ISOSORBIDE

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 Search

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

Description
Sources: http://www.ncbi.nlm.nih.gov/pubmed/4952594

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

Condition	Modality	Targets	Highest Phase	Product
Ocular hypertension 50 Sources: https://dailymed.nlm.nih.gov/dailymed/getFile.cfm?setid=f305b18b-8506-4414-87a1-10aa3b76a691&type=pdf&name=f305b18b-8506-4414-87a1-10aa3b76a691	Palliative		Approved 8429	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
Glaucoma 57 Sources: https://dailymed.nlm.nih.gov/dailymed/getFile.cfm?setid=f305b18b-8506-4414-87a1-10aa3b76a691&type=pdf&name=f305b18b-8506-4414-87a1-10aa3b76a691	Palliative		Approved 8429	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

C_max

Value	Dose	Co-administered	Analyte	Population
2.16 μg/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/4695381/	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

T_1/2

Value	Dose	Co-administered	Analyte	Population
9 h EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/4695381/	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

Vendor/Aggregator	ID	URL
3B Scientific (Wuhan) Corp	3B3-024259	http://www.3bsc.com/index/pro_info.php?id=45335
AHH Chemical co.,ltd	MT-07876	http://www.ahhchemical.com/product/MT-07876.html
AK Scientific, Inc. (AKSCI)	K060	http://www.aksci.com/item_detail.php?cat=K060
Aaron Chemicals	AR003RUL	http://www.aaronchem.com/652-67-5
AbMole Bioscience	M2779	http://www.abmole.com/products/isosorbide.html
Acros Organics	AC351910050	https://www.fishersci.com/shop/products/isosorbide-98-acros-organics-1/AC351910050
Acros Organics	AC351911000	https://www.fishersci.com/shop/products/isosorbide-98-acros-organics-1/AC351911000
Acros Organics	AC351915000	https://www.fishersci.com/shop/products/isosorbide-98-acros-organics/AC351915000
Alfa Aesar	A13989	https://www.alfa.com/en/catalog/A13989/
ApexBio Technology	B1774	http://www.apexbt.com/isosorbide.html
Aurora Fine Chemicals LLC	A13.139.281	http://online.aurorafinechemicals.com/info?ID=A13.139.281
Aurum Pharmatech LLC	Z-3120	http://www.Aurumpharmatech.com/Product/ProductDetails/Z_3120
Avantor Inc	TCI0407-025G	https://us.vwr.com/store/product/10049796/isosorbide-98-0
Avantor Inc	TCI0407-500G	https://us.vwr.com/store/product/10049796/isosorbide-98-0
BLD Pharm	BD135397	http://www.bldpharm.com/products/652-67-5.html
BioCrick	BCC4667	http://www.biocrick.com/Isosorbide-BCC4667.html
CSNpharm	CSN25368	https://www.csnpharm.com/products/isosorbide.html
Chem Scene	CS-5157	http://www.chemscene.com/652-67-5.html
ChemMol	49413347	http://www.chemmol.com/chemmol/49413347.html
Chemspace	CSSB00000716786	https://chem-space.com/CSSB00000716786
Glentham Life Sciences	GC7939	http://www.glentham.com/products/product/GC7939/
Hairui	HR127089	http://www.hairuichem.com/en/product/652-67-5.html
LGC Standards	DRE-A14475300AL-100	https://www.lgcstandards.com/US/en/p/DRE-A14475300AL-100
LGC Standards	MM0126.03	https://www.lgcstandards.com/US/en/p/MM0126.03
Lab Network	LN00235980	https://labnetwork.com/frontend-app/p/#!/moleculedetails/LN00235980
MedChem Express	HY-B1469	https://www.medchemexpress.com/Isosorbide.html
Oakwood	242232	http://www.oakwoodchemical.com/ProductsList.aspx?CategoryID=-2&txtSearch=123231&ExtHyperLink=1
Sigma-Aldrich	329207_ALDRICH	https://www.sigmaaldrich.com/catalog/product/aldrich/329207?utm_source=pubchem&utm_campaign=pubchem_2017&utm_medium=referral
Smolecule	S530965	http://www.smolecule.com/products/s530965
TCI (Tokyo Chemical Industry)	I0407	http://www.tcichemicals.com/eshop/en/us/commodity/I0407/index.html
THE BioTek	bt-272371	https://www.thebiotek.com/product/inhibitors/bt-272371
VladaChem	VL142939	https://www.vladachem.com/product.php?products=652-67-5
VladaChem	VL265748-100g	https://www.vladachem.com/product.php?products=652-67-5
abcr GmbH	AB117174	http://www.abcr.com/shop/en/AB117174
eNovation Chemicals	K10391	http://www.enovationchem.com/productDetails.asp?productID=K10391
eNovation Chemicals	D670739	https://www.enovationchem.com/ProductDetails.asp?ProductID=D670739
iChemical	EBD2204768	http://www.ichemical.com/products/652-67-5.html?utm_source=PubChem&utm_medium=website&utm_campaign=product%20catalogs
mcule	MCULE-2567091829	https://mcule.com/MCULE-2567091829/

