16936-90-6

Upstream product

• 63503-60-6 3-chlorophenylboronic acid 
• 98-95-3 nitrobenzene 
• 20677-52-5 3-chlorobenzenesulphonic acid 
• 62-53-3 aniline 
• 2888-06-4 3-chlorophenylsulfonyl chloride 
• 71-43-2 benzene 

Downstream Products

• 1087012-62-1 4-chloro-1,1-dioxo-2-phenyl-2,3-dihydro-1H-benzo[d]isothiazol-3-ol 

Relevant academic research and scientific papers

Copper-catalyzed synthesis of sulfonamides from nitroarenes: Via the insertion of sulfur dioxide

Nitroarenes are used as the coupling partners in the preparation of sulfonamides via the insertion of sulfur dioxide. A three-component reaction of arylboronic acids, nitroarenes, and potassium metabisulfite under copper catalysis proceeds smoothly, giving rise to a range of sulfonamides in good to excellent yields with broad substrate scope. Various functional groups including hydroxyl, cyano, amino, and carbonyl are all tolerated. A plausible mechanism is proposed, showing that arylsulfinate is the intermediate and the copper-assisted interaction of the nitroarene and arylsulfinate is the key step. This approach is also extended to the late-stage modification of a currently marketed drug (flutamide).

Method for preparing belinostat

The invention discloses a method for preparing belinostat. The method comprises the following steps: carrying out an amidation reaction by taking m-chlorobenzene sulfonic acid and phenylamine as raw materials so as to obtain 3-chloro-N-benzenesulfonanilide; carrying out a Heck reaction by taking 3-chloro-N-benzenesulfonanilide and ethyl acrylate as raw material so as to obtain 3-ethyl acrylate-N-benzenesulfonanilide; carrying out a hydroxylation reaction by taking 3-ethyl acrylate-N-benzenesulfonanilide and hydroxylamine hydrochloride as raw materials, thereby obtaining the belinostat. The method for preparing belinostat provided by the invention is cheap and readily available in raw materials, convenient and simple in operation, novel in route, green and environmental-friendly, the yieldis high, and the prepared belinostat is high in purity.

Development of N-(4-Phenoxyphenyl)benzenesulfonamide Derivatives as Novel Nonsteroidal Progesterone Receptor Antagonists

We report here development of N-(4-phenoxyphenyl)benzenesulfonamide derivatives as a novel class of nonsteroidal progesterone receptor (PR) antagonists. PR plays key roles in various physiological systems, including the female reproductive system, and PR antagonists are candidates for clinical treatment of multiple diseases, including uterine leiomyoma, endometriosis, breast cancer, and some psychiatric disorders. We found that the benzenesulfonanilide skeleton functions as a novel scaffold for PR antagonists, and we adopted 3-chlorobenzenesulfonyl derivative 20a as a lead compound for structural development. Among the synthesized compounds, 3-trifluoromethyl derivative 32 exhibited the most potent PR-antagonistic activity, with high binding affinity for PR and selectivity over androgen receptor (AR). It is structurally distinct from other nonsteroidal PR antagonists, including cyanopyrrole derivatives, and further modification is expected to afford novel selective PR modulators.

BICYCLOSULFONYL ACID (BCSA) COMPOUNDS AND THEIR USE AS THERAPEUTIC AGENTS

This invention pertains generally to the field of therapeutic compounds, and more particularly, to certain bicyclosulfonyl acid (BCSA) compounds which act as inhibitors of Tumour Necrosis Factor-α Converting Enzyme (TACE). The compounds are useful in the