CAS 38048-32-7

S-(4-Nitrobenzyl)-6-thioinosine

Description:

S-(4-Nitrobenzyl)-6-thioinosine is a chemical compound that belongs to the class of nucleoside analogs, specifically modified purines. It features a thioinosine structure, where the sulfur atom replaces the oxygen in the ribose sugar, enhancing its biological activity. The presence of the 4-nitrobenzyl group contributes to its unique properties, potentially influencing its interaction with biological targets. This compound is often studied for its role in biochemical research, particularly in the context of nucleoside metabolism and its potential therapeutic applications. It may exhibit various biological activities, including antiviral or anticancer properties, due to its structural modifications. The CAS number 38048-32-7 uniquely identifies this substance in chemical databases, facilitating its study and application in scientific research. As with many nucleoside analogs, its solubility, stability, and reactivity can vary, making it essential to consider these factors in experimental designs. Overall, S-(4-Nitrobenzyl)-6-thioinosine represents a significant compound in the field of medicinal chemistry and biochemistry.

Formula: C₁₇H₁₇N₅O₆S

InChI: InChI=1/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: InChIKey=DYCJFJRCWPVDHY-LSCFUAHRSA-N

SMILES: O[C@H]1[C@H](N2C=3C(N=C2)=C(SCC4=CC=C(N(=O)=O)C=C4)N=CN3)O[C@H](CO)[C@H]1O

Synonyms:

• 6-[(4-Nitrobenzyl)thio]-9-β-D-ribofuranosylpurine
• 6-S-[(4-Nitrophenyl)methyl]-6-thioinosine
• S-(p-Nitrobenzyl)-6-mercapto-9-β-D-ribofuranosylpurine
• Inosine, 6-S-[(4-nitrophenyl)methyl]-6-thio-
• S-(4-Nitrobenzyl)-6-thioinosine
• NSC 296962
• S-(4-Nitrobenzyl)-6-thioinosine (NBTI, NBMPR)
• 6-(p-nitrobenzylthio)inosine
• 6-[(4-NITROBENZYL)THIO]-9-BETA-D-RIBOFURANOSYLPURINE
• 6-(((4-nitrophenyl)methyl)thio)-9-beta-d-ribofuranosyl-9h-purin
• 6-[(4-Nitrobenzyl)-mercapto]-inosine
• S-(p-Nitrobenzyl)-6-mercapto-9--D-ribofuranosylpurine
• 6-(((4-nitrophenyl)methyl)thio)-9-beta-d-ribofuranosyl-9h-purine
• 6-[(4-Nitrobenzyl)thio]-9-β-D-ribofuranosyl-9H-purine
• S-(4-Nitrobenzyl)-6-thioinosine,99%
• 6-[[(4-Nitrophenyl)methyl]thio]-9-(β-D-ribofuranosyl)-9H-purine
• NBMPR, NBTI, 6-[(4-Nitrobenzyl)thio]-9-β-D-ribofuranosylpurine
• nitrobenzylthioinosine
• S-(P-NITROBENZYL)-6-THIOINOSINE
• S-(4-NITROBENZYL)-6-THIOINOSINE (NBTI) P OTENT ADENOSINE UPTA
• NBTI
• 4-Nitrobenzyl-6-mercaptoinosine
• (2R,3S,4R,5R)-2-(Hydroxymethyl)-5-(6-((4-nitrobenzyl)thio)-9H-purin-9-yl)tetrahydrofuran-3,4-diol
• S-(P-NITROBENZYL)-6-THIOINOSINE 98+%
• NBMPR

(2R,3S,4R,5R)-2-(Hydroxymethyl)-5-(6-((4-nitrobenzyl)thio)-9H-purin-9-yl)tetrahydrofuran-3,4-diol

CAS: 38048-32-7

Formula: C₁₇H₁₇N₅O₆S

Purity: 98%

Color and Shape: Solid

Molecular weight: 419.4118

Ref: IN-DA003U66

Nitrobenzylthioinosine

CAS: 38048-32-7

Nitrobenzylthioinosine

Purity: ≥98%

Molecular weight: 419.41g/mol

Ref: 54-BUP11914

6-[(4-Nitrobenzyl)Thio]-9-β-D-Ribofuranosylpurine

CAS: 38048-32-7

6-[(4-Nitrobenzyl)Thio]-9-β-D-Ribofuranosylpurine

Purity: 98%

Molecular weight: 419.41g/mol

Ref: 54-OR1023078

S-(4-Nitrobenzyl)-6-thioinosine

CAS: 38048-32-7

Formula: C₁₇H₁₇N₅O₆S

Molecular weight: 419.41

Ref: 7W-GN6805

Nitrobenzylthioinosine

CAS: 38048-32-7

Nitrobenzylthioinosine (NBMPR) is an inhibitor of ENT1 transporter that binds to ENT1 transporter with high affinity.

Formula: C₁₇H₁₇N₅O₆S

Purity: 99.69% - 99.74%

Color and Shape: Off-White Solid

Molecular weight: 419.41

Ref: TM-T8551

6-[(4-Nitrobenzyl)thio]-9-β-D-ribofuranosylpurine

CAS: 38048-32-7

Purity: 98.0%

Molecular weight: 419.4100036621094

Ref: 10-F547423

S-(4-Nitrobenzyl)-6-thioinosine

CAS: 38048-32-7

S-(4-Nitrobenzyl)-6-thioinosine (SBT) is a nucleoside with biochemical properties that are similar to those of adenosine. SBT is an equilibrative nucleoside, which means that it can bind to both DNA and RNA. It has been shown to be effective in inhibiting the growth of cancer cells in vitro by binding to DNA. SBT binds to the purine nucleotide transporter and prevents the uptake of uridine, adenosine, and other nucleosides into the cell. This process leads to a decrease in intracellular concentrations of these nucleosides. SBT also binds to divalent metal ions such as copper or zinc, which may affect its activity on cancer cells.

Formula: C₁₇H₁₇N₅O₆S

Purity: Min. 98 Area-%

Color and Shape: White Off-White Powder

Molecular weight: 419.41 g/mol

Ref: 3D-NN09410

S-(4-Nitrobenzyl)-6-thioinosine

Controlled Product

CAS: 38048-32-7

Applications 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.
References (1) Zhu, Z., et al.: J. Med. Chem., 46, 831 (2003) (2) Baldwin, S., et al.: J. Biol. Chem., 280, 15880 (2005) (3) Barnes, K., et al.: Circ. Res., 99, 510 (2006)

Formula: C₁₇H₁₇N₅O₆S

Color and Shape: Neat

Molecular weight: 419.41

Ref: TR-N493695