Basic information Safety Supplier Related

S-(4-NITROBENZYL)-6-THIOINOSINE

Basic information Safety Supplier Related

S-(4-NITROBENZYL)-6-THIOINOSINE Basic information

Product Name:
S-(4-NITROBENZYL)-6-THIOINOSINE
Synonyms:
  • S-(P-NITROBENZYL)-6-THIOINOSINE
  • S-(4-NITROBENZYL)-6-THIOINOSINE
  • NBMPR
  • NBTI
  • 4-nitrobenzylthioinosine
  • 6-(((4-nitrophenyl)methyl)thio)-9-beta-d-ribofuranosyl-9h-purin
  • 6-(((4-nitrophenyl)methyl)thio)-9-beta-d-ribofuranosyl-9h-purine
  • 6-(p-nitrobenzylthio)inosine
CAS:
38048-32-7
MF:
C17H17N5O6S
MW:
419.41
EINECS:
253-753-4
Product Categories:
  • Bases & Related Reagents
  • Heterocycles
  • Inhibitors
  • Nucleotides
  • Sulfur & Selenium Compounds
Mol File:
38048-32-7.mol
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S-(4-NITROBENZYL)-6-THIOINOSINE Chemical Properties

Melting point:
187-190 °C(lit.)
Boiling point:
770.2±70.0 °C(Predicted)
Density 
1.3904 (rough estimate)
refractive index 
1.6460 (estimate)
storage temp. 
2-8°C
solubility 
0.1 M HCl: slightly soluble
form 
solid
pka
13.08±0.70(Predicted)
color 
white
CAS DataBase Reference
38048-32-7(CAS DataBase Reference)
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Safety Information

Safety Statements 
24/25
WGK Germany 
3
RTECS 
UO9025000
HS Code 
29349990

MSDS

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S-(4-NITROBENZYL)-6-THIOINOSINE Usage And Synthesis

Chemical Properties

Off-White Solid

Uses

It is a prototype inhibitor of the human equilibrative nucleoside transporter (hENT1), and is a high affinity ligand with a Kd of 0.1-1.0 nM. Nucleoside transporter inhibitors have potential therapeutic applications as anticancer, antiviral, cardio

Uses

S-(4-Nitrobenzyl)-6-thioinosine is a nucleoside analog and an inhibitor of the human equilibrative nucleoside transporter (hENT1) (1,2,3). Nucleoside transporter inhibitors are useful compounds to investigate anticancer, antiviral, cardioprotective, and neuroprotective agents.

Definition

ChEBI: NBMPR is a purine nucleoside.

General Description

S-(4-Nitrobenzyl)-6-thioinosine (NBTI) belongs to the family of S6-substituted 6-thiopurine nucleosides, which regulate nucleoside transport mechanisms in animals. It acts as a ligand of adenosine transporter. Binding sites for NBTI is located on brain capillaries. It functions as a covalent photoaffinity probe for nucleoside transport.

Biological Activity

Equilibrative nucleoside transporter 1 (ENT1) inhibitor (K i values are 0.4 and 2800 nM for hENT1 and hENT2 respectively).

Biochem/physiol Actions

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

storage

Store at +4°C

S-(4-NITROBENZYL)-6-THIOINOSINESupplier

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