5434-03-7Relevant academic research and scientific papers
Identification of N -phenyl-2-(N -phenylphenylsulfonamido)acetamides as new RORγ inverse agonists: Virtual screening, structure-based optimization, and biological evaluation
Song, Yu,Xue, Xiaoqian,Wu, Xishan,Wang, Rui,Xing, Yanli,Yan, Weiqun,Zhou, Yulai,Qian, Chao-Nan,Zhang, Yan,Xu, Yong
, p. 13 - 26 (2016/04/19)
Retinoic acid receptor-related orphan receptors (RORs) are ligand-dependent transcriptional factors and members of the nuclear receptor superfamily. RORs regulate inflammation, metabolic disorders and circadian rhythm. RORγ is a promising therapeutic drug
A CAUTIONARY COMMENT ON A RECENT COMMUNICATION ENTITLED "A MEASURE OF CHARGE TRANSFER (ρ) VERSUS A MEASURE OF BOND TIGHTNESS (ρij) IN THE TRANSITION STATE"
King, J. F.,Skonieczny, S.
, p. 5001 - 5004 (2007/10/02)
We present evidence that the reaction of anilines with ArCH2SO2Cl and ArCH2SO2F goes mainly via the sulfene (ArCH=SO2) and is not a simple nucleophilic displacement at sulfur, as was assumed in the above paper by I.Lee and H.K.Kang (Tetrahedron Lett. 28, 1183 (1987)), and hence that their conclusions about the interpretation of ρ and ρXY values are unfounded.
Nucleophilic Substitution Reaction of Phenylmethanesulfonyl Halides with Anilines
Lee, Ikchoon,Kang, Han Keun,Lee, Hai Whang
, p. 7472 - 7477 (2007/10/02)
Kinetic studies on the nucleophilic substitution reaction of Y-substituted phenylmethanesulfonyl halides with X-substituted anilines in methanol-acetonitrile have been carried out in order to elucidate the reaction mechanism.The phenylmethanesulfonyl fluorides (PSF) had markedly lower rates and smaller magnitudes of ρX and ρY values compared with those for the chlorides (PSC).On the contrary, however, the magnitude of the cross-interaction constant ρXY was greater for PSF than for PSC, so that the degree of bond making in the transition state is actually greater in the reaction of PSF as compared with that for PSC.We have thus demonstrated that extensive charge transfer from a nucleophile to a substrate does not necessarily mean a tight bond in the transition state.Moreover the nonzero ρXY values obtained for both PSC and PSF are taken as evidence in support of a common, associative SN2 mechanism for the two halides.
