N2255

S-(4-Nitrobenzyl)-6-thioinosine

≥98%, solid

• Synonyma: 6-[(4-Nitrobenzyl)thio]-9-β-D-ribofuranosylpurine, NBMPR, NBTI
• Empirický vzorec (Hillův zápis): C₁₇H₁₇N₅O₆S
• Číslo CAS: 38048-32-7
• Molekulová hmotnost: 419.41
• EC Number: 253-753-4
• MDL number: MFCD00005745
• UNSPSC Code: 12352202
• PubChem Substance ID: 24277723
• NACRES: NA.77

Vlastnosti

• Quality Level: 100
• assay: ≥98%
• form: solid
• color: white
• mp: 187-190 °C (lit.)
• solubility: 0.1 M HCl: slightly soluble; 0.1 M NaOH: slightly soluble; DMSO: soluble; H₂O: insoluble
• Storage temp.: 2-8°C
• SMILES string: OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)n2cnc3c(SCc4ccc(cc4)[N+]([O-])=O)ncnc23
• 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
• Gene Information: human ... ADORA1(134) , ADORA2A(135) , ADORA2B(136) , ADORA3(140) , SLC29A1(2030)

Popis

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.

Biochem/physiol Actions

Inhibitor of equilibrative nucleoside transporters (ENTs), particularly adenosine transporters, in central nervous system and vascular smooth muscle.

Potent adenosine uptake inhibitor

Bezpečnostní informace

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves, type N95 (US)