US 7,439,256 B2
(Arylamidoaryl) cyanoguanidine compounds
Arlindo Castelhano, 1 Bioscience Park Dr., Farmingdale, N.Y. 11735 (US); Andrew Crew, 1 Bioscience Park Dr., Farmingdale, N.Y. 11735 (US); Hanqing Dong, 1 Bioscience Park Dr., Farmingdale, N.Y. 11735 (US); An-Hu Li, 1 Bioscience Park Dr., Farmingdale, N.Y. 11735 (US); Li Qiu, 1 Bioscience Park Dr., Farmingdale, N.Y. 11735 (US); and Alun Smith, Magnum Close, Streetly, Sutton Coldfield, Birmingham B74 2DN (United Kingdom)
Filed on Sep. 15, 2005, as Appl. No. 11/227,346.
Claims priority of provisional application 60/610744, filed on Sep. 17, 2004.
Prior Publication US 2006/0074082 A1, Apr. 06, 2006
Int. Cl. A61K 31/47 (2006.01); C07D 453/02 (2006.01)
U.S. Cl. 514—314  [546/135] 8 Claims
 
1. A compound of Formula (I):

OG Complex Work Unit Drawing
wherein:
Q is thienyl optionally substituted with 1-2 independent R3 substituents;
Y is aryl which is optionally substituted with 1-4 independent R31 substituents;
J is —NR1R2, —OR1, or —SR1;
A is quinolinyl which is optionally substituted by 1-5 independent R4 substituents;
R1 and R2are C0-6alkyl, aryl, cycloC3-10alkyl, cycloC3-10alkenyl, C2-6alkenyl, C2-6alkynyl, each of which is optionally substituted by 1-5 independent R41 substituents;
R3 and R31 each independently is C0-6alkyl, cycloC3-10alkyl, haloalkyl, halogen, cyanoC0-6alkyl, nitroC0-6alkyl, hydroxyC0-6alkyl, C0-6alkylaminoC0-6alkyl, acylC0-6alkyl, substituted acyl, acylaminoC0-6alkyl, substituted acylamino, acyloxyC0-6alkyl, substituted acyloxy, arC0-6alkyl, heteroarylC0-6alkyl, arylhydrazino, alkylsulfonamidoC0-6alkyl, arylsulfonamidoC0-6alkyl, alkylsulfonylC0-6alkyl, arylsulfonylC0-6alkyl, alkylsulfinylC0-6alkyl, heterocyclylsulfonylC0-6alkyl, silyl, siloxyC0-6alkyl, alkenoxyC0-6alkyl, alkynoxyC0-6alkyl, C0-6alkoxyC0-6alkyl, C1-6alkylthioC0-6alkyl, C2-6alkenyl, acylC2-6alkenyl, C2-6alkynyl, acylC2-6alkynyl, arC0-6alkylaminoC0-6alkyl, arC0-6alkylthioC0-6alkyl, arC0-6alkoxyC0-6alkyl, substituted arC0-6alkoxy, substituted arC0-6alkylthio, or substituted arC0-6alkoxy;
R4 and R41 each independently is C0-6alkyl, cycloC3-10alkyl, oxo, halogen, haloalkyl, cyanoC0-6alkyl, nitroC0-6alkyl, hydroxyC0-6alkyl, (C0-6alkyl)(C0-6alkyl)aminoC0-6alkyl, (C0-6alkyl)(C0-6alkyl)amino(C1-6alkyl)aminoC0-6alkyl, acylaminoC0-6alkylamino, acylC0-6alkyl, (C0-6alkyl)(C0-6alkyl)aminoacyl, substituted acyl, guanidinoC0-6alkyl, hydroxyiminoC0-6alkyl, acylaminoC0-6alkyl, optionally substituted acylamino, optionally substituted acyloxyC0-6alkyl, optionally substituted arC0-6alkyl, optionally substituted heteroarylC0-6alkyl, optionally substituted heterocyclylC0-6alkyl, cyanoaminoC0-6alkyl, C0-6alkylhydrazino, heterocyclylamino, arC0-6alkylhydrazino, alkylsulfonylC0-6alkyl, arC0-6alkylsulfonylC0-6alkyl, alkylsulfinylC0-6alkyl, alkylsulfonamidoC0-6alkyl, arC0-6alkylsulfonamidoC0-6alkyl, aminoC0-6alkylsulfonyl, C0-6alkylaminosulfonyl, acylC1-6alkylsulfonyl, heterocyclylsulfonyl, aminoC0-6alkylsulfinyl, acylC1-6alkylsulfinyl, silyl, siloxy, alkenoxy, alkynoxy, C2-6alkenyl, acylC2-6alkenyl, C2-6alkynyl, acylC2-6alkynyl, hydroxyC2-6alkynyl, aminoC2-6alkynyl, C1-6alkoxyC0-6alkyl, C1-6alkylthioC0-6alkyl, hydroxyC1-6alkoxyC0-6alkyl, hydroxyC1-6alkylthioC0-6alkyl, acylC1-6alkoxyC0-6alkyl, acylC1-6alkylthioC0-6alkyl, C0-6alkylaminoC1-6alkoxyC0-6alkyl, C0-6alkylaminoC1-6alkylthioC0-6alkyl, acylaminoC1-6alkoxyC0-6alkyl, acylaminoC1-6alkylthioC0-6alkyl, arC0-6alkylaminoC0-6alkyl, arC0-6alkylthioC0-6alkyl, arC0-6alkoxyC0-6alkyl, arC0-6alkylamino, arC0-6alkylaminoC0-6alkyl, arC0-6alkylthio, optionally substituted arC0-6alkoxy, optionally substituted arC0-6alkylthio, or optionally substituted arC0-6alkoxy; and
R5 is C0-6alkyl, C1-6alkoxyC1-6alkyl, C1-6alkylthioC1-6alkyl, C0-6alkylaminoC1-6alkyl, arC0-6alkyl;
provided that the compound is not
2,2,2-trifluoroethyl N′-cyano-N-{4-[({3-[(quinolin-4-ylmethyl)amino]thien-2-yl}carbonyl)amino]phenyl}-imidocarbamate;
2,2,2-trifluoroethyl N-{2-chloro-5-[({3-[(quinolin-4-ylmethyl)amino]thien-2-yl}carbonyl)amino]phenyl}-N′-cyanoimidocarbamate; or
N-{1-[(cyanoimino)(dimethylamino)methyl]-2,3-dihydro-1H-indol-6-yl}-3-((quinolin-4-ylmethyl)amino)thiophene-2-carboxamide;
or a pharmaceutically acceptable salt thereof.