20744-60-9

Usage

Chemical structure

Four benzene rings connected to a central four-carbon chain with a cyano group attached

Type of compound

Tetrabenzoate ester derivative of 1-cyanobutane-1,2,3,4-tetrayl

Applications

Likely to have applications in organic synthesis, chemical research, and potentially pharmaceuticals

Building block potential

Due to the presence of the cyano group, it may have some potential as a building block for other compounds in the field of organic chemistry

Documentation

Specific uses and properties are not well-documented

Upstream product

• 1195372-44-1 Tetra-O-benzoyl-aldehydo-D-arabinose 
• 103476-14-8 2,3,4,5-tetra-O-benzoyl-D-arabinose diethyl dithioacetal 

Relevant academic research and scientific papers

2-Substituted thiazole-4-carboxamide derivatives as tiazofurin mimics: Synthesis and in vitro antitumour activity

Tiazofurin analogues bearing a 5-hydroxymethyl-2-methyl-tetrahydrofuro[2,3- d][1,3]dioxol-6-ol moiety as a sugar mimic (2 and 3), and two novel thiazole-based acyclo-C-nucleosides 4 and 16 have been synthesized in multistep sequences starting from d-xylose (compounds 2 and 3) or from d-arabinose (compounds 4 and 16). All synthesized analogues showed potent in vitro antitumour activities against a panel of human tumour cell lines. Flow cytometry data suggest that cytotoxic effects of analogues 2-4 and 16 in the culture of K562 cells might be mediated by apoptosis. It was also found that these analogues induced changes in cell cycle distribution of K562 cells. Results of western blot analysis (upregulation of Bax and downregulation of Bcl-2, activation of caspase-3 and the presence of a PARP cleavage product) suggest that tiazofurin mimics (2-4 and 16) in K562 cells induced apoptosis in a caspase-dependent way.