The Experts below are selected from a list of 2814 Experts worldwide ranked by ideXlab platform
Youngger Suh - One of the best experts on this subject based on the ideXlab platform.
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design synthesis and biological evaluation of novel Imidazopyridines as potential antidiabetic gsk3β inhibitors
Bioorganic & Medicinal Chemistry Letters, 2012Co-Authors: Seung Chul Lee, Hyuntae Kim, Choulhong Park, Do Young Lee, Hojin Chang, Soobong Park, Joong Myung Cho, Youngger SuhAbstract:Design, synthesis and biological evaluation of the imidazopyridine analogs as novel GSK3β inhibitors for treatment of type 2 diabetes mellitus are described. Most of the analogs exhibited excellent inhibitory activities (IC50 < 44 nM) against glycogen synthase kinase 3β (GSK3β). The structure–activity relationship (SAR) of the imidazopyridine analogs and the binding mode of analog 23 in the catalytic domain of GSK3β, based on our X-ray crystallography study, are described. In particular, analog 28, which was selected as a potential drug candidate for treatment of type 2 diabetes mellitus, exhibited excellent GSK3β inhibition, pharmacokinetic profiles and blood glucose lowering effect in mouse.
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Design, synthesis and biological evaluation of novel Imidazopyridines as potential antidiabetic GSK3β inhibitors.
Bioorganic & Medicinal Chemistry Letters, 2012Co-Authors: Seung Chul Lee, Hyuntae Kim, Choulhong Park, Hojin Chang, Soobong Park, Joong Myung Cho, Young Lee, Youngger SuhAbstract:Design, synthesis and biological evaluation of the imidazopyridine analogs as novel GSK3β inhibitors for treatment of type 2 diabetes mellitus are described. Most of the analogs exhibited excellent inhibitory activities (IC50
Alakananda Hajra - One of the best experts on this subject based on the ideXlab platform.
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diacetoxy iodobenzene mediated oxidative c h amination of Imidazopyridines at ambient temperature
Journal of Organic Chemistry, 2017Co-Authors: Susmita Mondal, Sadhanendu Samanta, Sourav Jana, Alakananda HajraAbstract:(Diacetoxy)iodobenzene (PIDA)-mediated direct oxidative C–H amination for the synthesis of 3-amino substituted Imidazopyridines has been achieved under metal-free conditions at room temperature in short reaction times. This methodology is also applicable for the regioselective amination of indolizines. Experimental results suggest that the reaction likely proceeds through a radical pathway.
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(Diacetoxy)iodobenzene-Mediated Oxidative C–H Amination of Imidazopyridines at Ambient Temperature
The Journal of Organic Chemistry, 2017Co-Authors: Susmita Mondal, Sadhanendu Samanta, Sourav Jana, Alakananda HajraAbstract:(Diacetoxy)iodobenzene (PIDA)-mediated direct oxidative C–H amination for the synthesis of 3-amino substituted Imidazopyridines has been achieved under metal-free conditions at room temperature in short reaction times. This methodology is also applicable for the regioselective amination of indolizines. Experimental results suggest that the reaction likely proceeds through a radical pathway.
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(Diacetoxy)iodobenzene-Mediated Oxidative C–H Amination of Imidazopyridines at Ambient Temperature
2017Co-Authors: Susmita Mondal, Sadhanendu Samanta, Sourav Jana, Alakananda HajraAbstract:(Diacetoxy)iodobenzene (PIDA)-mediated direct oxidative C–H amination for the synthesis of 3-amino substituted Imidazopyridines has been achieved under metal-free conditions at room temperature in short reaction times. This methodology is also applicable for the regioselective amination of indolizines. Experimental results suggest that the reaction likely proceeds through a radical pathway
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Aminomethylation of Imidazopyridines using N,N-dimethylformamide as an aminomethylating reagent under Cu(II)-catalysis
Tetrahedron Letters, 1Co-Authors: Payel Ghosh, Sadhanendu Samanta, Sumit Ghosh, Sourav Jana, Alakananda HajraAbstract:Abstract N,N-Dimethylformamide has been explored as an aminomethylating reagent in the functionalization of imidazopyridine under Cu(II)-catalysis. A library of aminomethylated Imidazopyridines with broad functionalities was synthesized in good yields.
Huanfeng Jiang - One of the best experts on this subject based on the ideXlab platform.
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copper catalyzed intermolecular oxidative cyclization of halo alkynes synthesis of 2 halo substituted imidazo 1 2 a pyridines imidazo 1 2 a pyrazines and imidazo 1 2 a pyrimidines
Advanced Synthesis & Catalysis, 2013Co-Authors: Wanqing Wu, Huawen Huang, Huanfeng JiangAbstract:An efficient copper-catalyzed method for the synthesis of 2-haloImidazopyridines with aminopyridines and haloalkynes using molecular oxygen as oxidant in a one-pot manner has been developed. In this process, the reaction appears to be very general and suitable for the construction of a variety of 2-halo-substituted Imidazopyridines, imidazopyrazines and imidazopyrimidines. The intermolecular oxidative diamination of haloalkynes was achieved for the first time. Importantly, the mild reaction conditions and the efficient conversion of the alkyl-substituted haloalkynes are great improvements over the existing methods. Moreover, the resultant 2-haloimidazo[1,2-a]pyridines could be efficiently converted to other functionalized imidazopyridine products via substitution, coupling reactions and other transformations, which further indicates potential applications of this method in synthetic and pharmaceutical chemistry.
Qifang Li - One of the best experts on this subject based on the ideXlab platform.
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Mechanistic Characterization of Long Residence Time Inhibitors of Diacylglycerol Acyltransferase 2 (DGAT2).
