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329207

Sigma-Aldrich

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:
652-67-5
Molecular Weight:
146.14
Beilstein:
80510
EC Number:
211-492-3
MDL number:
MFCD00064827
UNSPSC Code:
12352201
PubChem Substance ID:
24859776
NACRES:
NA.22

Assay

98%

form

solid

optical activity

[α]20/D +45.2°, c = 3 in H2O

mp

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

InChI key

KLDXJTOLSGUMSJ-JGWLITMVSA-N

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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:
  • 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 Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCF2269
BCCB2899
BCBX6841
BCBR9046V
BCBQ5930V

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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
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
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)
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