PubMed

Title	Date	PubMed
Life threatening coronary artery spasm in childhood Kimura's disease.	2000 Aug	10908272
Pharmacological modulation of human gastric volumes demonstrated noninvasively using SPECT imaging.	2001 Dec	11903914
Potentiating potassium nitrate's desensitization with dimethyl isosorbide.	2001 Sep-Oct	12017799
A long-term transdermal nitric oxide donor improves uteroplacental circulation in women with preeclampsia.	2002 Aug	12164565
Coronary artery spasm associated with a moderately severe atherosclerotic stenosis in the proximal LAD.	2002 Dec	12454344
[Pulmonary hypertension and pregnancy].	2002 Feb	11974533
Transdermal delivery of highly lipophilic drugs: in vitro fluxes of antiestrogens, permeation enhancers, and solvents from liquid formulations.	2002 May	12069170
Nadolol and isosorbide prevented recurrent variceal bleeding better than did endoscopic ligation in cirrhosis.	2002 May-Jun	11985435
Isosorbide-based aspirin prodrugs. II. Hydrolysis kinetics of isosorbide diaspirinate.	2002 Sep	12208460
Medical treatment of myocardial ischemia in coronary artery disease: effect of drug regime and irregular dosing in the CAPE II trial.	2002 Sep 4	12225716
[Therapy with NO donors-antiatherogenic and antioxidant actions].	2004 Feb	14968347
Treatment of portal hypertension with NCX-1000, a liver-specific NO donor. A review of its current status.	2004 Summer	15179450
Isosorbide delays gentamicin-induced vestibular sensory cell death.	2005	16374060
Synthesis and structure activity relationships (SAR) of a new class of potent and selective butyrylcholinesterase inhibitors.	2005 Dec 15	16429505
Prediction of genotoxicity of chemical compounds by statistical learning methods.	2005 Jun	15962942
Hydrogen peroxide overload increases adriamycin-induced apoptosis of SaOS(2)FM, a manganese superoxide dismutase-overexpressing human osteosarcoma cell line.	2005 May	15809720
[Usefulness of sublingual isosorbide to assess the reversibility of pulmonary hypertension in cardiac transplant candidates].	2006 Feb	16554928
Effects of simple and complex motion patterns on gene expression of chondrocytes seeded in 3D scaffolds.	2006 Nov	17518631
Vestibular evoked myogenic potentials in acute acoustic trauma.	2006 Oct	17006346
[Prevention of variceal bleeding and measurement of hepatic vein pressure gradient].	2006 Sep	16998301
High performance liquid chromatography-electrospray ionization mass spectrometric determination of isosorbide 5-mononitrate in human plasma.	2007 Feb 1	16962389
Occlusal management for a patient with aural symptoms of unknown etiology: a case report.	2007 Sep 12	17848201
Physicochemical characterisation of a novel thermogelling formulation for percutaneous penetration of 5-aminolevulinic acid.	2008 Jun	17828744

Patents

Sample Use Guides

In Vivo Use Guide

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

Name

Type

Language

ISOSORBIDE

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