ChemicalBook > CAS DataBase List > S-(4-NITROBENZYL)-6-THIOINOSINE

S-(4-NITROBENZYL)-6-THIOINOSINE

Product Name
S-(4-NITROBENZYL)-6-THIOINOSINE
CAS No.
38048-32-7
Chemical Name
S-(4-NITROBENZYL)-6-THIOINOSINE
Synonyms
NBMPR;NBTI;NSC 296962;nitrobenzylthioinosine;4-nitrobenzylthioinosine;6-(p-nitrobenzylthio)inosine;S6-(4-nitrylbenzyl)thioinosine;S-(4-NITROBENZYL)-6-THIOINOSINE;S-(P-NITROBENZYL)-6-THIOINOSINE;4-Nitrobenzyl-6-mercaptoinosine
CBNumber
CB8713230
Molecular Formula
C17H17N5O6S
Formula Weight
419.41
MOL File
38048-32-7.mol
More
Less

S-(4-NITROBENZYL)-6-THIOINOSINE Property

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)
More
Less

Safety

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

Hazard and Precautionary Statements (GHS)

More
Less

N-Bromosuccinimide Price

Sigma-Aldrich
Product number
N2255
Product name
S-(4-Nitrobenzyl)-6-thioinosine
Purity
≥98%, solid
Packaging
25mg
Price
$83.7
Updated
2024/03/01
Sigma-Aldrich
Product number
N2255
Product name
S-(4-Nitrobenzyl)-6-thioinosine
Purity
≥98%, solid
Packaging
100mg
Price
$265
Updated
2024/03/01
Cayman Chemical
Product number
16403
Product name
S-(4-Nitrobenzyl)-6-thioinosine
Purity
≥98%
Packaging
25mg
Price
$57
Updated
2024/03/01
Cayman Chemical
Product number
16403
Product name
S-(4-Nitrobenzyl)-6-thioinosine
Purity
≥98%
Packaging
50mg
Price
$78
Updated
2024/03/01
Sigma-Aldrich
Product number
N2255
Product name
S-(4-Nitrobenzyl)-6-thioinosine
Purity
≥98%, solid
Packaging
250mg
Price
$528
Updated
2024/03/01
More
Less

S-(4-NITROBENZYL)-6-THIOINOSINE Chemical Properties,Usage,Production

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-THIOINOSINE Preparation Products And Raw materials

Raw materials

Preparation Products

38048-32-7, S-(4-NITROBENZYL)-6-THIOINOSINERelated Search:


  • 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
  • 6-[(4-NITROBENZYL)THIO]-9-BETA-D-RIBOFURANOSYLPURINE
  • nitrobenzylthioinosine
  • S-(4-NITROBENZYL)-6-THIOINOSINE (NBTI) P OTENT ADENOSINE UPTA
  • S-(P-NITROBENZYL)-6-THIOINOSINE 98+%
  • S-(4-Nitrobenzyl)-6-thioinosine (NBTI, NBMPR)
  • 6-[(4-nitrobenzyl)thio]-9-β-d-ribofuranosylpurine
  • 6-[(4-Nitrobenzyl)-mercapto]-inosine
  • 6-S-[(4-Nitrophenyl)methyl]-6-thioinosine
  • NSC 296962
  • S-(p-Nitrobenzyl)-6-mercapto-9--D-ribofuranosylpurine
  • NBMPR, NBTI, 6-[(4-Nitrobenzyl)thio]-9-β-D-ribofuranosylpurine
  • 4-Nitrobenzyl-6-mercaptoinosine
  • 6-[(4-Nitrobenzyl)thio]-9-β-D-ribofuranosyl-9H-purine
  • 6-[[(4-Nitrophenyl)methyl]thio]-9-(β-D-ribofuranosyl)-9H-purine
  • S-(4-Nitrobenzyl)-6-thioinosine,99%
  • (2R,3S,4R,5R)-2-(Hydroxymethyl)-5-(6-((4-nitrobenzyl)thio)-9H-purin-9-yl)tetrahydrofuran-3,4-diol
  • Inosine, 6-S-[(4-nitrophenyl)methyl]-6-thio-
  • S6-(4-nitrylbenzyl)thioinosine
  • 38048-32-7
  • C17H17N5O6S
  • Bases & Related Reagents
  • Heterocycles
  • Inhibitors
  • Nucleotides
  • Sulfur & Selenium Compounds