The Experts below are selected from a list of 408 Experts worldwide ranked by ideXlab platform
Shigeo Goto - One of the best experts on this subject based on the ideXlab platform.
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rate enhancement effect of third liquid phase on Dibenzyl Ether production in solid liquid liquid phase transfer catalytic system
Catalysis Today, 2003Co-Authors: Gong Jin, Tadaatsu Ido, Shigeo GotoAbstract:Abstract To investigate the effect of polyethylene glycol (PEG) as a phase transfer catalyst (PTC) for a solid–liquid reaction, Dibenzyl Ether synthesis from benzyl chloride and benzyl alcohol in organic phase by using solid KOH. A third phase containing the catalyst PEG was formed when dodecane was used as an organic phase. Benzyl alcohol reactants and KOH were dissolved into the third phase. PEG, KOH and benzyl alcohol were combined to produce the alcoxide type complex in the third phase. The complex was transferred into the organic phase. Then, the reaction between the complex and benzyl chloride took place in the organic phase. The reaction rate of this system without water was nearly eight times higher than that of the PTC system with water. Furthermore, the amount of KOH could be reduced by this solid (KOH)–liquid (catalyst)–liquid (organic solvent) system. The difference of the reaction rate was explained by the variation of the base strength of the third phase containing the catalyst. The base strength in the system without water was higher than that in the system with water, which results in the higher concentration of the complex.
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Formation of a Third Liquid Phase and Its Reuse for Dibenzyl Ether Synthesis in a Tetraalkylammonium Salt Phase Transfer Catalytic System
Catalysis Letters, 2003Co-Authors: Harald Morgner, Shigeo GotoAbstract:This paper describes the formation of a third liquid phase in a phase transfer catalytic system in the presence of benzyl alcohol and potassium hydroxide, where dodecane and tetraalkylammonium bromide serve as organic solvent and catalyst, respectively. In this kind of system, a symmetrical Ether (Dibenzyl Ether) was synthesized from benzyl chloride and benzyl alcohol at 323 K. In particular, the investigation demonstrates that the observed reaction rate constant depends on the length of the alkyl group of the catalyst. Tetrabutylammonium bromide exhibits the highest catalytic activity among the catalysts explored. With respect to the reuse of the third liquid phase, the results confirm that there is no decrease in phase transfer catalytic activity in three consecutive runs.
Wei Wang - One of the best experts on this subject based on the ideXlab platform.
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discovery of novel and highly potent resorcinol Dibenzyl Ether based pd 1 pd l1 inhibitors with improved drug like and pharmacokinetic properties for cancer treatment
Journal of Medicinal Chemistry, 2020Co-Authors: Binbin Cheng, Yichang Ren, Xiaoge Niu, Wei Wang, Shuanghu Wang, Shuwen Liu, Ting Liu, Hao Cao, Jingxuan Chen, Xuchao YangAbstract:A series of programmed cell death-1 (PD-1)/programmed cell death ligand 1 (PD-L1) inhibitors based on the resorcinol diphenyl Ether scaffold were discovered by incorporating hydrophilic moieties into the side chain and converting into the corresponding hydrochloride salt. Among these compounds, P18 showed the highest inhibitory activity against PD-1/PD-L1 with an IC50 value of 9.1 nM in a homogeneous time-resolved fluorescence binding assay. Besides, P18 promoted HepG2 cell death dose dependently in a HepG2/PD-L1 and Jurkat/PD-1 coculture cell model. Further, P18 demonstrated significantly higher water solubility (17.61 mg/mL) and improved pharmacokinetics (e.g., t1/2 of ∼20 h and oral bioavailability of 12%) than the previous analogues. Moreover, P18 was highly effective in suppressing tumor growth in an immune checkpoint humanized mouse model without apparent toxicity. Collectively, these results suggest that compound P18 represents a promising PD-1/PD-L1 inhibitor worthy of further investigation as a potential anticancer agent.
