Documents

861499

Sigma-Aldrich

S-(4-Nitrobenzyl)-6-thioinosine

98%

Synonym(s):
NBTI, NBMPR, 6-[(4-Nitrobenzyl)thio]-9-β-D-ribofuranosylpurine
Empirical Formula (Hill Notation):
C17H17N5O6S
CAS Number:
Molecular Weight:
419.41
EC Number:
MDL number:

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

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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.

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

NONH for all modes of transport

WGK Germany

3

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