| US 7,514,452 B2 | ||
| 2-furancarboxylic acid hydrazides and pharmaceutical compositions containing the same | ||
| Akihito Fujii, Ikoma (Japan); Toshiyuki Negoro, Osaka (Japan); Chiaki Migihashi, Kyoto (Japan); Makoto Murata, Hirakata (Japan); Keiji Nakamura, Kashiba (Japan); Takashi Nukuda, Toyonaka (Japan); Takafumi Matsumoto, Takatsuki (Japan); and Kiyomi Imano, Sakai (Japan) | ||
| Assigned to Dainippon Pharmaceutical Co., Ltd, Osaka (Japan) | ||
| Appl. No. 10/503,215 PCT Filed Jan. 30, 2003, PCT No. PCT/JP03/00871 § 371(c)(1), (2), (4) Date Jul. 30, 2004, PCT Pub. No. WO03/064404, PCT Pub. Date Aug. 07, 2003. |
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| Claims priority of application No. 2002-026012 (JP), filed on Feb. 01, 2002. | ||
| Prior Publication US 2005/0171196 A1, Aug. 04, 2005 | ||
| Int. Cl. A61K 31/47 (2006.01); C07D 307/02 (2006.01); C07D 405/00 (2006.01) | ||
| U.S. Cl. 514—314 [514/336; 514/414; 514/471; 549/473; 549/487; 546/152; 546/167; 546/284.7; 548/466] | 15 Claims |
1. A 2-furancarboxylic acid hydrazide compound represented by Formula (I) below, or a physiologically acceptable salt thereof:
 wherein A is a group represented by Formula (a) below, or a substituted or unsubstituted heteroaryl group other than 2-furyl
group:
 wherein either R4 or R5 represents a hydrogen atom, a halogen atom, a trifluoromethyl group, a hydroxy group, a C1-6 alkyl group, a C2-6 alkenyl group, a C2-6 alkynyl group, a C1-6 alkoxy group, a trifluoromethoxy group, a trifluoroethoxy group, a C1-2 alkylsulfonyl group, a cyano group, a nitro group, an amino group, a mono- or di-substituted amino group, a C1-6 alkoxycarbonylamino group, a carbamoyl group, a mono- or di-substituted carbamoyl group, a sulfamoyl group, a mono- or di-substituted
sulfamoyl group, a C1-6 alkylsulfonylamino group, an aryl group, a heteroaryl group, a C1-6 alkoxycarbonyl group, an arylmethyloxycarbonyl group, a carboxyl group, a 5-tetrazolyl group, a sulfo group (—SO2OH) or a fluorosulfonyl group, and
the other represents a hydrogen atom or a halogen atom,
either R1 or R2 represents a group: -D-(X)m-R6, an aryl group or a heteroaryl group, and the other represents a group: -E-(Y)n-R7, a hydrogen atom, a halogen atom, a C1-10 alkyl group, a C3-7 cycloalkyl group, a C2-10 alkenyl group, a C2-10 alkynyl group, an aryl group or a heteroaryl group, with the alkyl group, the alkenyl group and the alkynyl group being optionally
substituted by 1 to 3 atoms or groups selected from halogen, hydroxy (this hydroxy itself being optionally acylated, carbamated
or etherified), disubstituted amino, aryl and heteroaryl,
R3 is a hydrogen atom, a halogen atom, a hydroxy group, a C1-6 alkyl group, a C1-6 alkoxy group, an aryl group, a heteroaryl group or an aryl-substituted C1-4 alkyl group,
D and E are the same or different, and independently represent an arylene group,
X and Y are the same or different, and independently represent —O—, —S—, —SO—, —SO2—, —OSO2—, —NR8—, —CO—, —CH═CH—, —C≡C—, —CONH—, —NHCO—, —NHCOO—, —OCH2CONH— or —OCH2CO—,
R6 and R7 are the same or different, and independently represent a C1-10 alkyl group, a C2-10 alkenyl group, a C2-10 alkynyl group, a C3-7 cycloalkyl group, a C3-7 cycloalkyl-substituted C1-4 alkyl group, an aryl group, a heteroaryl group, an aryl-substituted C1-4 alkyl group or a heteroaryl-substituted C1-4 alkyl group, with the alkyl moiety of the aryl-substituted C1-4 alkyl group or the heteroaryl-substituted C1-4 alkyl group being optionally substituted by hydroxy,
R8 is a hydrogen atom or a C1-10 alkylcarbonyl group, and
m and n are independently 0 or 1,
provided that the aryl group, the aryl moiety, the heteroaryl group, the heteroaryl moiety and the arylene group are optionally
substituted by 1 to 4 atoms or groups selected from halogen, hydroxy, C1-6 alkyl, hydroxy C1-3 alkyl, C1-6 alkoxy, trifluoromethyl, trifluoromethoxy, trifluoroethoxy, cyano, nitro, amino, mono- or disubstituted amino, carbamoyl,
sulfamoyl, C1-6 alkylsulfonyl, C1-3 alkylsulfonylamino, C1-3 alkylcarbonylamino, methylenedioxy and aryl (this aryl itself being optionally substituted by halogen or trifluoromethyl).
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