| Identification | More | [Name]
S-(4-NITROBENZYL)-6-THIOINOSINE | [CAS]
38048-32-7 | [Synonyms]
NBTI
NBMPR
NSC 296962
nitrobenzylthioinosine
4-nitrobenzylthioinosine
6-(p-nitrobenzylthio)inosine
S-(P-NITROBENZYL)-6-THIOINOSINE
S-(4-NITROBENZYL)-6-THIOINOSINE
4-Nitrobenzyl-6-mercaptoinosine
S-(4-Nitrobenzyl)-6-thioinosine,99%
S-(P-NITROBENZYL)-6-THIOINOSINE 98+%
6-[(4-Nitrobenzyl)-mercapto]-inosine
6-S-[(4-Nitrophenyl)methyl]-6-thioinosine
Inosine, 6-S-[(4-nitrophenyl)methyl]-6-thio-
S-(4-Nitrobenzyl)-6-thioinosine (NBTI, NBMPR)
6-[(4-nitrobenzyl)thio]-9-β-d-ribofuranosylpurine
6-[(4-NITROBENZYL)THIO]-9-BETA-D-RIBOFURANOSYLPURINE
S-(p-Nitrobenzyl)-6-mercapto-9--D-ribofuranosylpurine
6-[(4-Nitrobenzyl)thio]-9-β-D-ribofuranosyl-9H-purine
S-(4-NITROBENZYL)-6-THIOINOSINE (NBTI) P OTENT ADENOSINE UPTA
6-(((4-nitrophenyl)methyl)thio)-9-beta-d-ribofuranosyl-9h-purin
6-[[(4-Nitrophenyl)methyl]thio]-9-(β-D-ribofuranosyl)-9H-purine
6-(((4-nitrophenyl)methyl)thio)-9-beta-d-ribofuranosyl-9h-purine
NBMPR, NBTI, 6-[(4-Nitrobenzyl)thio]-9-β-D-ribofuranosylpurine
(2R,3S,4R,5R)-2-(Hydroxymethyl)-5-(6-((4-nitrobenzyl)thio)-9H-purin-9-yl)tetrahydrofuran-3,4-diol | [EINECS(EC#)]
253-753-4 | [Molecular Formula]
C17H17N5O6S | [MDL Number]
MFCD00005745 | [Molecular Weight]
419.41 | [MOL File]
38048-32-7.mol |
| Chemical Properties | Back Directory | [Appearance]
Off-White Solid | [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
| [Usage]
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 | [CAS DataBase Reference]
38048-32-7(CAS DataBase Reference) |
| Safety Data | Back Directory | [Safety Statements ]
S24/25:Avoid contact with skin and eyes . | [WGK Germany ]
3
| [RTECS ]
UO9025000
| [HS Code ]
29349990 |
| Hazard Information | Back Directory | [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 |
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Sigma-Aldrich
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