126360-59-6Relevant articles and documents
Identification of ortho-hydroxy anilide as a novel scaffold for lysine demethylase 5 inhibitors
Jaikhan, Pattaporn,Buranrat, Benjaporn,Itoh, Yukihiro,Chotitumnavee, Jiranan,Kurohara, Takashi,Suzuki, Takayoshi
, p. 1173 - 1176 (2019)
Fe(II)/α-ketoglutarate-dependent lysine demethylases (KDMs) are attractive drug targets for several diseases including cancer. In this study, we designed and screened ortho-substituted anilides that are expected to function as Fe(II) chelators, and identified ortho-hydroxy anilide as a novel scaffold for KDM5A inhibitors. Treatment of human lung cancer A549 cells with a prodrug form of 4-carboxy-2-hydroxy-formanilide (9c) increased trimethylated lysine 4 on histone H3 level, suggesting KDM5 inhibition in the cells.
A new and improved process for N -(4-chloro-3-cyano-7-ethoxyquinolin-6-yl) acetamide
Mao, Yongjun,Liu, Zheng,Yang, Xiaojun,Xia, Xiangfei,Zhang, Rongxia,Li, Jianfeng,Jiang, Xiangrui,Xie, Kai,Zheng, Jin,Zhang, Hui,Suo, Jin,Shen, Jingshan
, p. 1970 - 1973 (2013/02/25)
A new and improved synthetic route to N-(4-chloro-3-cyano-7-ethoxyquinolin- 6-yl)acetamide (1) is described on a kilogram scale. The key step is the basic cyclization of o-[(2-cyanovinyl)amino]benzoate (14) in tBuONa/ tBuOH system to give the 3-cyano-4-hydroxyquinoline (7). The final product 1 is obtained with 49% overall yield (seven steps) and 98.9% purity (HPLC), which makes it a cost-effective and commercially friendly process for scale-up operations.
Synthesis of n-(3-cyano-7-ethoxy-1,4-dihydro-4-oxoquinolin-6-yl)acetamide
Zhang, Qiang,Mao, Yongjun,Liu, Zheng,Xie, Kai,Zhu, Yi,Wei, Yabing,Jiang, Xiangrui,Shen, Jingshan
experimental part, p. 2851 - 2856 (2012/02/02)
New route for the preparation of N-(3-cyano-7-ethoxy-1,4-dihydro-4- oxoquinolin-6-yl)acetamide (1), a key intermediate for the synthesis of selective EGFR kinase inhibitors, was described.