U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C6H10O4
Molecular Weight 146.1412
Optical Activity UNSPECIFIED
Defined Stereocenters 4 / 4
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ISOSORBIDE

SMILES

[H][C@]12OC[C@@H](O)[C@@]1([H])OC[C@@H]2O

InChI

InChIKey=KLDXJTOLSGUMSJ-JGWLITMVSA-N
InChI=1S/C6H10O4/c7-3-1-9-6-4(8)2-10-5(3)6/h3-8H,1-2H2/t3-,4+,5-,6-/m1/s1

HIDE SMILES / InChI

Molecular Formula C6H10O4
Molecular Weight 146.1412
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 4 / 4
E/Z Centers 0
Optical Activity UNSPECIFIED

Isosorbide is an effective hyperosmotic agent which can be administered orally without gastrointestinal irritation. It is absorbed quantitatively and more than 95% of the administered dose is excreted unchanged in the urine. Oral administration of a 50% solution to rabbits or man results in prompt increases in osmolarity of the serum and profound decreases in intraocular pressure. The drug proves useful in acute primary and secondary glaucomas, and as preoperative medication for various surgical procedures including cataract extraction, retinal detachment, corneal transplant, and glaucoma operations.

Approval Year

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Palliative
ISMOTIC

Approved Use

Isosorbide Mononitrate Extended-Release Tablets are indicated for the prevention of angina pectoris due to coronary artery disease. The onset of action of oral isosorbide mononitrate is not sufficiently rapid for this product to be useful in aborting an acute anginal episode.

Launch Date

1974
Palliative
ISMOTIC

Approved Use

Isosorbide Mononitrate Extended-Release Tablets are indicated for the prevention of angina pectoris due to coronary artery disease. The onset of action of oral isosorbide mononitrate is not sufficiently rapid for this product to be useful in aborting an acute anginal episode.

Launch Date

1974
Cmax

Cmax

ValueDoseCo-administeredAnalytePopulation
2.16 μg/mL
100 mg 1 times / day steady-state, oral
dose: 100 mg
route of administration: Oral
experiment type: STEADY-STATE
co-administered:
ISOSORBIDE plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: UNKNOWN
T1/2

T1/2

ValueDoseCo-administeredAnalytePopulation
9 h
100 mg 1 times / day steady-state, oral
dose: 100 mg
route of administration: Oral
experiment type: STEADY-STATE
co-administered:
ISOSORBIDE plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: UNKNOWN
Sourcing

