ChemicalBook--->CAS DataBase List--->23261-20-3

23261-20-3

23261-20-3 Structure

23261-20-3 Structure
IdentificationBack Directory
[Name]

Dianhydrogalactitol
[CAS]

23261-20-3
[Synonyms]

VAL083
VAL-083
VAL 083
NSC-132313
Dulcitol diepoxide
Dianhydrogalactitol
Dianhydrodulcitolum
5,6-Diepoxydulcitol
1,2:5,6-Diepoxydulcitol
1,2,5,6-DIANHYDRODULCITOL
1,2:5,6-Dianhydrogalactitol
Dianhydrodulcitol USP/EP/BP
Galactitol, 1,2:5,6-dianhydro-
1,2:5,6-Diepoxyhexane-3,4-diol
1,2-Di(oxiranyl)ethylene glycol
VAL083; VAL083; VAL083; DIANHYDRODULCITOL; DIANHYDROGALACTITOL; DULCITOL DIEPOXIDE;
[Molecular Formula]

C6H10O4
[MDL Number]

MFCD01725532
[MOL File]

23261-20-3.mol
[Molecular Weight]

146.14
Chemical PropertiesBack Directory
[Melting point ]

96.5-98.5 °C
[Boiling point ]

185.74°C (rough estimate)
[density ]

1.567
[refractive index ]

1.4310 (estimate)
[storage temp. ]

Store at -20°C
[solubility ]

Soluble in DMSO
[form ]

Powder
[pka]

13.53±0.20(Predicted)
[color ]

White to off-white
[InChI]

1S/C6H10O4/c7-5(3-1-9-3)6(8)4-2-10-4/h3-8H,1-2H2/t3-,4+,5+,6-
[InChIKey]

AAFJXZWCNVJTMK-GUCUJZIJSA-N
[SMILES]

O[C@H]([C@@]1(CO1)[H])[C@H]([C@]2(CO2)[H])O
Safety DataBack Directory
[WGK Germany ]

WGK 3
[Storage Class]

11 - Combustible Solids
Hazard InformationBack Directory
[Uses]

Dulcitol Diepoxide is a cytostatic drug. Dulcitol Diepoxide can be used for treatment of leukemia, lung cancer, multiple myeloma, and nasopharyngeal carcinoma.
[Biological Activity]

val-083 is a bi-functional alkylating agent, with potential antitumor activity.val-083 can cross the blood brain barrier and appears to be selective for tumor cells. val-083 alkylates and crosslinks dna which ultimately inhibit the proliferation of cancer cells. val-083 does not show cross-resistance to other conventional chemotherapeutic agents. the half-life of val-083 in the brain is long. val-083 has been assessed in multiple studies as chemotherapy in the treatment of newly diagnosed and recurrent brain tumors.
[in vitro]

VAL-083 is an alkylating agent that creates N7 methylation on DNA. VAL-083 suppresses U251 and SF188 cell growth and induces apoptosis after 72 h.
[in vivo]

VAL-083 (Dianhydrogalactitol; 25, 50, 100 μg/mL) dose-dependently inhibits angiogenesis in zebrafish model. VAL-083 considerably reduces VEGF, VEGFR2, and FGF2 expression at 25 μg/mL, and further causes reduction in FGFR2 expression at 50 μg/mL. It (1,2:5,6-dianhydrogalactitol; 5 mg/kg, iv, twice per week for 6 weeks) significantly blocks the growth of LN229 cells in mice with the relative tumor growth rate (T/C) of 22.38%, and the tumor growth inhibitory rate (TGI) of 83.58%. Moreover, VAL-083 dramatically activates the CDC25C-CDK1 cascade in the xenografted tumor moedl.

[target]

DNA
[References]

http://www. delmarpharma.com/product_development_programs/val083/
Spectrum DetailBack Directory
[Spectrum Detail]

Dianhydrogalactitol(23261-20-3)1HNMR
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