101820-69-3Relevant articles and documents
Synthesis of Luminescent Fused Imidazole Bicyclic Acetic Esters by a Multicomponent Palladium Iodide-Catalyzed Oxidative Alkoxycarbonylation Approach
Veltri, Lucia,Prestia, Tommaso,Russo, Patrizio,Clementi, Catia,Vitale, Paola,Ortica, Fausto,Gabriele, Bartolo
, p. 990 - 998 (2021)
A new multicomponent catalytic approach to important fused imidazole bicyclic acetic esters, whose core is present in many biologically active principles, is presented. It is based on the sequential cyclization-alkoxycarbonylation-isomerization of readily available N-heterocyclic propargylamine derivatives, carried out under oxidative conditions using a simple catalytic system consisting of PdI2 (1 mol%) in conjunction with KI (1 equiv.), in the presence of AcONa as additive (1 equiv.) at 100 °C under 20 bar of a 4 : 1 mixture CO-air. Under the optimized conditions, several N-(prop-2-yn-1-yl)pyridin-2-amines were smoothly converted into alkyl 2-(imidazo[1,2-a]pyridin-3-yl)acetates in fair yields (51–77 %). The method was also applied to the conversion of N-(prop-2-yn-1-yl)pyrimidin-2-amine into 2-(imidazo[1,2-a]pyrimidin-3-yl)acetate and of N-(prop-2-yn-1-yl)pyrazin-2-amine into 2-(imidazo[1,2-a]pyrazin-3-yl)acetate. Some of the newly synthesized bicyclic derivatives have shown promising luminescence properties.
The development of potent and selective bisarylmaleimide GSK3 inhibitors
Engler, Thomas A.,Malhotra, Sushant,Burkholder, Timothy P.,Henry, James R.,Mendel, David,Porter, Warren J.,Furness, Kelly,Diefenbacher, Clive,Marquart, Angela,Reel, Jon K.,Li, Yihong,Clayton, Joshua,Cunningham, Brian,McLean, Johnathan,O'Toole, John C.,Brozinick, Joseph,Hawkins, Eric,Misener, Elizabeth,Briere, Daniel,Brier, Richard A.,Wagner, Jill R.,Campbell, Robert M.,Anderson, Bryan D.,Vaughn, Renee,Bennett, Donald B.,Meier, Timothy I.,Cook, James A.
, p. 899 - 903 (2005)
Many 3-aryl-4-(1,2,3,4-tetrahydro[1,4]diazepino[6,7,1-hi]indol-7-yl) maleimides exhibit potent GSK3 inhibitory activity (50), although few show significant selectivity (>100 ×) versus CDK2, CDK4, or PKCβII. However, combining 3-(imidazo[1,2-a]pyridin-3-yl), 3-(pyrazolo[1,5-a]pyridin-3-yl) or aza-analogs with a 4-(2-acyl-(1,2,3,4- tetrahydro[1,4]diazepino[6,7,1-hi]indol -7-yl)) group on the maleimide resulted in very potent inhibitors of GSK3 (≤5 nM) with >160 to >10,000-fold selectivity versus CDK2/4 and PKCβII. These compounds also inhibited tau phosphorylation in cells and were effective in lowering plasma glucose in a rat model of type 2 diabetes (ZDF rat).
Structure-based discovery of potent and selective small-molecule inhibitors targeting signal transducer and activator of transcription 3 (STAT3)
Huang, Qiuyao,Zhong, Yan,Li, Bingbing,Ouyang, Shumin,Deng, Lin,Mo, Jianshan,Shi, Shuo,Lv, Nan,Wu, Ruibo,Liu, Peiqing,Hu, Wenhao,Zhang, Xiaolei,Wang, Yuanxiang
, (2021)
STAT3 has been validated as an attractive anticancer target due to its important roles in cancer initiation and progression. However, discovery of potent and selective STAT3 small-molecule inhibitors with druglike properties is still challenging. In this study, two series of substituted 2-phenylquinolines and 2-arylimidazo[1,2-a]pyridines were designed through structure-based drug discovery approach by condensing the privileged structures of STX-119 and SH4-54. Our study has resulted in the discovery of a number of highly potent and selective STAT3 inhibitors, exemplified by compound 39 with the privileged structure of 2-phenylimidazo[1,2-a]pyridine, which selectively inhibits phosphorylation of STAT3 and suppresses subsequent signaling pathway. Moreover, 39 inhibits cell growth, migration and invasion of human triple negative breast cancer (TNBC) cells lines. Consistently, it achieves significant and dose-dependent tumor growth inhibition in both cell line-derived and patient-derived xenograft tumor models in mice. These results clearly indicate that 39 is a highly potent and selective STAT3 inhibitor.
METHODS FOR HAIR FOLLICLE STEM CELL PROLIFERATION
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Paragraph 0349; 0359-0360, (2020/05/06)
The present invention relates to compositions of minoxidil and Sonic Hedgehog (Shh) pathway activators and optionally, Wnt agonists and methods of using them to induce self-renewal of hair follicle stem cells, including inducing the hair follicle stem cells to proliferate while maintaining, in the daughter cells, the capacity to differentiate into hair follicle epithelial cells.
