ChemicalBook--->CAS DataBase List--->38048-32-7

38048-32-7

38048-32-7 Structure

38048-32-7 Structure
IdentificationMore
[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 PropertiesBack 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
[InChIKey]

DYCJFJRCWPVDHY-LSCFUAHRSA-N
[SMILES]

OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)n2cnc3c(SCc4ccc(cc4)[N+]([O-])=O)ncnc23
[CAS DataBase Reference]

38048-32-7(CAS DataBase Reference)
Safety DataBack Directory
[Safety Statements ]

S24/25:Avoid contact with skin and eyes .
[WGK Germany ]

3
[RTECS ]

UO9025000
[HS Code ]

29349990
[Storage Class]

11 - Combustible Solids
Hazard InformationBack 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
Spectrum DetailBack Directory
[Spectrum Detail]

S-(4-NITROBENZYL)-6-THIOINOSINE(38048-32-7)1HNMR
S-(4-NITROBENZYL)-6-THIOINOSINE(38048-32-7)Raman
Well-known Reagent Company Product InformationBack Directory
[Sigma Aldrich]

38048-32-7(sigmaaldrich)
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38048-32-7