US 7,531,668 B2
2-arylcarboxamide-nitrogenous heterocycle compound
Takao Suzuki, Tsukuba (Japan); Minoru Moriya, Tsukuba (Japan); Shunji Sakuraba, Tsukuba (Japan); Sayaka Mizutani, Tsuchiura (Japan); Hisashi Iwaasa, Tsukuba (Japan); and Akio Kanatani, Ushiku (Japan)
Assigned to Banyu Pharmaceutical Co., Ltd., Tokyo (Japan)
Appl. No. 11/663,038
PCT Filed Sep. 30, 2005, PCT No. PCT/JP2005/018581
§ 371(c)(1), (2), (4) Date Mar. 15, 2007,
PCT Pub. No. WO2006/038680, PCT Pub. Date Apr. 13, 2006.
Claims priority of application No. 2004-289825 (JP), filed on Oct. 01, 2004.
Prior Publication US 2007/0299070 A1, Dec. 27, 2007
Int. Cl. C07D 235/12 (2006.01); C07D 209/12 (2006.01); C07D 211/06 (2006.01); C07D 401/12 (2006.01); C07D 291/04 (2006.01); C07D 291/06 (2006.01); C07D 279/02 (2006.01); C07D 279/06 (2006.01); C07D 279/12 (2006.01); C07D 265/02 (2006.01); C07D 265/06 (2006.01); C07D 265/30 (2006.01); C07D 257/04 (2006.01); C07D 257/08 (2006.01); C07D 251/04 (2006.01); C07D 237/04 (2006.01)
U.S. Cl. 548—304.7  [548/492; 546/199; 546/201; 544/2; 544/13; 544/63; 544/179; 544/224] 17 Claims
 
1. A compound of formula I:

OG Complex Work Unit Drawing
or pharmaceutically acceptable salt thereof,wherein:
R1 and R2, together with the nitrogen atom to which they bond, form a 3- to 8-membered aliphatic nitrogenous heterocyclic group optionally substituted with R6;
R3a and R3b are independently selected from a hydrogen atom and a C1-6 alkyl group optionally substituted with R5;
R4 is a hydrogen atom, a halogen atom, a C1-6 alkyl group optionally substituted with R5, or a C1-6 alkyloxy group optionally substituted with R5;
each R5 is independently selected from the group consisting of a hydrogen atom, a halogen atom, a cyano group, a hydroxyl group, an amino group, a C1-6 alkyl group optionally substituted with a fluorine atom or a hydroxyl group, a mono-C1-6 alkylamino group, a di-C1-6 alkylamino group, a C1-6 alkyloxy group optionally substituted with a fluorine atom, a C1-6 alkyloxy-C1-6 alkyl group, a C1-6 alkyloxycarbonyl group, a C1-6 alkyloxycarbonylamino group, a C1-6 alkyloxycarbonyl(C1-6 alkyl)amino group, a C1-6 alkylcarbonyl group, a C1-6 alkylcarbonyloxy group, a C1-6 alkylcarbonylamino group, a C1-6 alkylcarbonyl(C1-6 alkyl)amino group, a carbamoyl group, a mono-C1-6 alkylcarbamoyl group, a di-C1-6 alkylcarbamoyl group, a carbamoylamino group, a mono-C1-6 alkylcarbamoylamino group, a di-C1-6 alkylcarbamoylamino group, a mono-C1-6 alkylcarbamoyl(C1-6 alkyl)amino group, a di-C1-6 alkylcarbamoyl(C1-6 alkyl)amino group, a carbamoyloxy group, a mono-C1-6 alkylcarbamoyloxy group, a di-C1-6 alkylcarbamoyloxy group, a C1-6 alkylsulfonyl group, a C1-6 alkylsulfonylamino group, a C1-6 alkylsulfonyl(C1-6 alkyl)amino group, a sulfamoyl group, a mono-C1-6 alkylsulfamoyl group, a di-C1-6 alkylsulfamoyl group, a sulfamoylamino group, a (mono-C1-6 alkylsulfamoyl)amino group, a (di-C1-6 alkylsulfamoyl)amino group, a mono-C1-6 alkylsulfamoyl(C1-6 alkyl)amino group, a di-C1-6 alkylsulfamoyl(C1-6 alkyl)amino group and a C1-6 alkylsulfinyl group;
R6 is selected from R5 and an oxo group;
X is —N—or —C(R3C)—, and R3C has the same meaning as that of R3a;
Y1 is a C1-3 alkylene group or an oxy-C2-3 alkylene group, and any hydrogen atom in the C1-3 alkylene group or the oxy-C2-3 alkylene group is optionally substituted with a C1-4 alkyl group; or
Y2 is a C1-4 alkylene group or an oxy-C1-4 alkylene group, and any hydrogen atom in the C1-4 alkylene group or the oxy-C1-4 alkylene group is optionally substituted with a C1-4 alkyl group;
Ar1 is a divalent group, and represents a monocyclic aromatic carbocyclic group optionally substituted with R5;
Ar2 represents a 5- or 6-membered aromatic carbocyclic group optionally substituted with R5.