329207
Dianhydro-D-glucitol
98%
Synonym(s):
1,4:3,6-Dianhydro-D-sorbitol, D-Isosorbide
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About This Item
Empirical Formula (Hill Notation):
C6H10O4
CAS Number:
Molecular Weight:
146.14
UNSPSC Code:
12352201
NACRES:
NA.22
PubChem Substance ID:
EC Number:
211-492-3
Beilstein/REAXYS Number:
80510
MDL number:
InChI key
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
SMILES string
O[C@H]1CO[C@@H]2[C@H](O)CO[C@H]12
assay
98%
form
solid
optical activity
[α]20/D +45.2°, c = 3 in H2O
Quality Level
Application
Dianhydro-D-glucitol is a greener ingredient widely used as a monomer and building block for a variety of polymers and functional materials, for medical and pharmaceutical applications. It is also used as a fuel or fuel additive.
Applications include:
Applications include:
- Preparation of renewable polyesters for coating applications.
- Synthesis of isosorbide esters such as oligo(isosorbide adipate) (OSA), oligo(isosorbide suberate) (OSS), and isosorbide dihexanoate (SDH) as renewable alternatives to phthalate plasticizers.
- Synthesis of biodegradable porous polyurethane scaffolds for tissue repair and regeneration.
- Synthesis of the aspirin prodrug, isosorbide-2,5-diaspirinate (ISDA).
Storage Class
11 - Combustible Solids
wgk
WGK 2
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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Neal T Wasserman et al.
Veterinary ophthalmology, 16(1), 20-24 (2012-04-20)
To evaluate and compare the effects of oral isosorbide and glycerol on intraocular pressure (IOP), serum osmolality (SOSM), and blood glucose (BG) in normal dogs. Ten normal dogs were administered an oral dose of either isosorbide (1.5 g/kg), glycerol (1.5g/kg)
Jonathan Lai et al.
ChemSusChem, 4(8), 1104-1111 (2011-07-19)
The telomerisation of 1,3-butadiene with a Pd/TPPTS catalytic system in water or an organic solvent was used for the synthesis of C8 ethers from isosorbide, an agro-based diol. The use of water/oil biphasic reaction conditions allowed the selective synthesis of
Discovery of a ?true? aspirin prodrug.
Moriarty LM, et al.
Journal of Medicinal Chemistry, 51(24), 7991-7999 (2008)
Bleeding from ruptured oesophageal varices: propranolol for primary prevention.
Prescrire international, 21(125), 73-77 (2012-03-21)
Xiaoli Wang et al.
Journal of medicinal chemistry, 56(7), 3078-3089 (2013-03-21)
In search of novel anti-ischemic stroke agents with higher potency than a known drug 3-n-butylphthalide (NBP), a series of hybrids ((S)- and (R)-5a-f) from optically active ring-opened NBP derivative and isosorbide were synthesized for evaluating their anti-ischemic stroke activity. Compound
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