106776-32-3Relevant academic research and scientific papers
Synthesis of 3-(o-stilbenyl)sydnone and 3-(o-stilbenyl)-4- substitutedsydnone derivatives and their antitumor evaluation
Butkovic, Kristina,Marinic, Zeljko,Sindler-Kulyka, Marija
, p. 1 - 15 (2011/09/16)
A series of novel stilbene-sydnone derivatives were synthesized by the following sequence of reactions: Starting from methyl anthranilate via glycine- and nitrosoglycine derivatives the corresponding 3-(o-carbomethoxyphenyl)-4-H/ Me/Ph-sydnones were prepared and transformed to 3-(o-formylphenyl)-4-H/Me/Ph- sydnones, starting materials for Wittig reaction with various phosphonium salts to stilbenylsydnone derivatives. Final products were evaluated for their cytotoxic properties on five cancer cell lines, whereby the cis-4-methyl-3-[2- [2-(4-methylphenyl)ethenyl]phenyl]sydnone 5 and cis-4-phenyl-3-[2-[2-(4- chlorophenyl)ethenyl]-phenyl]sydnone 10 showed the most pronounced activity. ARKAT-USA, Inc.
Activated carbonyl species for the preparation of ortho-acylarylsydnones
Turnbull, Kenneth,Beladakere, Ravindra N.,McCall, Neal D.
, p. 383 - 388 (2007/10/03)
ortho-Acylarylsydnones can be prepared in moderate to good yield by the action of nucleophiles upon suitable activated carbonyl species.
Synthesis and Reactions of Sydnone Oximes
Lowe, James D.,Turnbull, Kenneth
, p. 125 - 128 (2007/10/02)
Oximino sydnones 1a,b have been prepared and subjected to reaction with a variety of electrophilic reagents.The aldoxime reacted with all of the latter (except acetic anhydride) to give 3-(2-cyanophenyl)sydnone 1h.With acetic anhydride, both sydnone oximes formed the corresponding O-acetates 1i,m.Similarly, O-sulfonates 1l,k,j, respectively, were obtained by reaction of the ketoxime with benzene-, methane- and para-toluenesulfonyl chloride.Thermolysis (on silica) of the O-sulfonates and the O-acetates has been examined.