Biochemistry, 2018Co-Authors: Brandon Pabst, Kentaro Futatsugi, Qifang LiAbstract:Diacylglycerol acyltransferase 2 (DGAT2) catalyzes the final step in triacylglycerol (TAG) synthesis. Genetic knockdown or pharmacological inhibition of DGAT2 leads to a decrease in very-low-density lipoprotein TAG secretion and hepatic lipid levels in rodents, indicating DGAT2 may represent an attractive therapeutic target for treatment of hyperlipidemia and hepatic steatosis. We have previously described potent and selective imidazopyridine DGAT2 inhibitors with high oral bioavailability. However, the detailed mechanism of DGAT2 inhibition has not been reported. Herein, we describe Imidazopyridines represented by PF-06424439 (1) and 2 as long residence time inhibitors of DGAT2. We demonstrate that 1 and 2 are slowly reversible, time-dependent inhibitors, which inhibit DGAT2 in a noncompetitive mode with respect to the acyl-CoA substrate. Detailed kinetic analysis demonstrated that 1 and 2 inhibit DGAT2 in a two-step binding mechanism, in which the initial enzyme–inhibitor complex (EI) undergoes an isome...
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route selection and optimization in the synthesis of two imidazopyridine inhibitors of dgat 2
Organic Process Research & Development, 2018Co-Authors: Scott Bader, Qifang Li, Shawn Cabral, Matthew S. Dowling, Michael Herr, Gary E Aspnes, Jianwei Bian, Steven B Coffey, Dilinie P Fernando, Wenhua JiaoAbstract:The scalable syntheses of two imidazopyridine inhibitors of the enzyme diacylglycerol acyltransferase 2 (DGAT-2) are described. 6-Chloro-3-nitro-2-aminopyridine was the starting material for the convergent synthesis of the central imidazopyridine ring. Differentiation in reactivity of the C2- and C3-nitrogen substituents on the pyridine ring and the development of mild cyclodehydration conditions to form the imidazole ring were critical problems that were addressed to deliver a 3-kg batch of compound 1 (PF-06424439) and a 0.1-kg batch of compound 2 (PF-06450561).
Mao-ping Song - One of the best experts on this subject based on the ideXlab platform.
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Ruthenium-Catalyzed C(sp2)-H Bond Bisallylation with Imidazopyridines as Directing Groups.
The Journal of Organic Chemistry, 2020Co-Authors: Shuang Liu, Hui Jiang, Wannian Liu, Xinju Zhu, Xin-qi Hao, Mao-ping SongAbstract:A Ru(II)-catalyzed bisallylation of Imidazopyridines with vinylcyclopropanes or vinyl cyclic carbonate has been successfully realized. Notably, pharmacophore imidazopyridine was utilized as an intrinsic directing group, which gave access to value-added bisallylated products in high yields via double tandem C-H and C-C/C-O activation. The current methodology was featured with broad substrate scope, good functional group compatibility, and operational simplicity.
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Temperature-Controlled Chalcogenation and Chalcogenocyanation of Imidazopyridines in Water under Transition Metal-Free Conditions.
The Journal of Organic Chemistry, 2020Co-Authors: Yu-shen Zhu, Wannian Liu, Xinju Zhu, Xin-qi Hao, Yuting Xue, Mao-ping SongAbstract:A sustainable and transition metal-free approach for C3 chalcogenation and chalcogenocyanation of Imidazopyridines with KXCN (X = S or Se) has been developed under mild conditions. Importantly, thi...
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Copper-Catalyzed Double Thiolation To Access Sulfur-Bridged Imidazopyridines with Isothiocyanate.
The Journal of Organic Chemistry, 2019Co-Authors: Lu-lu Tian, Xinju Zhu, Xin-qi Hao, Zhe-hua Zhang, Huang Enling, Yan Huating, Mao-ping SongAbstract:A copper(I)-catalyzed sulfur-bridged dimerization of Imidazopyridines has been developed using isothiocyanate as the sulfur source. This method enables a switchable synthesis of bis(imidazo[1,2-a]pyridin-3-yl)sulfanes or bis(2-(imidazo[1,2-a]pyridin-2-yl)phenyl)sulfanes in the presence of 4-dimethylaminopyridine (DMAP) or K2CO3 when different Imidazopyridines were employed. Under optimized conditions, a variety of sulfur-bridged Imidazopyridines were obtained in good yields. Moreover, thiourea was proved to be the key intermediate under catalytic system A.
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Copper-Catalyzed Double Thiolation To Access Sulfur-Bridged Imidazopyridines with Isothiocyanate
2019Co-Authors: Lu-lu Tian, Xinju Zhu, Xin-qi Hao, Zhe-hua Zhang, En-ling Huang, Hua-ting Yan, Mao-ping SongAbstract:A copper(I)-catalyzed sulfur-bridged dimerization of Imidazopyridines has been developed using isothiocyanate as the sulfur source. This method enables a switchable synthesis of bis(imidazo[1,2-a]pyridin-3-yl)sulfanes or bis(2-(imidazo[1,2-a]pyridin-2-yl)phenyl)sulfanes in the presence of 4-dimethylaminopyridine (DMAP) or K2CO3 when different Imidazopyridines were employed. Under optimized conditions, a variety of sulfur-bridged Imidazopyridines were obtained in good yields. Moreover, thiourea was proved to be the key intermediate under catalytic system A
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Copper-Mediated C-H Amination of Imidazopyridines with N-Fluorobenzenesulfonimide.
The Journal of Organic Chemistry, 2018Co-Authors: Lu-lu Tian, Xinju Zhu, Xin-qi Hao, Tian-wei Cui, Yu-shen Zhu, Mao-ping SongAbstract:A copper-mediated direct C3 amination of Imidazopyridines has been disclosed under additive-free conditions in short reaction times. This methodology utilizes commercially available N-fluorobenzene...
