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](https://img.chemicalbook.in/CAS/GIF/652-67-5.gif)
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) |
![]() 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 |
Abamectin manufacturer
KARPSCHEM LABORATORIES PVT. LTD.
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