US 7,541,376 B2
1H-indazole compounds
Hitoshi Oinuma, Ibaraki (Japan); Norihito Ohi, Ibaraki (Japan); Nobuaki Sato, Ibaraki (Japan); Motohiro Soejima, Ibaraki (Japan); Hidenori Seshimo, Saitama (Japan); Taro Terauchi, Ibaraki (Japan); Takashi Doko, Ibaraki (Japan); and Naohiro Kohmura, Ibaraki (Japan)
Assigned to Eisai R&D Management Co., Ltd., Bunkyo-ku (Japan)
Filed on Aug. 12, 2005, as Appl. No. 11/202,234.
Application 11/202234 is a division of application No. 10/469399, granted, now 6,982,274, previously published as PCT/JP02/03735, filed on Apr. 15, 2002.
Claims priority of application No. 2001-116521 (JP), filed on Apr. 16, 2001.
Prior Publication US 2005/0282880 A1, Dec. 22, 2005
Int. Cl. A61K 31/40 (2006.01); C07D 231/56 (2006.01)
U.S. Cl. 514—405  [548/361.1; 548/362.5] 19 Claims
 
1. A compound represented by the following formula, a salt thereof

OG Complex Work Unit Drawing
wherein
R1 is a C6-C14 aromatic cyclic hydrocarbon group which may be substituted by one to three groups selected from the following Substituent Group “a”:
<Substituent Group “a”> a member selected from the group consisting of (1) (a) C1-C6 alkyl groups, (b) C1-C6 alkoxy groups, (c) C1-C7 acyl groups, (d) an amido group, (e) an amino group and (f) C3-C8 cycloalkyl groups, each of which may be substituted by one to three groups selected from the following Substituent Group “b”, (2) halogen atoms, (3) a hydroxyl group, (4) a nitro group, (5) a cyano group, and (6) a carboxyl group;
<Substituent Group “b”> a member selected from the group consisting of C1-C6 alkyl groups, halogen atoms, a hydroxyl group, a nitro group, a cyano group and a carboxyl group;
R2, R4 and R5 each independently represent a hydrogen atom, a halogen atom, a hydroxyl group, a cyano group, a nitro group, a carboxyl group, a C1-C6 alkyl group which may be substituted, a C1-C6 alkoxy group which may be substituted, a C2-C7 acyl group which may be substituted, —CO—NR2aR2b, —NR2bCO—R2a or —NR2aR2b, wherein R2a and R2b each independently represent a hydrogen atom or a C1-C6 alkyl group which may be substituted, provided that at least one of R2, R4 and R5 is not a hydrogen atom;
L is a single bond, a C1-C6 alkylene group which may be substituted, a C2-C6 alkenylene group which may be substituted or a C2-C6 alkynylene group which may be substituted;
X is —NH—CO—(CH2)t— wherein t is 0 or 1; and
Y is a hydrogen atom, a halogen atom, a nitro group, a hydroxyl group, a cyano group, a carboxyl group, a C1-C6 alkyl group which may be substituted, a C2-C6 alkenyl group which may be substituted, a C2-C6 alkynyl group which may be substituted, a C1-C6 alkoxy group which may be substituted, a C3-C8 cycloalkyl group which may be substituted, a C3-C8 cycloalkenyl group which may be substituted, a piperazinyl, pyrrolidinyl, or piperidinyl group which may be substituted, a C6-C14 aromatic cyclic hydrocarbon group which may be substituted, a thienyl or furanyl group which may be substituted, an amino group or —W—R15, wherein W is —CO— or —SO2—; and R15 is a C1-C6 alkyl group which may be substituted, a C6-C14 aromatic cyclic hydrocarbon group which may be substituted, a thienyl or furanyl group which may be substituted or an amino group.