S-(4-Nitrobenzyl)-6-thioinosine
Synonym(s):6-[(4-Nitrobenzyl)thio]-9-β-D -ribofuranosylpurine;NBMPR;NBTI
- CAS NO.:38048-32-7
- Empirical Formula: C17H17N5O6S
- Molecular Weight: 419.41
- MDL number: MFCD00005745
- EINECS: 253-753-4
- SAFETY DATA SHEET (SDS)
- Update Date: 2026-09-12 18:55:51
What is S-(4-Nitrobenzyl)-6-thioinosine?
Chemical properties
Off-White Solid
The Uses of S-(4-Nitrobenzyl)-6-thioinosine
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.
The Uses of S-(4-Nitrobenzyl)-6-thioinosine
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
What are the applications of Application
S-(4-Nitrobenzyl)-6-thioinosine (NBTI, NBMPR) is an inhibitor of ENTs with potential anticancer, cardio-, and neuro- protective properties
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
Properties of S-(4-Nitrobenzyl)-6-thioinosine
| 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) |
Safety information for S-(4-Nitrobenzyl)-6-thioinosine
Computed Descriptors for S-(4-Nitrobenzyl)-6-thioinosine
New Products
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![6-[(4-NITROBENZYL)THIO]-9-BETA-D-RIBOFURANOSYLPURINE-5'-MONOPHOSPHATE, DISODIUM SALT](https://img.chemicalbook.in/StructureFile/ChemBookStructure6/GIF/CB7206115.gif)

![NITROBENZYLTHIOINOSINE, [BENZYL-3H]-](https://img.chemicalbook.in/StructureFile/ChemBookStructure2/GIF/CB8152226.gif)
![S-(P-NITROBENZYL)-6-THIOINOSINE, [3H]-](https://img.chemicalbook.in/StructureFile/ChemBookStructure4/GIF/CB9490556.gif)

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