Sourcing

Vendor/AggregatorIDURL
PubMed

PubMed

TitleDatePubMed
Life threatening coronary artery spasm in childhood Kimura's disease.
2000 Aug
[The effect of long-term administration of isosorbide 5-mononitrate (Mononit), nitric oxide donor, on gallbladder emptying in patients with chronic stable angina].
2001
Endoscopic ligation compared with combined treatment with nadolol and isosorbide mononitrate to prevent recurrent variceal bleeding.
2001 Aug 30
Pharmacological modulation of human gastric volumes demonstrated noninvasively using SPECT imaging.
2001 Dec
Internet-based prescription of sildenafil: a 2104-patient series.
2001 Jan-Mar
Development of a new reaction system for the synthesis of highly optically active alpha,gamma-substituted gamma-butyrolactones.
2001 Jun 1
The human G-protein beta3 subunit C825T polymorphism is associated with coronary artery vasoconstriction.
2001 May
Antimitogenic actions of organic nitrates are potentiated by sildenafil and mediated via activation of protein kinase A.
2001 May
Appropriateness of nitrate use in a general medicine population.
2001 Nov
Dual effect of local application of nitric oxide donors in a model of incision pain in rats.
2002 Apr 19
[Pulmonary hypertension and pregnancy].
2002 Feb
Transdermal delivery of highly lipophilic drugs: in vitro fluxes of antiestrogens, permeation enhancers, and solvents from liquid formulations.
2002 May
Nadolol and isosorbide prevented recurrent variceal bleeding better than did endoscopic ligation in cirrhosis.
2002 May-Jun
[Clinical study on "sini" decoction in treating stenocardia for coronary heart disease].
2003 Jan
Early vasoreactive profile of skeletonized versus pedicled internal thoracic artery grafts.
2003 Mar
In vivo cardioprotection by N-acetylcysteine and isosorbide 5-mononitrate in a rat model of ischemia-reperfusion.
2003 May
Single oral dose study of two isosorbide-based aspirin prodrugs in the dog.
2003 Oct
Time course of dehydrating effects of isosorbide on experimentally induced endolymphatic hydrops in guinea pigs.
2004
Pharmacokinetics of three organic nitrates in Chinese healthy male volunteers.
2004
Vestibular evoked myogenic potentials in acute low-tone sensorineural hearing loss.
2004 Dec
Treatment of aphthous stomatitis with saturated potassium nitrate/dimethyl isosorbide.
2004 Feb
[Therapy with NO donors-antiatherogenic and antioxidant actions].
2004 Feb
Endothelial dysfunction and nitric oxide enhancing therapy: a new approach to the treatment of heart failure.
2004 Sep-Oct
Manganese superoxide dismutase overexpression changes plating efficiency bidirectionally according to change in redox for SaOS2 human osteosarcoma cell line.
2005 Apr
Short-term medical management of hydrocephalus.
2005 Aug
The impact of race on response to RAAS inhibition.
2005 Aug
Prediction of genotoxicity of chemical compounds by statistical learning methods.
2005 Jun
Cooperative type of platelet hypersensitivity to ADP.
2005 Sep
Cerebral blood flow during supine rest and the first minute of head-up tilt in patients with orthostatic intolerance.
2005 Sep
Effect of preventive and regressive isosorbide 5-mononitrate treatment on catecholamine levels in plasma, platelets, adrenals, left ventricle and aorta in cyclosporin A-induced hypertensive rats.
2005 Sep 30
Coronary artery spasm and the polymorphisms of the endothelial nitric oxide synthase gene.
2006 Apr
Effectiveness of oral route isosorbide 5-mononitrate on peritoneal solute and fluid transports in CAPD patients.
2006 Aug
[Usefulness of sublingual isosorbide to assess the reversibility of pulmonary hypertension in cardiac transplant candidates].
2006 Feb
Use of simultaneous pressure and velocity measurements to estimate arterial wave speed at a single site in humans.
2006 Feb
Cerebrovascular blood flow during the near syncopal phase of head-up tilt test: a comparative study in different types of neurally mediated syncope.
2006 Mar
Pharmacological reduction of portal pressure and long-term risk of first variceal bleeding in patients with cirrhosis.
2006 Mar
Composition analysis of two batches of polysorbate 60 using MS and NMR techniques.
2006 Mar 18
Effects of simple and complex motion patterns on gene expression of chondrocytes seeded in 3D scaffolds.
2006 Nov
Organic solvents as vehicles for precipitating liquid embolics: a comparative angiotoxicity study with superselective injections of swine rete mirabile.
2006 Oct
Vestibular evoked myogenic potentials in acute acoustic trauma.
2006 Oct
High performance liquid chromatography-electrospray ionization mass spectrometric determination of isosorbide 5-mononitrate in human plasma.
2007 Feb 1
Value of symptoms to predict tilt testing outcome in patients with clinical suspicion of vasovagal syncope.
2007 Jul
Potential and utilization of thermophiles and thermostable enzymes in biorefining.
2007 Mar 15
Occlusal management for a patient with aural symptoms of unknown etiology: a case report.
2007 Sep 12
Physicochemical characterisation of a novel thermogelling formulation for percutaneous penetration of 5-aminolevulinic acid.
2008 Jun
Patents

