| Identification | Back Directory | [Name]
3'-O-(T-BUTYLDIMETHYLSILYL)THYMIDINE | [CAS]
40733-27-5 | [Synonyms]
3'-O-TBDMS-dT
3'-O-(TBDMS)THYMIDINE
3'-O-t-BulyldiMethylsilyl thyMidine
3'-O-(T-BUTYLDIMETHYLSILYL)THYMIDINE
3'-O-(tert-ButyldiMethylsilyl)thyMidine
3'-O-tert-butyldiMethylsilyl-2'-deoxythyMidine
Thymidine, 3'-O-[(1,1-dimethylethyl)dimethylsilyl]-
1-((2R,4S,5R)-4-((tert-Butyldimethylsilyl)oxy)-5-(hydroxymethyl)tetrahydrofuran-2-yl)-5-methylpyrimidine-2,4(1H,3H)-dione | [Molecular Formula]
C16H28N2O5Si | [MDL Number]
MFCD01631040 | [MOL File]
40733-27-5.mol | [Molecular Weight]
356.49 |
| Chemical Properties | Back Directory | [Melting point ]
93-94 °C | [density ]
1.17±0.1 g/cm3(Predicted) | [storage temp. ]
2-8°C | [form ]
Solid | [pka]
9.55±0.10(Predicted) | [color ]
White to off-white | [Optical Rotation]
22.1° (C=0.01 g/ml, CHCL3) | [InChI]
InChI=1S/C16H28N2O5Si/c1-10-8-18(15(21)17-14(10)20)13-7-11(12(9-19)22-13)23-24(5,6)16(2,3)4/h8,11-13,19H,7,9H2,1-6H3,(H,17,20,21)/t11-,12+,13+/m0/s1 | [InChIKey]
QAPSNMNOIOSXSQ-YNEHKIRRSA-N | [SMILES]
OC[C@H]1O[C@@H](N2C=C(C)C(=O)NC2=O)C[C@@H]1O[Si](C(C)(C)C)(C)C |
| Hazard Information | Back Directory | [Description]
3'-O-[tert-Butyl(dimethyl)silyl]thymidine is a nucleoside analog that is chemically stable and has been shown to be a potential biomarker for the diagnosis of fetal bovine spongiform encephalopathy (BSE). 3'-O-t-Bulyldimethylsilyl thymidine binds to basic proteins in the cell nucleus and has been shown to inhibit protein synthesis in tubule cells of the kidney and skin cancer cells. | [Uses]
3’-O-t-Bulyldimethylsilylthymidine is a purine nucleoside analog. Purine nucleoside analogs have broad antitumor activity targeting indolent lymphoid malignancies. Anticancer mechanisms in this process rely on inhibition of DNA synthesis, induction of apoptosis, etc[1]. | [References]
[1] Robak T, Robak P. Purine nucleoside analogs in the treatment of rarer chronic lymphoid leukemias. Curr Pharm Des. 2012;18(23):3373-88. DOI:10.2174/138161212801227005 |
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