21186-46-9

Basic information

• Product Name: 9-benzyl-6-(benzylsulfanyl)-9H-purine
• CAS NO: 21186-46-9
• Molecular Formula: C₁₉H₁₆N₄S
• Molecular Weight: 332.4221
• Mol File: 21186-46-9.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 556°C at 760 mmHg
• Flash Point: 290.1°C
• Density: 1.26g/cm³
• Vapor Pressure: 2.12E-12mmHg at 25°C
• Refractive Index: 1.69
• CAS DataBase Reference: 9-benzyl-6-(benzylsulfanyl)-9H-purine(CAS DataBase Reference)
• NIST Chemistry Reference: 9-benzyl-6-(benzylsulfanyl)-9H-purine(21186-46-9)
• EPA Substance Registry System: 9-benzyl-6-(benzylsulfanyl)-9H-purine(21186-46-9)

Safety Data

• Hazardous Substances Data: 21186-46-9(Hazardous Substances Data)

Upstream product

• 100-39-0 benzyl bromide 
• 157930-09-1 6-Mercaptopurine 
• 1928-76-3 9-benzyl-6-chloro-9H-purine 
• 1356160-46-7 2-(9H-purin-6-yl)-isothiourea hydrochloride 
• 100-44-7 benzyl chloride 
• 100-53-8 phenylmethanethiol 
• 724-34-5 6-(benzylthio)-9H-purine 

Downstream Products

• 1344717-59-4 (E)-9-benzyl-6-(benzylthio)-8-(4-(diethoxymethyl)styryl)-9H-purine 
• 1344717-52-7 (E)-8-(2-([1,1'-biphenyl]-4-yl)vinyl)-9-benzyl-6-(benzylthio)-9H-purine 
• 1344717-49-2 (E)-9-benzyl-6-(benzylthio)-8-styryl-9H-purine 
• 1344717-60-7 9-benzyl-6-(benzylthio)-8-(1-phenylvinyl)-9H-purine 
• 1344717-53-8 (E)-9-benzyl-6-(benzylthio)-8-(3,4-dimethoxystyryl)-9H-purine 
• 1344717-51-6 (E)-9-benzyl-6-(benzylthio)-8-(4-methylstyryl)-9H-purine 
• 1344717-62-9 (E)-N,9-dibenzyl-8-styryl-9H-purin-6-amine 
• 1344717-63-0 (E)-9-benzyl-N-propyl-8-styryl-9H-purin-6-amine 
• 1344717-64-1 (E)-9-benzyl-N-(2-methoxyethyl)-8-styryl-9H-purin-6-amine 
• 1344717-65-2 (E)-9-benzyl-6-(pyrrolidin-1-yl)-8-styryl-9H-purine 
• 1344717-66-3 (E)-N,9-dibenzyl-N-methyl-8-styryl-9H-purin-6-amine 
• 1344717-67-4 (E)-9-benzyl-N-(4-methoxybenzyl)-8-styryl-9H-purin-6-amine 
• 1344717-61-8 (Z)-9-benzyl-6-(benzylthio)-8-(4-methylstyryl)-9H-purine 
• 1344717-55-0 (E)-9-benzyl-6-(benzylthio)-8-(4-(trifluoromethyl)styryl)-9H-purine 

Relevant articles and documents

Preparation, structural characterization, and acid-catalyzed isomerization of 3-, 7-, and 9-benzyl-6-benzylthiopurines

Benzylation of 6-benzylthiopurine was examined. Structural assignments of the products were determined by 1-D and 2-D nmr spectroscopy (HMQC, HMBC, and nOe). In the presence of base, the isomeric N3-, N7-, and N9-benzylated products 4, 3, and 2 were isolated; however, only 9-benzyl-6-benzylthiopurine (2) was obtained in the absence of base. In the latter case, the initially formed N3- and N7-isomers were, in the presence of acid, converted to 9-benzyl-6-benzylthiopurine (2) via a 6-benzylthiopurine intermediate as evidenced by analysis of the reaction over time using reversed-phase hplc.

Microwave-promoted "one-Pot" synthesis of 4- nitrobenzylthioinosine analogues using thiourea as a sulfur precursor

An efficient one-pot method for the synthesis of various C6-alkylthio-substituted purine nucleosides has been developed under microwave irradiation with good to excellent yields without any metal catalyst (see scheme). This process expands the scope of existing synthetic methodologies and was further successfully applied for synthesis of the biologically important compound 4-nitrobenzylthioinosine (NBTI).