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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 of ISOSORBIDE 2-NITRATE

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

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

Unknown
149124
Targets

Targets

Primary TargetPharmacologyConditionPotency
Activator
1447
 0.75 mM [EC50]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Preclinical
Unknown

Approved Use

Unknown
Primary
Preclinical
Unknown

Approved Use

Unknown
Primary
Preclinical
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Rhabdomyolysis in a patient receiving ranolazine and simvastatin.
2010-11-01
Meta-analysis: isosorbide-mononitrate alone or with either beta-blockers or endoscopic therapy for the management of oesophageal varices.
2010-10
Differences between nitrates: role of isosorbide 2-mononitrate.
2010-07
Angiographic documentation of coronary artery spasm induced by anesthesia.
2010-06
Pentaerythritol tetranitrate improves angiotensin II-induced vascular dysfunction via induction of heme oxygenase-1.
2010-04
Management of a case of endobronchial blood clot in the post operative period.
2009-04
Death following bilateral complete Achilles tendon rupture in a patient on fluoroquinolone therapy: a case report.
2009-01-06
Effect of large volume injection of hydrophobic solvents on the retention of less hydrophobic pharmaceutical solutes in RP-LC.
2008-09
Chronic nitrate therapy in patients with angina with comorbidity.
2006-06-15
Comparison of isosorbide mononitrate (Mono Mack) and misoprostol (Cytotec) for cervical ripening in the first trimester missed abortion.
2005-12
"A La Carte" treatment of portal hypertension: Adapting medical therapy to hemodynamic response for the prevention of bleeding.
2002-12
Nadolol is superior to isosorbide mononitrate for the prevention of the first variceal bleeding in cirrhotic patients with ascites.
2002-09
Delayed asystolic cardiac arrest after diltiazem overdose; resuscitation with high dose intravenous calcium.
2002-07
[Treatment of esophageal varices].
2001-03-12
Patents

Patents

JP2000281566A
1
JP2001517697A
2
JP2003024415A
1
JPH04182428A
1
JPS60181052A
1

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
  • Download
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
Created by admin on Mon Mar 31 21:48:15 GMT 2025 , Edited by admin on Mon Mar 31 21:48:15 GMT 2025
PRIMARY
SMS_ID
100000128484
Created by admin on Mon Mar 31 21:48:15 GMT 2025 , Edited by admin on Mon Mar 31 21:48:15 GMT 2025
PRIMARY
RS_ITEM_NUM
1353113
Created by admin on Mon Mar 31 21:48:15 GMT 2025 , Edited by admin on Mon Mar 31 21:48:15 GMT 2025
PRIMARY
CAS
16106-20-0
Created by admin on Mon Mar 31 21:48:15 GMT 2025 , Edited by admin on Mon Mar 31 21:48:15 GMT 2025
PRIMARY
PUBCHEM
62989
Created by admin on Mon Mar 31 21:48:15 GMT 2025 , Edited by admin on Mon Mar 31 21:48:15 GMT 2025
PRIMARY
ECHA (EC/EINECS)
240-271-4
Created by admin on Mon Mar 31 21:48:15 GMT 2025 , Edited by admin on Mon Mar 31 21:48:15 GMT 2025
PRIMARY
FDA UNII
21BMF8FI0K
Created by admin on Mon Mar 31 21:48:15 GMT 2025 , Edited by admin on Mon Mar 31 21:48:15 GMT 2025
PRIMARY
EPA CompTox
DTXSID40873331
Created by admin on Mon Mar 31 21:48:15 GMT 2025 , Edited by admin on Mon Mar 31 21:48:15 GMT 2025
PRIMARY
Related Record Type Details
Structure of ISOSORBIDE DINITRATE
PARENT -> METABOLITE
MINOR
PLASMA
Related Record Type Details
Structure of ISOSORBIDE MONONITRATE
PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
Structure of ISOSORBIDE DINITRATE
PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
Structure of ISOSORBIDE DINITRATE
PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
NIH
NCATS
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