96129-64-5

Upstream product

• 728919-57-1 2-(2-chlorophenyl)ethanesulfonyl chloride 
• 16793-91-2 1-(2-bromoethyl)-2-chlorobenzene 
• 96129-63-4 2-chloro-β-phenethylsulfonyl azide 

Downstream Products

• 1316651-91-8 C₁₇H₁₅ClN₄O₂ 
• 1602732-96-6 C₂₃H₂₀ClN₅O 

Relevant academic research and scientific papers

Using the same hydroxamic acid derivative and HDAC8 inhibitor (by machine translation)

Disclosed are: a compound which is capable of inhibiting the function of HDAC8; and an HDAC8 inhibitor. Specifically disclosed is a hydroxamic acid derivative which is characterized by being composed of a compound represented by general formula (1) (wherein X represents an aromatic substituent or an optionally substituted 3-8 membered ring, and n represents an integer of 0-20), or a pharmaceutically acceptable salt, hydrate, solvate or prodrug thereof.

Rapid discovery of highly potent and selective inhibitors of histone deacetylase 8 using click chemistry to generate candidate libraries

To find HDAC8-selective inhibitors, we designed a library of HDAC inhibitor candidates, each containing a zinc-binding group that coordinates with the active-site zinc ion, linked via a triazole moiety to a capping structure that interacts with residues on the rim of the active site. These compounds were synthesized by using click chemistry. Screening identified HDAC8-selective inhibitors including C149 (IC50 = 0.070 μM), which was more potent than PCI-34058 (6) (IC50 = 0.31 μM), a known HDAC8 inhibitor. Molecular modeling suggested that the phenylthiomethyl group of C149 binds to a unique hydrophobic pocket of HDAC8, and the orientation of the phenylthiomethyl and hydroxamate moieties (fixed by the triazole moiety) is important for the potency and selectivity. The inhibitors caused selective acetylation of cohesin in cells and exerted growth-inhibitory effects on T-cell lymphoma and neuroblastoma cells (GI50 = 3-80 μM). These findings suggest that HDAC8-selective inhibitors have potential as anticancer agents.

Solution and Flash Vacuum Pyrolysis of Some 2,6-Disubstituted β-Phenethylsulfonyl Azides and of β-Styrenesulfonyl Azide

Solution thermolysis of 2,6-dichloro-β-phenethyl- and 2,6-dimethyl-β-phenethylsulfonyl azide leads to the formation of the corresponding 5,8-disubstituted 3,4-dihydro-2,1-benzothiazine 2,2-dioxides resulting from a 1,2-chlorine and -methyl shift, respectively, in the intermediates.No insertion into the phenethyl side chain, or into the side-chain methyl group in the 2,6-dimethyl case, was detected.Attempted cyclization of ethene-sulfonanilides to 2,1-benzothiazine 2,2-dioxide failed.The orientation of the dichlorosultam was established unambiguously by its FVP to 4,7-dichloroindoline and by the synthesis of an authentic sample.Solution thermolysis of β-styrenesulfonyl azide gave only hydrogen abstraction (32) and solvent insertion (33) products, but FVP gave indole, phenylacetonitrile, and phenylacetylene.