24851-28-3

Basic information

• Product Name: 8-(benzylsulfanyl)-1,3,7-trimethyl-3,7-dihydro-1H-purine-2,6-dione
• CAS NO: 24851-28-3
• Molecular Formula: C₁₅H₁₆N₄O₂S
• Molecular Weight: 316.3781
• Mol File: 24851-28-3.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 532.5°C at 760 mmHg
• Flash Point: 275.8°C
• Density: 1.36g/cm³
• Vapor Pressure: 2.03E-11mmHg at 25°C
• Refractive Index: 1.681
• CAS DataBase Reference: 8-(benzylsulfanyl)-1,3,7-trimethyl-3,7-dihydro-1H-purine-2,6-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 8-(benzylsulfanyl)-1,3,7-trimethyl-3,7-dihydro-1H-purine-2,6-dione(24851-28-3)
• EPA Substance Registry System: 8-(benzylsulfanyl)-1,3,7-trimethyl-3,7-dihydro-1H-purine-2,6-dione(24851-28-3)

Safety Data

• Hazardous Substances Data: 24851-28-3(Hazardous Substances Data)

Upstream product

• 10381-82-5 8-bromocaffeine 
• 103-63-9 1-phenyl-2-bromoethane 
• 1790-74-5 8-mercapto-1,3,7-trimethyl-1H-purine-2,6(3H,7H)-dione 
• 100-39-0 benzyl bromide 
• 85-18-7 8-chlorotheophylline 
• 620-05-3 iodomethylbenzene 
• 4921-49-7 8-chlorocaffeine 
• 100-53-8 phenylmethanethiol 
• 150-60-7 dibenzyl disulphide 
• 58-08-2 3,7-dihydro-1,3,7-trimethyl-1H-purine-2,6-dione 

Downstream Products

• 1422157-49-0 C₁₅H₁₆N₄O₃S 

Relevant articles and documents

8-Alkylmercaptocaffeine derivatives: antioxidant, molecular docking, and in-vitro cytotoxicity studies

Due to their unique pharmacological characteristics, methylxanthines are known as therapeutic agents in a fascinating range of medicinal scopes. In this report, we aimed to examine some biological effects of previously synthesized 8-alkylmercaptocaffeine derivatives. Cytotoxic and antioxidative activity of 8-alkylmercaptocaffeine derivatives were measured in malignant A549, MCF7, and C152 cell lines. Assessment of cGMP levels and caspase-3 activity were carried out using a colorimetric competitive ELISA kit. Computational approaches were employed to discover the inhibitory mechanism of synthesized compounds. Among the twelve synthesized derivatives, three compounds (C1, C5, and C7) bearing propyl, heptyl, and 3-methyl-butyl moieties showed higher and more desirable cytotoxic activity against all the studied cell lines (IC50 0.05) and exhibited no marked ameliorating effects on oxidative damage (P > 0.05). Computational studies showed that H-bond formation between the nitrogen atom in pyrazolo[4,3-D] pyrimidine moiety with Gln817 and creating a hydrophobic cavity result in the stability of the alkyl group in the PDE5A active site. We found that synthesized 8-alkylmercaptocaffeine derivatives induced cell death in different cancer cells through the cGMP pathway. These findings will help us to get a deeper insight into the role of methylxanthines as useful alternatives to conventional cancer therapeutics.

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.

Copper-catalyzed direct thiolation of xanthines and related heterocycles with disulfides

A novel copper-catalyzed, base-free direct thiolation of xanthines and related heterocycles is described, featuring the use of inexpensive Cu(OAc) 2·H2O as the catalyst, O2 as a clean and cheap oxidant, and easy-to-handle