6287-54-3

Basic information

• Product Name: 1,3,7-trimethyl-8-(methylsulfanyl)-3,7-dihydro-1H-purine-2,6-dione
• Synonyms: 8-Methylthiocaffeine
• CAS NO: 6287-54-3
• Molecular Formula: C₉H₁₂N₄O₂S
• Molecular Weight: 240.2822
• Mol File: 6287-54-3.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 442.4°C at 760 mmHg
• Flash Point: 221.3°C
• Density: 1.47g/cm³
• Vapor Pressure: 5.05E-08mmHg at 25°C
• Refractive Index: 1.693
• CAS DataBase Reference: 1,3,7-trimethyl-8-(methylsulfanyl)-3,7-dihydro-1H-purine-2,6-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3,7-trimethyl-8-(methylsulfanyl)-3,7-dihydro-1H-purine-2,6-dione(6287-54-3)
• EPA Substance Registry System: 1,3,7-trimethyl-8-(methylsulfanyl)-3,7-dihydro-1H-purine-2,6-dione(6287-54-3)

Safety Data

• Hazardous Substances Data: 6287-54-3(Hazardous Substances Data)

Usage

Derivative of

Purine base

Also known as

8-thioguanosine

Found in

Nature (as a component of certain nucleosides and nucleotides)

Synthesized for

Medical research and pharmaceutical applications

Potential properties

Biological and pharmacological

Interest for

Further study in drug development and therapeutic applications

Upstream product

• 186581-53-3 diazomethane 
• 2476-54-2 8-thioxo-8,9-dihydro-1H-purine-2,6(3H,7H)-dione 
• 6703-92-0 3,7-dimethylxanthine-8-thione 
• 77-78-1 dimethyl sulfate 
• 74-88-4 methyl iodide 
• 1784-70-9 8-Thiotheophylline 
• 1790-74-5 1,3,7-trimethyl-8-thio-uric acid 
• 74-93-1 methylthiol 
• 4921-49-7 8-chlorocaffeine 
• 10381-82-5 8-bromocaffeine 
• 5188-07-8 sodium thiomethoxide 
• 1790-74-5 8-mercapto-1,3,7-trimethyl-1H-purine-2,6(3H,7H)-dione 
• 85-18-7 8-chlorotheophylline 
• 58-08-2 3,7-dihydro-1,3,7-trimethyl-1H-purine-2,6-dione 

Relevant articles and documents

Direct Sulfenylation of the Purine C8-H Bond with Thiophenols

The one-step copper-mediated regioselective formation of the C8-S bond for purine derivatives with arylthiols was achieved using air as the green oxidant in the presence of 1.0 equiv of Na2CO3 and stoichiometric CuCl and 1,10-phenanthroline monohydrate. This method provides an economical, easy-to-handle, and effective method for the synthesis of 8-sulfenylpurine derivatives in moderate to excellent yields. The reaction is selective for C8 over C2 and C6. It also tolerates a free amine on the purine, and it has a wide substrate scope.

Discovery of a new class of highly potent necroptosis inhibitors targeting the mixed lineage kinase domain-like protein

We report the development of novel Mixed Lineage Kinase Domain-Like protein (MLKL) inhibitors with single nanomolar potency (compound 15 is also named as TC13172). Using the converting biochemistry to chemistry activity-based protein profiling (BTC-ABPP) method, we were able to determine that the inhibitors covalently bind to Cysteine86 (Cys-86) of MLKL. This is the first example of the use of LC-MS/MS to identify the binding site of an MLKL inhibitor. The novel MLKL inhibitors provide powerful tools to study the biological function of MLKL and demonstrate that MLKL should be viewed as a druggable target.

8-R-thio- and 8-R-sulfonylcaffeine derivatives.

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