861499

S-(4-Nitrobenzyl)-6-thioinosine

98%

• Synonym(s): 6-[(4-Nitrobenzyl)thio]-9-β-D-ribofuranosylpurine, NBMPR, NBTI
• Empirical Formula (Hill Notation): C₁₇H₁₇N₅O₆S
• CAS Number: 38048-32-7
• Molecular Weight: 419.41
• EC Number: 253-753-4
• MDL number: MFCD00005745
• UNSPSC Code: 12352200

Properties

• assay: 98%
• mp: 187-190 °C (lit.)
• SMILES string: OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)n2cnc3c(SCc4ccc(cc4)[N+]([O-])=O)ncnc23
• InChI: 1S/C17H17N5O6S/c23-5-11-13(24)14(25)17(28-11)21-8-20-12-15(21)18-7-19-16(12)29-6-9-1-3-10(4-2-9)22(26)27/h1-4,7-8,11,13-14,17,23-25H,5-6H2/t11-,13-,14-,17-/m1/s1
• Inchi Key: DYCJFJRCWPVDHY-LSCFUAHRSA-N

Description

Application

A very potent inhibitor of nucleoside transport. NBMPR, in cultures, binds tightly but reversibly to tumor membrane sites associated with the nucleoside transport mechanism and is, therefore, a useful tool for cancer research.

Biochem/physiol Actions

Inhibitor of equilibrative nucleoside transporters (ENTs), particularly adenosine transporters, in central nervous system and vascular smooth muscle.