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  • Synthesis and biological evaluation of 1-substituted-3(5)-(6-methylpyridin-2-yl)-4-(quinoxalin-6-yl)pyrazoles as transforming growth factor-β type 1 receptor kinase inhibitors.

Synthesis and biological evaluation of 1-substituted-3(5)-(6-methylpyridin-2-yl)-4-(quinoxalin-6-yl)pyrazoles as transforming growth factor-β type 1 receptor kinase inhibitors.

European journal of medicinal chemistry (2011-06-24)
Cheng Hua Jin, Domalapally Sreenu, Maddeboina Krishnaiah, Vura Bala Subrahmanyam, Kota Sudhakar Rao, Annaji Venkata Nagendra Mohan, Chul-Yong Park, Jee-Yeon Son, Do-Hyun Son, Hyun-Ju Park, Yhun Yhong Sheen, Dae-Kee Kim
ABSTRACT

A series of 1-substituted-3(5)-(6-methylpyridin-2-yl)-4-(quinoxalin-6-yl)pyrazoles 14a-d, 15a-d, 17a, 17b, 18a-d, 19a, and 19b has been synthesized and evaluated for their ALK5 inhibitory activity in an enzyme assay and in a cell-based luciferase reporter assay. The 2-[3-(6-methylpyridin-2-yl)-4-(quinoxalin-6-yl)-1H-pyrazol-1-yl]-N-phenylethanethioamide (18a) inhibited ALK5 phosphorylation with an IC(50) value of 0.013 μM and showed 80% inhibition at 0.1 μM in a luciferase reporter assay using HaCaT cells permanently transfected with p3TP-luc reporter construct.

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Sigma-Aldrich
3-Aminobenzonitrile, 99%