56753-71-0

Upstream product

• 637-50-3 1-phenylpropene 
• 117892-78-1 1-phenylpropene-2-sulfonyl chloride 
• 1336-21-6 ammonium hydroxide 
• 766-90-5 cis-1-phenyl-1-propylene 
• 97273-03-5 2-Cyclohexyl-3-phenyl-1,2-thiazetidin-1,1-dioxid 
• 2211-66-7 N-phenyl(methylidene)cyclohexanamine 

Downstream Products

• 56752-79-5 C₁₃H₁₈N₂O₃S 
• 56752-80-8 C₂₇H₄₆N₂O₃S 
• 56752-89-7 C₂₀H₂₆N₂O₃S 
• 56752-85-3 C₁₇H₁₈N₂O₃S 
• 56752-96-6 C₂₂H₂₀N₂O₃S 
• 56752-77-3 C₁₄H₂₀N₂O₃S 
• 56752-90-0 C₁₄H₁₈N₂O₅S 
• 405262-86-4 (E)-N-[6-chloro-5-(2-methoxyphenoxy)-2-(pyrimidin-2-yl)pyrimidin-4-yl]-1-methyl-2-phenylethenesulfonamide 
• 56753-59-4 C₁₂H₁₄N₂O₅S 
• 61298-86-0 C₁₄H₂₀N₂O₃S 

Relevant academic research and scientific papers

Synthesis and structure-activity relationships in a series of ethenesulfonamide derivatives, a novel class of endothelin receptor antagonists

In the previous paper, we described a series of the 2-arylethenesulfonamide derivatives, a novel class of ETA-selective endothelin (ET) receptor antagonists, including the compounds 1a, b. Compound 1a showed excellent oral antagonistic activities and pharmacokinetic profiles, and the monopotassium salt of 1 (YM-598 monopotassium) is in clinical trials. In this paper, we wish to report the investigation of the further details of structure-activity relationships (SARs) of the 2-phenylethenesulfonamide region in 1a. It was found that methyl substitutions at the 2-, 4- and 6-positions of the phenyl group in 1a led to the discovery of the ETA/ETB mixed antagonist (6s) with an IC50 of 2.2 nM for the ETA receptor. We also found that introduction of an ethyl group to the 1-position of the ethenyl group in 1a gave the ETA selective antagonist (6u) with an oral endothelin antagonistic activity in rats.

Stereospecific C-N bond cleavage of 4-silylated 1,2-thiazetidine 1,1- dioxides with EtAlCl2 or AlCl3: Formation of (E)-vinylsulfonamides

Monosilylation of 1,2-thiazetidine 1,1-dioxides (β-sultams) 3 gave (3R*, 4S*)-4-monosilyl-β-sultams 4 stereoselectively. Disilylated β- sultams 5 were obtained by the use of trimethylsilyl chloride. Treatment of 4-monosilyl-β-sultams 4 with EtAlCl2 caused stereospecific C-N bond cleavage owing to β-cation stabilization of the silicon group to provide (E)-vinylsulfonamides (E)-7. (E)-α-Silylstyrylsulfonamides (E)-7j - l were generated in the reaction of 4,4-disilyl-β-sultams 5 with EtAlCl2. Reaction of 4-silyl-β-sultams with AlCl3 afforded N-dealkylated (E)- vinylsulfonamides in good yields. Reaction of (E)-α-silylstyrylsulfonamide (E)-10 with benzaldehyde in the presence of tetrabutylammonium fluoride and BF3·Et2O provided the allylic alcohol (E)-12.

Hypolipidemic alkenesulfonamides

Method for lowering blood liped levels in mammals, using certain derivatives of N-carbamoyl-2-phenylethenesulfonamide, many of which are novel.