Discovery of novel 2-(3-phenylpiperazin-1-yl)-pyrimidin-4-ones as glycogen synthase kinase-3β inhibitors was written by Usui, Yoshihiro;Uehara, Fumiaki;Hiki, Shinsuke;Watanabe, Kazutoshi;Tanaka, Hiroshi;Shouda, Aya;Yokoshima, Satoshi;Aritomo, Keiichi;Adachi, Takashi;Fukunaga, Kenji;Sunada, Shinji;Nabeno, Mika;Saito, Ken-ichi;Eguchi, Jun-ichi;Yamagami, Keiji;Asano, Shouichi;Tanaka, Shinji;Yuki, Satoshi;Yoshii, Narihiko;Fujimura, Masatake;Horikawa, Takashi. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2017.Electric Literature of C15H20N2O3 The following contents are mentioned in the article:
The results of further evolution of glycogen synthase kinase (GSK)-3β inhibitors from authors’ promising compounds containing a 2-phenylmorpholine moiety are described. Transformation of the morpholine moiety into a piperazine moiety resulted in potent GSK-3β inhibitors. SAR studies focused on the Ph moiety revealed that a 4-fluoro-2-methoxy group afforded potent inhibitory activity toward GSK-3β. Based on docking studies of (S)-isomer of I, new hydrogen bonding between the nitrogen atom of the piperazine moiety and the oxygen atom of the main chain of Gln185 has been indicated, which may contribute to increased activity compared with that of the corresponding phenylmorpholine analogs. Effect of the stereochem. of the phenylpiperazine moiety is also discussed. This study involved multiple reactions and reactants, such as tert-Butyl 3-oxo-2-phenylpiperazine-1-carboxylate (cas: 911705-40-3Electric Literature of C15H20N2O3).
tert-Butyl 3-oxo-2-phenylpiperazine-1-carboxylate (cas: 911705-40-3) belongs to piperazine derivatives. Industrial applications of piperazine include the manufacture of plastics, resins, pesticides and brake fluids. Piperazines are very broad chemical group, covering a wide range of drugs from antidepressants to antihistamines. The connecting property of all these chemicals is the presence of a piperazine functional group.Electric Literature of C15H20N2O3
Referemce:
Piperazine – Wikipedia,
Piperazines – an overview | ScienceDirect Topics