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Details

Stereochemistry ABSOLUTE
Molecular Formula C6H9NO6
Molecular Weight 191.139
Optical Activity UNSPECIFIED
Defined Stereocenters 4 / 4
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ISOSORBIDE 2-NITRATE

SMILES

C1[C@]([H])([C@]2([H])[C@@]([H])([C@]([H])(CO2)ON(=O)=O)O1)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 191.139
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 4 / 4
E/Z Centers 0
Optical Activity UNSPECIFIED

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

Targets

Primary TargetPharmacologyConditionPotency
0.75 mM [EC50]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
Primary
Unknown

Approved Use

Unknown
Primary
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
[Treatment of esophageal varices].
2001 Mar 12
"A La Carte" treatment of portal hypertension: Adapting medical therapy to hemodynamic response for the prevention of bleeding.
2002 Dec
Nadolol is superior to isosorbide mononitrate for the prevention of the first variceal bleeding in cirrhotic patients with ascites.
2002 Sep
Comparison of isosorbide mononitrate (Mono Mack) and misoprostol (Cytotec) for cervical ripening in the first trimester missed abortion.
2005 Dec
Chronic nitrate therapy in patients with angina with comorbidity.
2006 May-Jun
Effect of large volume injection of hydrophobic solvents on the retention of less hydrophobic pharmaceutical solutes in RP-LC.
2008 Sep
Management of a case of endobronchial blood clot in the post operative period.
2009 Apr
Differences between nitrates: role of isosorbide 2-mononitrate.
2010 Jul
Rhabdomyolysis in a patient receiving ranolazine and simvastatin.
2010 Nov 1
Meta-analysis: isosorbide-mononitrate alone or with either beta-blockers or endoscopic therapy for the management of oesophageal varices.
2010 Oct
Patents

Sample Use Guides

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 Fri Jun 25 23:08:30 UTC 2021
Edited
by admin
on Fri Jun 25 23:08:30 UTC 2021
Record UNII
21BMF8FI0K
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
ISOSORBIDE 2-NITRATE
Common Name English
ISOSORBIDE 2-MONONITRATE
Common Name English
1,4:3,6-DIANHYDRO-D-GLUCITOL 2-NITRATE
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 DINITRATE, DILUTED SPECIFIED IMPURITY B [EP]
Common Name English
ISOSORBIDE-2-MONONITRATE
Common Name English
DILUTED ISOSORBIDE MONONITRATE RELATED COMPOUND A
USP-RS  
Common Name English
Code System Code Type Description
EVMPD
SUB35553
Created by admin on Fri Jun 25 23:08:30 UTC 2021 , Edited by admin on Fri Jun 25 23:08:30 UTC 2021
PRIMARY
CAS
16106-20-0
Created by admin on Fri Jun 25 23:08:30 UTC 2021 , Edited by admin on Fri Jun 25 23:08:30 UTC 2021
PRIMARY
PUBCHEM
62989
Created by admin on Fri Jun 25 23:08:30 UTC 2021 , Edited by admin on Fri Jun 25 23:08:30 UTC 2021
PRIMARY
USP_CATALOG
1353113
Created by admin on Fri Jun 25 23:08:30 UTC 2021 , Edited by admin on Fri Jun 25 23:08:30 UTC 2021
PRIMARY USP-RS
ECHA (EC/EINECS)
240-271-4
Created by admin on Fri Jun 25 23:08:30 UTC 2021 , Edited by admin on Fri Jun 25 23:08:30 UTC 2021
PRIMARY
FDA UNII
21BMF8FI0K
Created by admin on Fri Jun 25 23:08:30 UTC 2021 , Edited by admin on Fri Jun 25 23:08:30 UTC 2021
PRIMARY
Related Record Type Details
PARENT -> METABOLITE ACTIVE
MINOR
PLASMA
Related Record Type Details
PARENT -> IMPURITY