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discovery of novel resorcinol Dibenzyl Ethers targeting the programmed cell death 1 programmed cell death ligand 1 interaction as potential anticancer agents
Journal of Medicinal Chemistry, 2020Co-Authors: Binbin Cheng, Yichang Ren, Xiaoge Niu, Wei Wang, Shuanghu Wang, Shuwen Liu, Jin Wang, Deying Yang, Guochao Liao, Jianjun ChenAbstract:Novel small molecule compounds based on various scaffolds including chalcone, flavonoid, and resorcinol Dibenzyl Ether were designed and tested for their inhibitory activity against the Programmed ...
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synthesis and structural studies of lithium and sodium complexes with ooo tridentate bis phenolate ligands effective catalysts for the ring opening polymerization of l lactide
Inorganic Chemistry, 2010Co-Authors: Yong Huang, Wei Wang, Yueh Hsuan Tsai, Wen Chou Hung, Chieh Shen Lin, Juihsien Huang, Saikat Dutta, Chu Chieh LinAbstract:A series of lithium and sodium complexes with OOO-tridentate bis(phenolate) ligands have been synthesized and fully characterized. The reaction of 2,2′-dihydroxy-3,3′,5,5′-tetrakis[(1-methyl-1-phenyl)ethyl]Dibenzyl Ether (L1-H2) with different ratios of nBuLi in toluene or tetrahydrofuran (THF) gave [Li2(L1-H)2] (1), [Li4L12] (2), and [Li2L1(THF)3] (3), respectively. Similarly, [Na(L1-H)(THF)] (4), [Na2(L1-H)]2 (5), and [Na4L12] (6) were prepared by the reaction of L1-H2 and NaN[Si(CH3)3]2 or sodium metal. In addition, the reaction of 2,2′-dihydroxy-3,3′,5,5′-tetra-tert-butylDibenzyl Ether (L2-H2) with nBuLi in toluene or THF yields Li2(L2-H)2] (7) and [Li2(L2-H)2(THF)2] (8), respectively. Further treatment of 7 with 2 mol equiv of benzyl alcohol provides [Li2(L2-H)2(BnOH)2] (9). Complexes 1−4 and 6−9 have been structurally characterized by single-crystal X-ray analysis. The dinuclear nature of complexes 1 and 3 was confirmed from their molecular structure. Complexes 2 and 6 illustrate tetranuclear specie...
Chu Chieh Lin - One of the best experts on this subject based on the ideXlab platform.
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synthesis and structural studies of lithium and sodium complexes with ooo tridentate bis phenolate ligands effective catalysts for the ring opening polymerization of l lactide
Inorganic Chemistry, 2010Co-Authors: Yong Huang, Wei Wang, Yueh Hsuan Tsai, Wen Chou Hung, Chieh Shen Lin, Juihsien Huang, Saikat Dutta, Chu Chieh LinAbstract:A series of lithium and sodium complexes with OOO-tridentate bis(phenolate) ligands have been synthesized and fully characterized. The reaction of 2,2′-dihydroxy-3,3′,5,5′-tetrakis[(1-methyl-1-phenyl)ethyl]Dibenzyl Ether (L1-H2) with different ratios of nBuLi in toluene or tetrahydrofuran (THF) gave [Li2(L1-H)2] (1), [Li4L12] (2), and [Li2L1(THF)3] (3), respectively. Similarly, [Na(L1-H)(THF)] (4), [Na2(L1-H)]2 (5), and [Na4L12] (6) were prepared by the reaction of L1-H2 and NaN[Si(CH3)3]2 or sodium metal. In addition, the reaction of 2,2′-dihydroxy-3,3′,5,5′-tetra-tert-butylDibenzyl Ether (L2-H2) with nBuLi in toluene or THF yields Li2(L2-H)2] (7) and [Li2(L2-H)2(THF)2] (8), respectively. Further treatment of 7 with 2 mol equiv of benzyl alcohol provides [Li2(L2-H)2(BnOH)2] (9). Complexes 1−4 and 6−9 have been structurally characterized by single-crystal X-ray analysis. The dinuclear nature of complexes 1 and 3 was confirmed from their molecular structure. Complexes 2 and 6 illustrate tetranuclear specie...
