708976-50-5Relevant academic research and scientific papers
NEW BICYCLIC DERIVATIVES, A PROCESS FOR THEIR PREPARATION AND PHARMACEUTICAL COMPOSITIONS CONTAINING THEM
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, (2017/05/12)
Compounds of formula (I); wherein R1, R2, R3, R4, R5, R6, R7, R8, R14, W, A and n are as defined in the description. Medicaments.
Chiral 6-aryl-furo[2,3-d]pyrimidin-4-amines as EGFR inhibitors
Han, Jin,Kaspersen, Svein Jacob,Nervik, Sondre,N?rsett, Kristin G.,Sundby, Eirik,Hoff, B?rd Helge
, p. 278 - 299 (2016/06/14)
Epidermal growth factor receptor inhibitors are of importance in cancer therapy and possibly in the management of pain. Herein, we report a structure-activity relationship study with 29 new 6-aryl-furo[2,3-d]pyrimidin-4-amines, involving modification of the 4-amino group and 6-aryl function. The EGFR activity was especially dependent on having a chiral 4-benzylamino group with correct stereochemistry. Molecular dynamics indicate this to be due to favourable cation-π interactions. The most active inhibitor identified, equipotent to Erlotinib, was substituted with (R)-1-phenylethylamine at C-4 and a N1, N1-dimethyl-1,2-diamine group in para position of the 6-aryl moiety. These new furopyrimidines had a different off-target kinase profile when compared to Erlotinib, and also possessed high activity towards Ba/F3 EGFRL858R reporter cells. Further, comparing the EGFR data of the furo[2,3-d]pyrimidin-4-amines with that of the corresponding thieno- and pyrrolopyrimidines concludes the furopyrimidine scaffold to be highly useful for development of new epidermal growth factor receptor antagonists.
4-Acylamino-6-arylfuro[2,3-d]pyrimidines: Potent and selective glycogen synthase kinase-3 inhibitors
Maeda, Yutaka,Nakano, Masato,Sato, Hideyuki,Miyazaki, Yasushi,Schweiker, Stephanie L.,Smith, Jeffery L.,Truesdale, Anne T.
, p. 3907 - 3911 (2007/10/03)
Modeling studies of a furo[2,3-d]pyrimidine GSK-3 hit compound 1 superimposed onto the X-ray crystal structure of a legacy pyrazolo[3,4-c] pyridazine GSK-3 inhibitor 2 led to the identification of 4-acylamino-6- arylfuro[2,3-d]pyrimidine template 3. Synth
