharmacists. Retrieved 3 March 2019.

[BNF76-3] 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 2021". ClinCalc. Archived from the original on 15 January 2024. Retrieved 14 January 2024.

[6] "Isosorbide - Drug Usage Statistics". ClinCalc. Retrieved 14 January 2024.

[1]

[2]

[3]

[4]

[5]

[6]