S-(4-Nitrobenzyl)-6-thioinosine

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S-(4-Nitrobenzyl)-6-thioinosine manufacturers

S-(4-Nitrobenzyl)-6-thioinosine Basic information
Product Name:S-(4-Nitrobenzyl)-6-thioinosine
Synonyms:S-(P-NITROBENZYL)-6-THIOINOSINE;NBMPR;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;S-(4-NITROBENZYL)-6-THIOINOSINE (NBTI) P OTENT ADENOSINE UPTA
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
S-(4-Nitrobenzyl)-6-thioinosine Structure
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
pka13.08±0.70(Predicted)
color white
InChIKeyDYCJFJRCWPVDHY-LSCFUAHRSA-N
SMILESOC[C@H]1O[C@H]([C@H](O)[C@@H]1O)n2cnc3c(SCc4ccc(cc4)[N+]([O-])=O)ncnc23
CAS DataBase Reference38048-32-7(CAS DataBase Reference)
Safety Information
Safety Statements 24/25
WGK Germany 3
RTECS UO9025000
HS Code 29349990
Storage Class11 - Combustible Solids
MSDS Information
ProviderLanguage
ACROS English
SigmaAldrich English
S-(4-Nitrobenzyl)-6-thioinosine Usage And Synthesis
Chemical PropertiesOff-White Solid
UsesIt 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
UsesS-(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.
DefinitionChEBI: NBMPR is a purine nucleoside.
General DescriptionS-(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 ActivityEquilibrative nucleoside transporter 1 (ENT1) inhibitor (K i values are 0.4 and 2800 nM for hENT1 and hENT2 respectively).
Biochem/physiol ActionsInhibitor of equilibrative nucleoside transporters (ENTs), particularly adenosine transporters, in central nervous system and vascular smooth muscle.
storageStore at +4°C
Tag:S-(4-Nitrobenzyl)-6-thioinosine(38048-32-7) Related Product Information
S-(p-Nitrobenzyl)-6-thioinosine, [3H]- 6-[(4-Nitrobenzyl)thio]-9-beta-D-ribofuranosylpurine-5'-monophosphate, disodium salt S-(4-Nitrobenzyl)-6-thioinosine S-(2-Hydroxy-5-nitrobenzyl)-6-thioinosine Nitrobenzylthioinosine, [benzyl-3H]- NBTGR