Binbin Cheng - One of the best experts on this subject based on the ideXlab platform.
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discovery of novel and highly potent resorcinol Dibenzyl Ether based pd 1 pd l1 inhibitors with improved drug like and pharmacokinetic properties for cancer treatment
Journal of Medicinal Chemistry, 2020Co-Authors: Binbin Cheng, Yichang Ren, Xiaoge Niu, Wei Wang, Shuanghu Wang, Shuwen Liu, Ting Liu, Hao Cao, Jingxuan Chen, Xuchao YangAbstract:A series of programmed cell death-1 (PD-1)/programmed cell death ligand 1 (PD-L1) inhibitors based on the resorcinol diphenyl Ether scaffold were discovered by incorporating hydrophilic moieties into the side chain and converting into the corresponding hydrochloride salt. Among these compounds, P18 showed the highest inhibitory activity against PD-1/PD-L1 with an IC50 value of 9.1 nM in a homogeneous time-resolved fluorescence binding assay. Besides, P18 promoted HepG2 cell death dose dependently in a HepG2/PD-L1 and Jurkat/PD-1 coculture cell model. Further, P18 demonstrated significantly higher water solubility (17.61 mg/mL) and improved pharmacokinetics (e.g., t1/2 of ∼20 h and oral bioavailability of 12%) than the previous analogues. Moreover, P18 was highly effective in suppressing tumor growth in an immune checkpoint humanized mouse model without apparent toxicity. Collectively, these results suggest that compound P18 represents a promising PD-1/PD-L1 inhibitor worthy of further investigation as a potential anticancer agent.
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discovery of novel resorcinol Dibenzyl Ethers targeting the programmed cell death 1 programmed cell death ligand 1 interaction as potential anticancer agents
Journal of Medicinal Chemistry, 2020Co-Authors: Binbin Cheng, Yichang Ren, Xiaoge Niu, Wei Wang, Shuanghu Wang, Shuwen Liu, Jin Wang, Deying Yang, Guochao Liao, Jianjun ChenAbstract:Novel small molecule compounds based on various scaffolds including chalcone, flavonoid, and resorcinol Dibenzyl Ether were designed and tested for their inhibitory activity against the Programmed ...
Yong Huang - One of the best experts on this subject based on the ideXlab platform.
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synthesis and structural studies of lithium and sodium complexes with ooo tridentate bis phenolate ligands effective catalysts for the ring opening polymerization of l lactide
Inorganic Chemistry, 2010Co-Authors: Yong Huang, Wei Wang, Yueh Hsuan Tsai, Wen Chou Hung, Chieh Shen Lin, Juihsien Huang, Saikat Dutta, Chu Chieh LinAbstract:A series of lithium and sodium complexes with OOO-tridentate bis(phenolate) ligands have been synthesized and fully characterized. The reaction of 2,2′-dihydroxy-3,3′,5,5′-tetrakis[(1-methyl-1-phenyl)ethyl]Dibenzyl Ether (L1-H2) with different ratios of nBuLi in toluene or tetrahydrofuran (THF) gave [Li2(L1-H)2] (1), [Li4L12] (2), and [Li2L1(THF)3] (3), respectively. Similarly, [Na(L1-H)(THF)] (4), [Na2(L1-H)]2 (5), and [Na4L12] (6) were prepared by the reaction of L1-H2 and NaN[Si(CH3)3]2 or sodium metal. In addition, the reaction of 2,2′-dihydroxy-3,3′,5,5′-tetra-tert-butylDibenzyl Ether (L2-H2) with nBuLi in toluene or THF yields Li2(L2-H)2] (7) and [Li2(L2-H)2(THF)2] (8), respectively. Further treatment of 7 with 2 mol equiv of benzyl alcohol provides [Li2(L2-H)2(BnOH)2] (9). Complexes 1−4 and 6−9 have been structurally characterized by single-crystal X-ray analysis. The dinuclear nature of complexes 1 and 3 was confirmed from their molecular structure. Complexes 2 and 6 illustrate tetranuclear specie...