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Sigma-Aldrich

Dianhydro-D-glucit

98%

Synonym(e):

D-Isosorbid, Dianhydro-D-sorbit

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About This Item

Empirische Formel (Hill-System):
C6H10O4
CAS-Nummer:
652-67-5
Molekulargewicht:
146.14
Beilstein:
80510
EG-Nummer:
211-492-3
MDL-Nummer:
MFCD00064827
UNSPSC-Code:
12352201
PubChem Substanz-ID:
24859776
NACRES:
NA.22

Assay

98%

Form

solid

Optische Aktivität

[α]20/D +45.2°, c = 3 in H2O

mp (Schmelzpunkt)

60-63 °C (lit.)

SMILES String

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

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

InChIKey

KLDXJTOLSGUMSJ-JGWLITMVSA-N

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Anwendung

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:
  • 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).

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 2

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

Eyeshields, Gloves, type N95 (US)

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Mark T Ledwidge et al.
Atherosclerosis, 221(2), 478-483 (2012-02-14)
To evaluate the pharmacokinetics and effects of the first immediate-release (IR) niacin-aspirin prodrug (ST0702) on lipid, prostaglandin and thromboxane levels in non-human primates (NHPs). We compared 28 mg/kg crystalline IR niacin, equimolar doses of crystalline IR ST0702 and control on
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
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
Bleeding from ruptured oesophageal varices: propranolol for primary prevention.
Prescrire international, 21(125), 73-77 (2012-03-21)
Ying Xia et al.
ChemSusChem, 4(3), 386-391 (2011-01-25)
A series of soybean oil-based amide diol-isosorbide waterborne polyurethane-urea (PUU) dispersions have been successfully prepared, with amounts of isosorbide ranging from 0 to 20 wt % of the total diol content. The thermal and mechanical properties of the resulting PUU films have
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