Bioorganic and Medicinal Chemistry Letters p. 1463 - 1470 (2019)
Update date:2022-08-16
Topics:
Tanis, Virginia M.
Venkatesan, Hariharan
Cummings, Maxwell D.
Albers, Michael
Kent Barbay
Herman, Krystal
Kummer, David A.
Milligan, Cynthia
Nelen, Marina I.
Nishimura, Rachel
Schlueter, Thomas
Scott, Brian
Spurlino, John
Wolin, Ronald
Woods, Craig
Xue, Xiaohua
Edwards, James P.
Fourie, Anne M.
Leonard, Kristi
We have previously reported the syntheses of a series of 3,6-disubstituted quinolines as modulators of the retinoic acid receptor-related orphan receptor gamma t (RORγt). These molecules are potent binders but are high molecular weight and they exhibited poor solubility at pH 2 and pH 7. This manuscript details our efforts at improving physical chemical properties for this series of compounds by increasing the diversity at the 3-position (i.e. introducing heteroatoms and lowering the molecular weight). These efforts have led to molecules which are potent binders with improved solubility.
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