851053-64-0Relevant academic research and scientific papers
Design, synthesis and anticancer activity of sulfenylated imidazo-fused heterocycles
Chitrakar, Ravi,Rawat, Deepa,Sistla, Ramakrishna,Subbarayappa, Adimurthy,Vadithe, Lakshma Nayak
supporting information, (2021/08/13)
We report herein, the design, synthesis and study of anticancer properties of sulfenylated 2-phenylimidazo[1,2-a]pyridines and their analogues. A set of twenty sulfenylated imidazo[1, 2-a]pyridine derivatives were synthesized. Whereby elusive amendments to the imidazo[1,2-a]pyridine motif confer dramatic changes in functional affinity of a novel action to modulate anticancer activity in seven different human cancer cell lines i.e.: MDA MB 231 (breast), HepG2 (liver), Hela (cervical), A549 (lung), U87MG (glioblastoma), SKMEL-28 (skin melanoma) and DU-145 (prostate) by employing MTT assay. Among the series, compounds 4e (naphthalene), 4f (styrene) and 4h (thiomethyl) showed potent activity towards human liver cancer cells HepG2. Cell cycle analysis results revealed that these compounds arrested the cell cycle at G2/M phase and induced apoptosis in human liver cancer cells HepG2. It was further confirmed by Hoechst staining, Measurement of mitochondrial membrane potential (ΔΨm) and Annexin V-FITC assay.
Imidazo[1,2- a]pyridine derivatives as aldehyde dehydrogenase inhibitors: Novel chemotypes to target glioblastoma stem cells
Quattrini, Luca,Gelardi, Edoardo Luigi Maria,Coviello, Vito,Sartini, Stefania,Ferraris, Davide Maria,Mori, Mattia,Nakano, Ichiro,Garavaglia, Silvia,La Motta, Concettina
, p. 4603 - 4616 (2020/06/08)
Glioblastoma multiforme (GBM) is the deadliest form of brain tumor. It is known for its ability to escape the therapeutic options available to date thanks to the presence of a subset of cells endowed with stem-like properties and ability to resist to cyto
Electrochemically initiated intermolecular C-N formation/cyclization of ketones with 2-aminopyridines: An efficient method for the synthesis of imidazo[1,2-: A] pyridines
Feng, Mei-Lin,Li, Shu-Qi,He, Hui-Zi,Xi, Long-Yi,Chen, Shan-Yong,Yu, Xiao-Qi
supporting information, p. 1619 - 1624 (2019/04/08)
Electrochemical intermolecular C-N formation/cyclization of ketones with 2-aminopyridines using catalytic hydriodic acid as the redox mediator was developed, providing imidazo[1,2-a]pyridines under more environmentally benign conditions. The reaction proceeds in a simple undivided cell, using low toxic ethanol as the solvent, without external oxidants, and exhibits high atom economy. A variety of ketones including acetophenones, unsatruated and alkyl ketones are amenable to this reaction, affording the corresponding products in moderate to excellent yields. A three-component tandem reaction realizing C-N, C-S/C-Se bond formation can also be achieved under standard conditions.
Method for synthesizing novel imidazole pyranone compounds containing chalcogens
-
Paragraph 0212; 0214, (2018/04/02)
The invention discloses a method for synthesizing novel imidazole pyranone compounds containing chalcogens. The method comprises the steps as follows: firstly, 4-hydroxycoumarin compounds and triflicanhydride react, and 4-triflate-based coumarins are gene
Copper(I) iodide-catalysed aerobic oxidative synthesis of imidazo [1,2-α]pyridines from 2-aminopyridines and methyl ketones
Mohan, Darapaneni Chandra,Donthiri, Ramachandra Reddy,Rao, Sadu Nageswara,Adimurthy, Subbarayappa
supporting information, p. 2217 - 2221 (2013/10/01)
We report here an operationally simple copper-catalysed synthesis of imidazo [1,2-α]pyridines through C-H activation with oxidative linkage of two C-N bonds under very mild conditions using molecular oxygen as a sole oxidant. The process allows the quick assembly of imidazo [1,2-α]pyridines including the antiulcer drug zolimidine from inexpensive and readily available 2-aminopyridines and methyl ketones with broad range of functional group tolerance.
Synthesis of polysubstituted imidazo[1,2-a]pyridines via microwave-assisted one-pot cyclization/Suzuki coupling/palladium-catalyzed heteroarylation
Koubachi, Jamal,El Kazzouli, Said,Berteina-Raboin, Sabine,Mouaddib, Abderrahim,Guillaume, Gerald
, p. 7650 - 7655 (2008/02/12)
(Chemical Equation Presented) A new and efficient method for the synthesis of 2,3,6-trisubstituted imidazo[1,2-a]pyridine derivatives using a microwave-assisted one-pot, two-step Suzuki/heteroarylation or one-pot, three-step cyclization/Suzuki/heteroarylation was developed. Polysubstituted compounds are obtained in good yield from 2-amino-5-halogenopyridines, 2-halogenocarbonyl derivatives, boronic acids, and heteroaryl bromides.
