US 7,321,001 B2 | ||
Asthma and allergic inflammation modulators | ||
Zice Fu, Burlingame, Calif. (US); Xi Alan Huang, San Mateo, Calif. (US); Jiwen Liu, Foster City, Calif. (US); Julio C. Medina, San Carlos, Calif. (US); Michael J. Schmitt, San Francisco, Calif. (US); H. Lucy Tang, San Francisco, Calif. (US); Yingcai Wang, Fremont, Calif. (US); and Qingge Xu, Burlingame, Calif. (US) | ||
Assigned to Amgen Inc., Thousand Oaks, Calif. (US) | ||
Filed on Dec. 19, 2003, as Appl. No. 10/742,281. | ||
Claims priority of provisional application 60/435366, filed on Dec. 20, 2002. | ||
Prior Publication US 2004/0220237 A1, Nov. 04, 2004 | ||
Int. Cl. A61K 31/18 (2006.01); C07C 311/30 (2006.01) |
U.S. Cl. 514—602 [514/562; 514/602; 514/604; 514/605; 562/430; 564/83; 564/92; 564/97; 564/99] | 25 Claims |
1. A compound having the formula (XVI):
![]() Y is —S(O)2—;
X is —O—;
R2 is a substituted or unsubstituted benzene ring;
R3 and R5 are independently selected from the group consisting of hydrogen, halogen, (C1-C8)alkyl, fluoro(C1-C4)alkyl, hetero(C2-C8)alkyl, aryl, heteroaryl, aryl(C1-C4)alkyl, —NR′R″, —OR′, —NO2, —CN, —C(O)R′, —CO2R′, —(O)NR′R″, —C1-C4)alkylene-C(O)NR′R″, —(O)mR′, —S(O)kNR′R″, —OC(O)OR′, —OC(O)R′, —C(O)NR′R″, N(R′″)C(O)NR′R″, —(R″)C(O)R′ and —N(R″)C(O)OR′;
R4 is selected from the group consisting of —C(O)NR12R13 and —NHC(O)-alkyl;
R6 is selected from the group consisting of hydrogen, halogen, (C1-C8)alkyl, fluoro(C1-C4)alkyl, hetero(C2-C8)alkyl, aryl, heteroaryl, aryl(C1-C4)alkyl, —NR′R″, —NO2, —CN, —C(O)R′, —CO2R′, —C(O)NR′R″, —(C1-C4)alkylene-C(O)NR′R″, —S(O)mR′, —S(O)kNR′R″, —OC(O)OR′, —OC(O)R′, —OC(O)NR′R″, —N(R′″)C(O)NR′R″, —N(R″)C(O)R′and —N(R″)C(O)OR′;
R10 is selected from the group consisting of hydrogen, (C1-C8)alkyl, fluoro(C1-C4)alkyl, hetero(C2-C8)alkyl, aryl, heteroaryl, aryl(C1-C4)alkyl, —C(O)R′, —CO2R′, —C(O)NR′R″, —S(O)mR′ and —S(O)kNR′R″;
L is a divalent linkage selected from the group consisting of a single bond, (C1-C6)alkylene and (C2-C4)heteroalkylene;
Z is —CO2R12;
R12 and R13 are independently selected from the group consisting of hydrogen, (C1-C8)alkyl, hetero(C2-C8)alkyl, aryl, aryl(C1-C4)alkyl and heteroaryl;
each R14 is independently selected from the group consisting of halogen, (C1-C8)alkyl, fluoro(C1-C4)alkyl, —OR′, —NR′R″, —NO2, —CN, —C(O)R′ and aryl;
each R′, R″ and R′″ is independently selected from the group consisting of hydrogen, (C1-C6)alkyl, cyclo(C3-C8)alkyl, aryl and aryl(C1-C4)alkyl;
each subscript k is independently 0, 1 or 2;
each subscript m is independently 0, 1, 2 or 3; and
the subscript n is 0, 1, 2, 3 or 4.
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