56146-84-0Relevant academic research and scientific papers
Discovery of novel type II c-Met inhibitors based on BMS-777607
Zhang, Wei,Ai, Jing,Shi, Dakuo,Peng, Xia,Ji, Yinchun,Liu, Jian,Geng, Meiyu,Li, Yingxia
, p. 254 - 266 (2014/05/20)
Twenty-two new analogs based on the structure of BMS-777607 were designed, synthesized, and evaluated to determine their biological activities. Compounds bearing a cyclic sulfonamide or α-chloropiperidone scaffold exhibited good activity, which may provid
Design, synthesis, and biological evaluation of (E)-N-Aryl-2- arylethenesulfonamide analogues as potent and orally bioavailable microtubule-targeted anticancer agents
Reddy, M. V. Ramana,Mallireddigari, Muralidhar R.,Pallela, Venkat R.,Cosenza, Stephen C.,Billa, Vinay K.,Akula, Balaiah,Subbaiah, D. R. C. Venkata,Bharathi, E. Vijaya,Padgaonkar, Amol,Lv, Hua,Gallo, James M.,Reddy, E. Premkumar
, p. 5562 - 5586 (2013/07/26)
A series of novel (E)-N-aryl-2-arylethenesulfonamides (6) were synthesized and evaluated for their anticancer activity. Some of the compounds in this series showed potent cytotoxicity against a wide spectrum of cancer cell-lines (IC50 values ranging from 5 to 10 nM) including all drug resistant cell-lines. Nude mice xenograft assays with compound (E)-N-(3-amino-4- methoxyphenyl)-2-(2′,4′,6′-trimethoxyphenyl)ethenesulfonamide (6t) showed dramatic reduction in tumor size, indicating their in vivo potential as anticancer agents. A preliminary drug development study with compound 6t is predicted to have increased blood-brain barrier permeability relative to many clinically used antimitotic agents. Mechanistic studies indicate that 6t and some other analogues disrupted microtubule formation, formation of mitotic spindles, and arrest of cells in mitotic phase. Compound 6t inhibited purified tubulin polymerization in vitro and in vivo and circumvented drug resistance mediated by P-glycoprotein. Compound 6t specifically competed with colchicine binding to tubulin and with similar avidity as podophylltoxin, indicating its binding site on tubulin.
Synthesis and cytotoxicity of novel 10-substituted dihydroartemisinin derivatives containing N-arylphenyl-ethenesulfonamide groups
Liu, Yajing,Liu, Zijian,Shi, Jiyue,Chen, Huimin,Mi, Bin,Li, Peng,Gong, Ping
, p. 2864 - 2877 (2013/05/09)
The manuscript describes the synthesis of 10-substituted dihydroartemisinin derivatives containing N-aryl phenylethenesulfonamide groups and their in vitro anti-tumor activities against the HT-29, MDA-MB-231, U87MG, H460, A549 and HL-60 cancer cell lines and the normal WI-38 cell line. Most tested compounds showed enhanced cytotoxic activities and good selectivity toward the MDA-MB-231, HT-29 and HL-60 cell lines, with IC50 values in the single-digit μM range as compared with dihydroartemisinin (DHA), and all of them displayed less toxicity towards WI-38 cells. Among them, compounds 3c and 6c with trifluoromethoxy groups on the N-phenyl ring were found to be most active compounds against the six tested cancer cell lines.
Synthese, complexation et mecanisme d'hydrolyse de sulfamoylacetates d'alkyle, inhibiteurs de l'alcool coniferylique deshydrogenase
Baltas, Michel,Cazaux, Louis,Blic, Arnold de,Gorrichon, Liliane,Tisnes, Pierre,Touati, Abdelkader
, p. 79 - 87 (2007/10/02)
Alkyl sulfamoylacetates and their derivatives, inhibitors of coniferylalcohol deshydrogenase (CADH), were prepared with 40-80percent yield either by oxidation of the corresponding alkyl sulfinamoylacetates or by reaction of functionnalised sulfonyl chlorides with amines.The kinetics of hydrolysis of methyl N-phenyl sulfamoylacetate 7 leads us to propose a BAC2 mechanism of slow hydroxide ion attack at the carbonyl carbon atom.It is different from that proposed for the basic hydrolysis of the alkylsulfinamoylacetates.Sulfamoylesters do not complex ZnBr2 in CHCl3 medium at the contrary of the sulfinamoylesters.The sites and the complexation constants have been found by 1H NMR, using shift reagent .The reaction of ZnBr2/THF with the tert-butyl esters of the titled compounds leads to the formation of the Zn2+ salt of the acid.These results have been correlated with the differences of biologic activity of these compounds during the inactivation of CADH.
Synthesis and Biological Activity of Some New 2--N-arylsulphonamides and 1-sulphonyl Heterocycles
Shridhar, D. R.,Sastry, C. V. Reddy,Lal, K. B.,Marwah, A. K.,Reddi, G. S.,et al.
, p. 234 - 237 (2007/10/02)
Several new 2--N-arylsulphonamides (10-12) and 1-2-(5-nitro-2-furyl- and 5-nitro-2-thienyl)vinyl sulphonyl heterocycles (13-16) have been synthesized and evaluated for various biological activities.Three com
