861499
S-(4-Nitrobenzyl)-6-thioinosine
98%
Synonym(s):
6-[(4-Nitrobenzyl)thio]-9-β-D-ribofuranosylpurine, NBMPR, NBTI
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About This Item
Empirical Formula (Hill Notation):
C17H17N5O6S
CAS Number:
Molecular Weight:
419.41
EC Number:
253-753-4
UNSPSC Code:
12352200
MDL number:
InChI key
DYCJFJRCWPVDHY-LSCFUAHRSA-N
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
SMILES string
OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)n2cnc3c(SCc4ccc(cc4)[N+]([O-])=O)ncnc23
assay
98%
mp
187-190 °C (lit.)
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.
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