51375-21-4

Basic information

• Product Name: 6-[(4-chlorobenzyl)sulfanyl]-9-(beta-D-ribofuranosyl)-9H-purine
• Synonyms: 9H-purine, 6-[[(4-chlorophenyl)methyl]thio]-9-beta-D-ribofuranosyl-
• CAS NO: 51375-21-4
• Molecular Formula: C₁₇H₁₇ClN₄O₄S
• Molecular Weight: 408.8593
• Mol File: 51375-21-4.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 708.5°C at 760 mmHg
• Flash Point: 382.3°C
• Density: 1.7g/cm³
• Vapor Pressure: 4.53E-21mmHg at 25°C
• Refractive Index: 1.778
• CAS DataBase Reference: 6-[(4-chlorobenzyl)sulfanyl]-9-(beta-D-ribofuranosyl)-9H-purine(CAS DataBase Reference)
• NIST Chemistry Reference: 6-[(4-chlorobenzyl)sulfanyl]-9-(beta-D-ribofuranosyl)-9H-purine(51375-21-4)
• EPA Substance Registry System: 6-[(4-chlorobenzyl)sulfanyl]-9-(beta-D-ribofuranosyl)-9H-purine(51375-21-4)

Safety Data

• Hazardous Substances Data: 51375-21-4(Hazardous Substances Data)

Upstream product

• 3510-73-4 (2R,3R,4R,5R)-2-((benzoyloxy)methyl)-5-(6-chloro-9H-purin-9-yl)tetrahydrofuran-3,4-diyl dibenzoate 
• 14215-97-5 1-O-acetyl-2,3,5-tri-O-benzoyl-D-ribofuranose 
• 87-42-3 6-chloropurine 
• 574-25-4 6-mercaptopurine riboside 
• 2004-06-0 6-Chloropurine riboside 
• 6258-66-8 (4-chlorophenyl)methanethiol 

Relevant articles and documents

Novel halogenated nitrobenzylthioinosine analogs as es nucleoside transporter inhibitors

Nucleoside transporter inhibitors have potential therapeutic applications as anticancer, antiviral, cardioprotective, and neuroprotective agents. We have synthesized and flow cytometrically evaluated the binding affinity of a series of novel halogenated nitrobenzylthioinosine analogs at the human es nucleoside transporter. Structure-activity relationships indicate the importance of hydrophobicity and electron withdrawing capacity of substituents at the para-position of the 6-position benzyl substituent. All of the compounds showed high binding affinity as shown by their ability to displace the fluorescent es transporter ligand, SAENTA-X8-fluorescein. Compound 16 (6-S-(para-iodobenzyl)-6- thioinosine) was the most tightly bound within the series with a Ki of 3.88nM (NBMPR exhibited a Ki of 0.70nM). This compound has higher affinity than the widely used nonnucleoside, nucleoside transport inhibitor, dipyridamole (Ki=8.79nM), and may serve as a new lead compound.