56799-97-4Relevant academic research and scientific papers
Probing the structural requirements of non-electrophilic naphthalene-based Nrf2 activators
Jain, Atul D.,Potteti, Haranatha,Richardson, Benjamin G.,Kingsley, Laura,Luciano, Julia P.,Ryuzoji, Aya F.,Lee, Hyun,Krunic, Aleksej,Mesecar, Andrew D.,Reddy, Sekhar P.,Moore, Terry W.
, p. 252 - 268 (2015)
Activation of the transcription factor Nrf2 has been posited to be a promising therapeutic strategy in a number of inflammatory and oxidative stress diseases due to its regulation of detoxifying enzymes. In this work, we have developed a comprehensive structure-activity relationship around a known, naphthalene-based non-electrophilic activator of Nrf2, and we report highly potent non-electrophilic activators of Nrf2. Computational docking analysis of a subset of the compound series demonstrates the importance of water molecule displacement for affinity, and the X-ray structure of di-amide 12e supports the computational analysis. One of the best compounds, acid 16b, has an IC50 of 61 nM in a fluorescence anisotropy assay and a Kd of 120 nM in a surface plasmon resonance assay. Additionally, we demonstrate that the ethyl ester of 16b is an efficacious inducer of Nrf2 target genes, exhibiting ex vivo efficacy similar to the well-known electrophilic activator, sulforaphane.
4-methoxyl-N-(1-naphthyl) benzenesulfonamide STAT3 small molecular inhibitor, and preparation and applications thereof
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Paragraph 0037-0043, (2019/11/29)
The invention discloses a 4-methoxyl-N-(1-naphthyl) benzenesulfonamide STAT3 small molecular inhibitor, and preparation and applications thereof. The 4-methoxyl-N-(1-naphthyl) benzenesulfonamide STAT3small molecular inhibitor possesses certain anti-tumor
Palladium-Catalyzed Intermolecular Coupling of Aryl Chlorides and Sulfonamides under Microwave Irradiation
Burton, George,Cao, Ping,Li, Gang,Rivero, Ralph
, p. 4373 - 4376 (2007/10/03)
(Equation presented) An efficient intermolecular N-arylation of sulfonamides with aryl chlorides is realized using palladium catalysis. The reaction proceeds under microwave irradiation at 180-200°C for 10 min with 2-10 mol % of Pd catalyst in 32-85% isol
Iridium-catalyzed reaction of 1-naphthols, N-(1-naphthyl)benzenesulfonamides, and salicylaldehyde with internal alkynes
Nishinaka, Yuko,Satoh, Tetsuya,Miura, Masahiro,Morisaka, Hideaki,Nomura, Masakatsu,Matsui, Hisaji,Yamaguchi, Chiharu
, p. 1727 - 1735 (2007/10/03)
1-Naphthols efficiently couple with internal alkynes via cleavage of the C-H bond at the peri-position in the presence of a catalyst system of [IrCl(cod)]2/PBut′3 to selectively afford the corresponding 8-vinyl-1-naphthol derivatives. N-(1-Naphthyl)benzenesulfonamides can similarly react with the alkynes. The reaction of salicylaldehyde with the alkynes using the catalyst system gives 2-hydroxyphenyl vinyl ketones via cleavage of the aldehyde C-H bond.
