ISOSORBIDE 2-NITRATE

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C6H9NO6
Molecular Weight	191.1388
Optical Activity	UNSPECIFIED
Defined Stereocenters	4 / 4
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

O[C@@H]1CO[C@@H]2[C@H](CO[C@H]12)O[N+]([O-])=O

InChI

InChIKey=YWXYYJSYQOXTPL-JGWLITMVSA-N

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-/m1/s1

HIDE SMILES / InChI

Molecular Formula	C6H9NO6
Molecular Weight	191.1388
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	4 / 4
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/6684933 | https://www.drugs.com/pro/isosorbide.html | https://www.ncbi.nlm.nih.gov/pubmed/2895614

Isosorbide 2-mononitrate is a pharmacologically active metabolite of isosorbide dinitrate, an organic nitrate isosorbide dinitrate indicated for the prevention of angina pectoris due to coronary artery disease. It activates guanylate cyclase.

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Soluble guanylate cyclase 36 Target ID: CHEMBL2111348 Sources: https://www.ncbi.nlm.nih.gov/pubmed/2895614	Activator 1447		0.75 mM [EC50]

Conditions

Condition	Modality	Highest Phase	Product
Arrhythmia 45 Sources: https://www.ncbi.nlm.nih.gov/pubmed/11101195	Primary	Preclinical	Unknown Approved Use Unknown
Hypertension 575 Sources: https://www.ncbi.nlm.nih.gov/pubmed/6685489	Primary	Preclinical	Unknown Approved Use Unknown
Angina pectoris 110 Sources: https://www.ncbi.nlm.nih.gov/pubmed/6685489	Primary	Preclinical	Unknown Approved Use Unknown

PubMed

Title	Date	PubMed
[Treatment of esophageal varices].	2001 Mar 12	11268808
"A La Carte" treatment of portal hypertension: Adapting medical therapy to hemodynamic response for the prevention of bleeding.	2002 Dec	12447860
Nadolol is superior to isosorbide mononitrate for the prevention of the first variceal bleeding in cirrhotic patients with ascites.	2002 Sep	12175626
Pentaerythritol tetranitrate improves angiotensin II-induced vascular dysfunction via induction of heme oxygenase-1.	2010 Apr	20157049
Rhabdomyolysis in a patient receiving ranolazine and simvastatin.	2010 Nov 1	20966146
Meta-analysis: isosorbide-mononitrate alone or with either beta-blockers or endoscopic therapy for the management of oesophageal varices.	2010 Oct	20839387

Patents

Sample Use Guides

In Vivo Use Guide

Isosorbide 5-mononitrate (IS-5-MN) and isosorbide 2-mononitrate (IS-2-MN) kinetics were studied in two groups of young healthy subjects after intravenous injection of 5 mg of both and after oral doses of 20 mg of IS-2-MN and 10, 15, and 20 mg of IS-5-MN.

Route of Administration: Other

In Vitro Use Guide

2-isosorbide mononitrate (2-ISMN) is able to relax phenylephrine-contracted rabbit aortic rings (ED50, 1.8 uM)

Substance Class	Chemical Created by `admin` on `Mon Mar 31 21:48:15 GMT 2025` Edited by `admin` on `Mon Mar 31 21:48:15 GMT 2025`
Record UNII	21BMF8FI0K
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

1,4:3,6-DIANHYDRO-D-GLUCITOL 2-NITRATE

Preferred Name

English

ISOSORBIDE 2-NITRATE

Common Name

English

ISOSORBIDE DINITRATE, DILUTED IMPURITY B [EP IMPURITY]

Common Name

English

ISOSORBIDE 2-MONONITRATE

Common Name

English

ISOSORBIDE MONONITRATE, DILUTED IMPURITY C [EP IMPURITY]

Common Name

English

D-GLUCITOL, 1,4:3,6-DIANHYDRO-, 2-NITRATE

Systematic Name

English

DILUTED ISOSORBIDE MONONITRATE RELATED COMPOUND A [USP-RS]

Common Name

English

ISOSORBIDE NITRATE

Common Name

English

ISOSORBIDE MONONITRATE RELATED COMPOUND A [USP IMPURITY]

Common Name

English

ISOSORBIDE-2-MONONITRATE

Common Name

English

Code System Code Type Description

EVMPD

SUB35553