325736-91-2Relevant articles and documents
Synthesis, biological evaluation and molecular modeling studies of imidazo[1,2-a]pyridines derivatives as protein kinase inhibitors
Lawson, Marie,Rodrigo, Jordi,Baratte, Blandine,Robert, Thomas,Delehouzé, Claire,Lozach, Olivier,Ruchaud, Sandrine,Bach, Stéphane,Brion, Jean-Daniel,Alami, Mouad,Hamze, Abdallah
, p. 105 - 114 (2016)
We report here the synthesis, the biological evaluation and the molecular modeling studies of new imidazo[1,2-a]pyridines derivatives designed as potent kinase inhibitors. This collection was obtained from 2-aminopyridines and 2-bromoacetophenone which af
Design, Synthesis, and Biological Evaluation of Novel Fluorescent Probes Targeting the 18-kDa Translocator Protein
Wongso, Hendris,Yamasaki, Tomoteru,Kumata, Katsushi,Ono, Maiko,Higuchi, Makoto,Zhang, Ming-Rong,Fulham, Michael J.,Katsifis, Andrew,Keller, Paul A.
, p. 1902 - 1916 (2021/03/31)
A series of fluorescent probes from the 6-chloro-2-phenylimidazo[1,2-a]pyridine-3-yl acetamides ligands featuring the 7-nitro-2-oxa-1,3-diazol-4-yl (NBD) moiety has been synthesized and biologically evaluated for their fluorescence properties and for thei
A simple and efficient route to 2-arylimidazo[1,2-a]pyridines and zolimidine using automated grindstone chemistry
Das, Dharmendra,Bhutia, Zigmee T.,Panjikar, Padmini C.,Chatterjee, Amrita,Banerjee, Mainak
supporting information, p. 4099 - 4107 (2020/09/09)
A green and efficient mechanochemical method for the synthesis of a series of 2-arylimidazo[1,2-a]pyridines was developed using an electrical grinder. I2 catalyzed mechanochemical grinding facilitates the cyclocondensation reaction between various aryl methyl ketones and 2-aminopyridines to afford 2-arylimidazo[1,2-a]pyridines in good yields at ambient temperature. The method was successfully used for the gram-scale synthesis of a marketed drug, zolimidine. The noticeable advantages of this environmentally sustainable protocol include mild conditions, simple instrumentation, inexpensive catalyst, atom economy, short reaction time etc.
Efficient and green microwave-assisted one-pot synthesis of azaindolizines in PEG-400 and water
Wagare, Devendra S.,Farooqui, Mazhar,Keche, Tushar D.,Durrani, Ayesha
, p. 1741 - 1746 (2016/10/30)
A facile, convenient, environmentally benign, and one-pot synthesis of imidazo[1,2-a]pyridines from 2-aminopyridines and in-situ generated phenacyl bromides under microwave irradiation in polyethylene glycol (PEG-400) and water (1:2) has been developed. The protocol provides a better alternative to the existing method as it involves utilization of in-situ-generated α-bromoacetophenones, avoids the use of lachrymatric α-haloketones as well as volatile toxic organic solvents, and reduces the reaction time to obtain excellent yield.
One-pot synthesis of 2-phenylimidazo[1,2-α]pyridines from acetophenone, [Bmim]Br3 and 2-aminopyridine under solvent-free conditions
Le, Zhang-Gao,Xie, Zong-Bo,Xu, Jian-Ping
, p. 13368 - 13375 (2013/02/22)
One-pot synthesis of 2-phenylimidazo[1,2-α]pyridines from acetophenone, [Bmim]Br3 and 2-aminopyridine under solvent-free conditions in the presence of Na2CO3, gave the corresponding 2-phenylimidazo[1,2-α]pyridines in excel
Iodobenzene-catalyzed synthesis of imidazo[1,2-a]pyridines from aryl ketones with mCPBA in ionic liquid
Chang, Ya-Li,Wang, Huey-Min,Hou, Rei-Sheu,Kang, Iou-Jiun,Chen, Ling-Ching
, p. 153 - 156 (2011/04/16)
Iodobenzene-catalyzed synthesis of imidazo[1,2-a]pyridines from aryl ketones with mCPBA as a cooxidant in ionic liquid is described. The method is simple, rapid and practical, generating Imidazo[1,2-a]pyridines from the aryl ketone without isolation of α-
Synthesis and biological evaluation of substituted [18F] imidazo[1,2-a]pyridines and [18F]pyrazolo[1,5-a]pyrimidines for the study of the peripheral benzodiazepine receptor using positron emission tomography
Fookes, Christopher J. R.,Pham, Tien Q.,Mattner, Filomena,Greguric, Ivan,Loc'h, Christian,Liu, Xiang,Berghofer, Paula,Shepherd, Rachael,Gregoire, Marie-Claude,Katsifis, Andrew
experimental part, p. 3700 - 3712 (2009/04/11)
The fluoroethoxy and fluoropropoxy substituted 2-(6-chloro-2-phenyl) imidazo[1,2-a]pyridin-3-yl)-N,N-diethylacetamides 8 (PBR102) and 12 (PBR111) and 2-phenyl-5,7-dimethylpyrazolo[1,5-a]pyrimidin-3-yl)-N,N-diethylacetamides 15 (PBR099) and 18 (PBR146) wer
Synthesis of bridgehead nitrogen heterocycles on a solid surface
Ponnala, Shashikanth,Kumar, S. T. V. S. Kiran,Bhat, Bashir A.,Sahu, Devi Prasad
, p. 901 - 906 (2007/10/03)
Bridgehead nitrogen heterocycles were synthesized from heteroaromatic amidines and cyclic or acyclic α-bromoketones under solvent-free conditions at room temperature on a solid surface in excellent yields, which are higher than those obtained with hithert
Hypervalent iodine(III) sulfonate mediated synthesis of imidazo[1,2-a]pyridines
Huang, Hsin-Yu,Hou, Rei-Sheu,Wang, Huey-Min,Chen, Ling-Ching
, p. 1377 - 1380 (2007/10/03)
A direct and efficient method for the conversion of alkyl aryl ketones to imidazo[1,2-a]pyridines has been developed based on initial formation of α-organosulfonyloxy ketones and their subsequent cyclocondensation by 2-aminopyridines in one-pot conditions
A structure-activity relationship study of the affinity of selected imidazo[1,2-a]pyridine derivatives, congeners of zolpidem, for the ω1-subtype of the benzodiazepine receptor
Lange,Karolak-Wojciechowska,Wejroch,Rump
, p. 43 - 52 (2007/10/03)
A series of 6-substituted 2-aryl-N,N-dimethylimidazol [1,2-a]pyridine-3-acetamides, congeners of zolpidem and alpidem, was synthesized and tested in vitro for binding with the benzodiazepine receptor in the competition with 3H-zolpidem as an ω1-selective radioligand. Molecular electrostatic potential (MEP) and the HOMO and LUMO energies were calculated for the compounds by semi-empirical quantum chemistry methods. The lipophilicity parameter of the compounds, expressed as the logarithm of the octanol-water partition coefficient (log P), was calculated; alternatively, standard values of the Hansch hydrophobic substituent constants π were used. In agreement with earlier investigations on the benzodiazepine receptor ligands with a high preference for the ω1-subtype, a quantitative correlation of the biological data with molecular parameters has revealed a significant dependence (r=0.954) of the binding affinity (IC50) on the deepest MEP minimum, in this case associated with the amide carbonyl oxygen atom. The lipophilicity parameters were found to be of lower significance.