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ChemicalBook--->CAS DataBase List--->1134156-31-2

1134156-31-2

1134156-31-2 Structure

1134156-31-2 Structure
IdentificationBack Directory
[Name]

5'-O-[(4-Cyanophenyl)methyl]-8-[[(3,4-dichlorophenyl)methyl]amino]-adenosine
[CAS]

1134156-31-2
[Synonyms]

CS-1647
VER 155008
VER 155088
HSP70 inhibitor
VER 155008;VER-155008;VER155008
8-(3,4-Dichlorobenzyl)aMino-5'-O-(4-cyanobenzyl)adenosine
8-(3,4-Dichlorobenzyl)amino-5’-O-(4-cyanobenzyl)adenosine, VER155008
5'-O-[(4-Cyanophenyl)methyl]-8-[[(3,4-dichlorophenyl)methyl]amino]-adenosine
Adenosine, 5'-O-[(4-cyanophenyl)methyl]-8-[[(3,4-dichlorophenyl)methyl]amino]-
4-{(2R,3S,4R,5R)-5-[6-aMino-8-(3,4-dichlorobenzylaMino)purin-9-yl]-3,4-dihydroxytetrahydrofuran-2-ylMethoxyMethyl}benzonitrile
4-((((2R,3S,4R,5R)-5-(6-aMino-8-((3,4-dichlorobenzyl)aMino)-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl)Methoxy)Methyl)benzonitrile
[Molecular Formula]

C25H23Cl2N7O4
[MDL Number]

MFCD18086892
[MOL File]

1134156-31-2.mol
[Molecular Weight]

556.4
Chemical PropertiesBack Directory
[Boiling point ]

856.3±75.0 °C(Predicted)
[density ]

1.63±0.1 g/cm3(Predicted)
[storage temp. ]

2-8°C
[solubility ]

DMSO: >10mg/mL
[form ]

powder
[pka]

13.04±0.70(Predicted)
[color ]

white to light brown
[InChIKey]

ZXGGCBQORXDVTE-UMCMBGNQSA-N
Safety DataBack Directory
[WGK Germany ]

3
Hazard InformationBack Directory
[Uses]

VER 155008 is a novel adenosine-derived inhibitor of heat-shocked protein 70, Hsp70 resulting in an inhibition of cell proliferation of human cancer cell lines.
[Definition]

ChEBI: 4-[[(2R,3S,4R,5R)-5-[6-amino-8-[(3,4-dichlorophenyl)methylamino]-9-purinyl]-3,4-dihydroxy-2-oxolanyl]methoxymethyl]benzonitrile is a purine nucleoside.
[Biological Activity]

ver 155008 is a potent inhibitor of heat shock protein 70 (hsp70) family of chaperones, which have been shown to contribute to cancer cell survival via anti-apoptotic functions, that inhibits hsp70 (with the value of 50% inhibition concentration ic50 of 0.5 μm) as well as heat shock cognate 71 kda protein (hsc70) and 78 kda glucose-regulated protein (grp78) but to a lesser extent. x-ray crystallography analysis reveals that ver 155008 binds to the atpase pocket of hsp70 leading to the inhibition of the intrinsic atpase activity of hsp70. study results also have demonstrated that ver 155008 induces cell proliferation and apoptosis in human cancer cell lines.massey aj, williamson ds, browne h, murray jb, dokurno p, shaw t, macias at, daniels z, geoffroy s, dopson m, lavan p, matassova n, francis gl, graham cj, parsons r, wang y, padfield a, comer m, drysdale mj, wood m. a novel, small molecule inhibitor of hsc70/hsp70 potentiates hsp90 inhibitor induced apoptosis in hct116 colon carcinoma cells. cancer chemother pharmacol. 2010; 66(3): 535-545
[Biochem/physiol Actions]

VER‐155008 positively promotes memory recovery and axonal regrowth. It is also involved in inhibiting cell cycle progression and proliferation in non-small-cell lung cancer (NSCLC).
[storage]

Store at -20°C
Spectrum DetailBack Directory
[Spectrum Detail]

5'-O-[(4-Cyanophenyl)methyl]-8-[[(3,4-dichlorophenyl)methyl]amino]-adenosine(1134156-31-2)1HNMR
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