Sample Use Guides

The recommended initial dose is 1.5 gm/kg body weight (equivalent to 1.5 ml/lb. of body weight).
Route of Administration: Oral
In Vitro Use Guide
Unknown
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:16:19 GMT 2023
Edited
by admin
on Fri Dec 15 15:16:19 GMT 2023
Record UNII
WXR179L51S
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
ISOSORBIDE
HSDB   INN   MART.   MI   ORANGE BOOK   USAN   USP   USP-RS   VANDF   WHO-DD  
INCI   INN   USAN  
Official Name English
ISOSORBIDE [VANDF]
Common Name English
ISOBIDE
Brand Name English
ISMOTIC
Brand Name English
ISOSORBIDE [INCI]
Common Name English
ISOSORBIDE [HSDB]
Common Name English
ISOSORBIDE [USP-RS]
Common Name English
ISOSORBIDE [JAN]
Common Name English
ISOSORBIDE [ORANGE BOOK]
Common Name English
ISOSORBIDE [MI]
Common Name English
NSC-40725
Code English
AT-101
Code English
isosorbide [INN]
Common Name English
1,4:3,6-DIANHYDRO-D-GLUCITOL
Common Name English
ISOSORBIDE [USP IMPURITY]
Common Name English
ISOSORBIDE [MART.]
Common Name English
ISOSORBIDE [USAN]
Common Name English
D-GLUCITOL, 1,4:3,6-DIANHYDRO-
Common Name English
Isosorbide [WHO-DD]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C29707
Created by admin on Fri Dec 15 15:16:19 GMT 2023 , Edited by admin on Fri Dec 15 15:16:19 GMT 2023
Code System Code Type Description
ECHA (EC/EINECS)
211-492-3
Created by admin on Fri Dec 15 15:16:19 GMT 2023 , Edited by admin on Fri Dec 15 15:16:19 GMT 2023
PRIMARY
RXCUI
6057
Created by admin on Fri Dec 15 15:16:19 GMT 2023 , Edited by admin on Fri Dec 15 15:16:19 GMT 2023
PRIMARY RxNorm
RS_ITEM_NUM
1352008
Created by admin on Fri Dec 15 15:16:19 GMT 2023 , Edited by admin on Fri Dec 15 15:16:19 GMT 2023
PRIMARY
ChEMBL
CHEMBL1200660
Created by admin on Fri Dec 15 15:16:19 GMT 2023 , Edited by admin on Fri Dec 15 15:16:19 GMT 2023
PRIMARY
MERCK INDEX
m6540
Created by admin on Fri Dec 15 15:16:19 GMT 2023 , Edited by admin on Fri Dec 15 15:16:19 GMT 2023
PRIMARY Merck Index
WIKIPEDIA
ISOSORBIDE
Created by admin on Fri Dec 15 15:16:19 GMT 2023 , Edited by admin on Fri Dec 15 15:16:19 GMT 2023
PRIMARY
EPA CompTox
DTXSID5046196
Created by admin on Fri Dec 15 15:16:19 GMT 2023 , Edited by admin on Fri Dec 15 15:16:19 GMT 2023
PRIMARY
NSC
40725
Created by admin on Fri Dec 15 15:16:19 GMT 2023 , Edited by admin on Fri Dec 15 15:16:19 GMT 2023
PRIMARY
CAS
652-67-5
Created by admin on Fri Dec 15 15:16:19 GMT 2023 , Edited by admin on Fri Dec 15 15:16:19 GMT 2023
PRIMARY
HSDB
3105
Created by admin on Fri Dec 15 15:16:19 GMT 2023 , Edited by admin on Fri Dec 15 15:16:19 GMT 2023
PRIMARY
MESH
D007547
Created by admin on Fri Dec 15 15:16:19 GMT 2023 , Edited by admin on Fri Dec 15 15:16:19 GMT 2023
PRIMARY
DAILYMED
WXR179L51S
Created by admin on Fri Dec 15 15:16:19 GMT 2023 , Edited by admin on Fri Dec 15 15:16:19 GMT 2023
PRIMARY
SMS_ID
100000082855
Created by admin on Fri Dec 15 15:16:19 GMT 2023 , Edited by admin on Fri Dec 15 15:16:19 GMT 2023
PRIMARY
PUBCHEM
12597
Created by admin on Fri Dec 15 15:16:19 GMT 2023 , Edited by admin on Fri Dec 15 15:16:19 GMT 2023
PRIMARY
DRUG CENTRAL
1501
Created by admin on Fri Dec 15 15:16:19 GMT 2023 , Edited by admin on Fri Dec 15 15:16:19 GMT 2023
PRIMARY
EVMPD
SUB08334MIG
Created by admin on Fri Dec 15 15:16:19 GMT 2023 , Edited by admin on Fri Dec 15 15:16:19 GMT 2023
PRIMARY
INN
6433
Created by admin on Fri Dec 15 15:16:19 GMT 2023 , Edited by admin on Fri Dec 15 15:16:19 GMT 2023
PRIMARY
NCI_THESAURUS
C60773
Created by admin on Fri Dec 15 15:16:19 GMT 2023 , Edited by admin on Fri Dec 15 15:16:19 GMT 2023
PRIMARY
DRUG BANK
DB09401
Created by admin on Fri Dec 15 15:16:19 GMT 2023 , Edited by admin on Fri Dec 15 15:16:19 GMT 2023
PRIMARY
FDA UNII
WXR179L51S
Created by admin on Fri Dec 15 15:16:19 GMT 2023 , Edited by admin on Fri Dec 15 15:16:19 GMT 2023
PRIMARY
Related Record Type Details
ACTIVE MOIETY