Synthesis and evaluation of CS-2100, a potent, orally active and S1P 3-sparing S1P 1 agonist

…, Y Urasaki-Kaneno, T Shimozato, H Doi-Komuro…

Index: Nakamura, Tsuyoshi; Asano, Masayoshi; Sekiguchi, Yukiko; Mizuno, Yumiko; Tamaki, Kazuhiko; Nara, Futoshi; Kawase, Yumi; Yabe, Yoshiyuki; Nakai, Daisuke; Kamiyama, Emi; Urasaki-Kaneno, Yoko; Shimozato, Takaichi; Doi-Komuro, Hiromi; Kagari, Takashi; Tomisato, Wataru; Inoue, Ryotaku; Nagasaki, Miyuki; Yuita, Hiroshi; Oguchi-Oshima, Keiko; Kaneko, Reina; Nishi, Takahide European Journal of Medicinal Chemistry, 2012 , vol. 51, p. 92 - 98

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Citation Number: 10

Abstract

Modulators of sphingosine phosphate receptor-1 (S1P1) have recently been focused as a suppressant of autoimmunity. We have discovered a 4-ethylthiophene-based S1P1 agonist 1-({4-Ethyl-5-[5-(4-phenoxyphenyl)-1, 2, 4-oxadiazol-3-yl]-2-thienyl} methyl) azetidine-3- carboxylic acid (CS-2100, 8) showing potent S1P1 agonist activity against S1P3 and an excellent in vivo potency. We report herein the synthesis of CS-2100 (8) and ...