5317-95-3

Usage

Uses

Used in Pharmaceutical Industry:
N-[4-(2-Bromoacetyl)phenyl]-4-methylbenzenesulfonamide is used as a chemical intermediate for the synthesis of heterocyclyl-substituted piperazines. These piperazines are important in the development of medications for the prevention or treatment of diseases mediated by the binding of adhesion molecules to GPIIb/IIIa. This application is particularly relevant in the context of conditions such as thrombosis, where the inhibition of platelet aggregation is crucial for effective treatment.

Upstream product

• 5317-94-2 4-(p-toluenesulfonylamino)acetophenone 
• 98-59-9 p-toluenesulfonyl chloride 
• 99-92-3 p-aminobenzophenone 

Downstream Products

• 871832-28-9 C₁₇H₁₇NO₄S₂ 
• 166950-34-1 N-[4-[2-[4-(4-pyridyl)piperazin-1-yl]acetyl]phenyl]-4-methylphenylsulphonamide 

Relevant academic research and scientific papers

Discovery and structure-activity relationship of novel 4-hydroxy-thiazolidine-2-thione derivatives as tumor cell specific pyruvate kinase M2 activators

Pyruvate kinase M2 isoform (PKM2) is a crucial protein responsible for aerobic glycolysis of cancer cells. Activation of PKM2 may alter aberrant metabolism in cancer cells. In this study, we discovered a 4-hydroxy-thiazolidine-2-thione compound 2 as a novel PKM2 activator from a random screening of an in-house compound library. Then a series of novel 4-hydroxy-thiazolidine-2-thione derivatives were designed and synthesized for screening as potent PKM2 activators. Among these, some compounds showed higher PKM2 activation activity than lead compound 2 and also exhibited significant anti-proliferative activities on human cancer cell lines at nanomolar concentration. The compound 5w was identified as the most potent antitumor agent, which showed excellent anti-proliferative effects with IC50 values from 0.46 μM to 0.81 μM against H1299, HCT116, Hela and PC3 cell lines. 5w also showed less cytotoxicity in non-tumor cell line HELF compared with cancer cells. In addition, Preliminary pharmacological studies revealed that 5w arrests the cell cycle at the G2/M phase in HCT116 cell line. The best PKM2 activation by compound 5t was rationalized through docking studies.

α-Mercaptoketone based histone deacetylase inhibitors

In an effort to discover novel non-hydroxamic acid histone deacetylase (HDAC) inhibitors, a novel α-mercaptoketone was identified in a high-throughput screen. Lead optimization of the screening hit, led to a number of potent HDAC inhibitors. In particular, α-mercaptoketone 19y (KD5150) exhibited nanomolar in vitro activity and inhibition of tumor growth in vivo.