US 7,563,906 B2
Indazole derivatives
Masahiko Hagihara, Ube (Japan); Ken-ichi Komori, Ube (Japan); Hidetoshi Sunamoto, Ube (Japan); Hiroshi Nishida, Ube (Japan); Takeshi Matsugi, Ikoma (Japan); Tadashi Nakajima, Ikoma (Japan); Masakazu Hatano, Ikoma (Japan); Kazutaka Kido, Ikoma (Japan); and Hideaki Hara, Ikoma (Japan)
Assigned to Ube Industries, Ltd., Yamaguchi (Japan); and Santen Pharmaceutical Co., Ltd., Osaka (Japan)
Appl. No. 10/575,645
PCT Filed Oct. 15, 2004, PCT No. PCT/JP2004/015663
§ 371(c)(1), (2), (4) Date Jul. 17, 2006,
PCT Pub. No. WO2005/035506, PCT Pub. Date Apr. 21, 2005.
Claims priority of application No. 2003-354917 (JP), filed on Oct. 15, 2003; and application No. 2004-270561 (JP), filed on Aug. 20, 2004.
Prior Publication US 2007/0129404 A1, Jun. 07, 2007
Int. Cl. C07D 233/00 (2006.01)
U.S. Cl. 548—346.1 11 Claims
 
1. A compound represented by the following formula [I] or a pharmaceutically acceptable salt thereof:

OG Complex Work Unit Drawing
wherein the ring X is a benzene ring or a pyridine ring;
R1 and R2 are the same or different and are a hydrogen atom or an alkyl group; or
R1 and R2 are bonded together to form an unsubstituted cycloalkane ring;
R3 is a hydrogen atom, a substituted alkyl group, an unsubstituted alkenyl group, a carboxyl group or an ester or an amide thereof, an amino group or a cyano group, wherein the substituted alkyl group is an alkyl group substituted with one or more groups selected from the group consisting of a hydroxyl group and a hydroxyimino group;
R4 is a hydrogen atom, a hydroxyl group, a substituted or unsubstituted alkoxy group, an unsubstituted alkenyloxy group, an unsubstituted cycloalkyloxy group, a substituted or unsubstituted alkyl group, an unsubstituted alkenyl group, an unsubstituted cycloalkyl group, an amino group, a substituted or unsubstituted alkylamino group, a nitro group, a cyano group or a monocyclic heterocycle group, wherein the substituted alkoxy group is an alkoxy group substituted with one or more groups selected from the group consisting of a halogen atom and a cycloalkyl group, the substituted alkyl group is an alkyl group substituted with one or more hydroxyl groups and the substituted alkylamino group is an alkylamino group substituted with one or more aryl groups; and
R5 is a halogen atom or a hydrogen atom.