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S-(4-Nitrobenzyl)-6-thioinosine

SIGMA/N2255 - ≥98%, solid

Synonym: 6-[(4-Nitrobenzyl)thio]-9-β-D-ribofuranosylpurine; NBMPR; NBTI

CAS Number: 38048-32-7
Empirical Formula (Hill Notation): C17H17N5O6S
Molecular Weight: 419.41
EC Number: 253-753-4
MDL Number: MFCD00005745
Linear Formula: C17H17N5O6S
Product Type: Chemical
Catalog Number PKG Qty. Price Quantity
45-N2255-25MG 25 mg
 $92.30
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45-N2255-100MG 100 mg
 $292.00
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45-N2255-250MG 250 mg
 $582.00
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This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: N2255-100MG
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: N2255-250MG

 

assay ≥98%
color white
form solid
InChI 1S/C17H17N5O6S/c23-5-11-13(24)14(25)17(28-11)21-8-20-12-15(21)18-7-19-16(12)29-6-9-1-3-10(4-2-9)22(26)27/h1-4,7-8,11,13-14,17,23-25H,5-6H2/t11-,13-,14-,17-/m1/s1
InChI key DYCJFJRCWPVDHY-LSCFUAHRSA-N
mp 187-190 °C (lit.)
Quality Level 100 
SMILES string OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)n2cnc3c(SCc4ccc(cc4)[N+]([O-])=O)ncnc23
solubility 0.1 M HCl: slightly soluble
  0.1 M NaOH: slightly soluble
  DMSO: soluble
  H2O: insoluble
storage temp. 2-8°C
Biochem/physiol Actions: Inhibitor of equilibrative nucleoside transporters (ENTs), particularly adenosine transporters, in central nervous system and vascular smooth muscle.
Biochem/physiol Actions: Potent adenosine uptake inhibitor
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.
Packaging: 100, 250 mg in poly bottle
Packaging: 25 mg in glass bottle
RIDADR NONH for all modes of transport
WGK Germany WGK 3
Flash Point(F) Not applicable
Flash Point(C) Not applicable
Purity ≥98%
mp 187-190 °C (lit.)
Storage Temp. 2-8°C
UNSPSC 12352202

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