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HomeProduct name listIsosorbide

Isosorbide

Synonym(s):(-)-1,1′,6,6′,7,7′-Hexahydroxy-3,3′-dimethyl-5,5′-bis(1-methylethyl)-[2,2′-binaphthalene]-8,8′-dicarboxaldehyde;(R)-(-)-gossypol;(R)-1,1′,6,6′,7,7′-Hexahydroxy-3,3′-dimethyl-5,5′-bis(1-methylethyl)-[2,2′-binaphthalene]-8,8′-dicarboxaldehyde;(R)-Gossypol;D-Isosorbide

  • CAS NO.:652-67-5
  • Empirical Formula: C6H10O4
  • Molecular Weight: 146.14
  • MDL number: MFCD00064827
  • EINECS: 211-492-3
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-08-21 22:41:43
Isosorbide Structural

What is Isosorbide?

Absorption

Isosorbide is rapidly absorbed after oral administration. Refer to isosorbide mononitrate for detailed absorption information.

Description

Isosorbide is a sugar dehydration product. It was first prepared by W. N. Haworth and L. F. Wiggins in 1948 by dehydrating?D-sorbitol, which is obtained by reducing?D-glucose. Originally used as a diuretic and an isosorbide dinitrate precursor, it is now sold as a biobased chemical by Archer Daniels Midland. Isosorbide is a?potential replacement for bisphenol A?in plastics manufacture.

Chemical properties

off-white to light yellow or beige crystals,

The Uses of Isosorbide

Isosorbide is a reagent widely used to prepare detergents, cleansers, cosmetics, agrochemicals and vasodilators.

The Uses of Isosorbide

pharmaceutical intermediate for dimethyl ether and mono- and dinitrate derivatives; the nitrate esters find use as vasodilators and coronary disease therapeutics.

The Uses of Isosorbide

D-Isosorbide is used as a reagent in the preparation of detergents, agrochemicals, cleansers, cosmetics and vasodilators. It is also employed as a pharmaceutical intermediate for dimethyl ether and mono- and dinitrate derivatives, which is used as vasodilators and coronary disease therapeutics. It is used in the treatment of hydrocephalus and glaucoma. It finds application as a building block for polymers like polycarbonates and polyesters.

Background

Isosorbide was previously available in an oral formulation for the reduction of intraocular pressure. It was approved by the FDA in 1980, but has since been discontinued. Currently, isosorbide is an organic nitrate currently available in the isosorbide mononitrate and isosorbide dinitrate forms, and is used for the prevention of angina. Refer to these drug entries for more information.

Indications

Isosorbide was previously indicated for temporary reduction of intraocular pressure and used to interrupt an acute glaucoma attack, however, this is not a currently approved indication. Refer to isosorbide mononitrate and isosorbide dinitrate drug entries for more isosorbide indications.

What are the applications of Application

Dianhydro-D-glucitol is a chemically inert osmotic diuretic used mainly to treat hydrocephalus

Definition

A polyol with a hydroxyl group attached to each of two cis-oriented saturated furan rings. Intermediate for pharmaceuticals. Combustible.

brand name

Ismotic (Alcon).

Biological Functions

emergency treatment of acute angle-closure glaucoma. It should not be confused with isosorbide dinitrate, an antianginal drug.

Flammability and Explosibility

Non flammable

Pharmacokinetics

Isosorbide reduces intraocular pressure through its effects on ocular blood vessels. While in the blood, isosorbide promotes redistribution of water toward the circulation, promoting the excretion of urine.

Clinical Use

Isosorbide is basically a bicyclic form of sorbitol that is used orally to cause a reduction in intraocular pressure in glaucoma cases. Although a diuretic effect is noted, its ophthalmologic properties are its primary value.

Metabolism

Not Available

Properties of Isosorbide

Melting point: 60-63 °C (lit.)
Boiling point: 175°C/2mmHg(lit.)
alpha  42 º (c=3, H2O)
Density  1.0945 (rough estimate)
vapor pressure  0.007Pa at 20℃
refractive index  45 ° (C=5, H2O)
storage temp.  Inert atmosphere,Room Temperature
solubility  DMSO (Slightly), Methanol (Slightly), Water (Slightly)
form  Crystals, Crystalline Solid or Mass
pka 13.17±0.40(Predicted)
color  Off-white to light yellow or beige
optical activity [α]20/D +45.2°, c = 3 in H2O
Water Solubility  Soluble in alcohols, water and ketones.
Sensitive  Hygroscopic
Merck  14,5224
BRN  80510
CAS DataBase Reference 652-67-5(CAS DataBase Reference)
EPA Substance Registry System D-Glucitol, 1,4:3,6-dianhydro- (652-67-5)

Safety information for Isosorbide

Signal word Warning
Pictogram(s)
ghs
Corrosion
Corrosives
GHS05
GHS Hazard Statements H227:Flammable liquids
Precautionary Statement Codes P210:Keep away from heat/sparks/open flames/hot surfaces. — No smoking.
P280:Wear protective gloves/protective clothing/eye protection/face protection.
P370+P378:In case of fire: Use … for extinction.
P403+P235:Store in a well-ventilated place. Keep cool.

Computed Descriptors for Isosorbide

InChIKey KLDXJTOLSGUMSJ-JGWLITMVSA-N

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