US 7,550,480 B2
Compounds
Jeffrey Charles Boehm, King of Prussia, Pa. (US); James Francis Callahan, King of Prussia, Pa. (US); Ralph F. Hall, King of Prussia, Pa. (US); Xichen Lin, King of Prussia, Pa. (US); and Katherine Louise Widdowson, King of Prussia, Pa. (US)
Assigned to SmithKline Beecham Corporation, Philadelphia, Pa. (US)
Appl. No. 10/545,565
PCT Filed Feb. 13, 2004, PCT No. PCT/US2004/004406
§ 371(c)(1), (2), (4) Date Aug. 12, 2005,
PCT Pub. No. WO2004/073628, PCT Pub. Date Sep. 02, 2004.
Claims priority of provisional application 60/447410, filed on Feb. 14, 2003.
Claims priority of provisional application 60/538095, filed on Jan. 21, 2004.
Prior Publication US 2006/0211727 A1, Sep. 21, 2006
Int. Cl. A01N 43/42 (2006.01); A61K 31/44 (2006.01); C07D 471/02 (2006.01)
U.S. Cl. 514—300  [546/122] 21 Claims
 
1. A compound of the formula:

OG Complex Work Unit Drawing
wherein
R1 is an optionally substituted aryl or an optionally substituted heteroaryl ring;
X is R2, OR2, S(O)mR2, (CH2)nN(R10)S(O)mR2, (CH2)nN(R10)C(O)R2, (CH2)nNR4R14, NR2(CH2)nNR4R14, O(CH2)nNR4R14, S(CH2)nNR4R14, (CH2)nJ, NR2(CH2)nJ, O(CH2)nJ, S(CH2)nJ, or (CH2)nN(R2)2;
J is an optionally substituted heteroaryl ring;
n is 0 or an integer having a value of 1 to 10;
m is 0 or an integer having a value of 1 or 2;
q is 0 or an integer having a value of 1 to 10;
R2 is independently selected from a hydrogen, C1-10 alkyl, aryl, arylC1-10 alkyl, heteroaryl, or heteroarylC1-10 alkyl moiety, which moieties, excluding hydrogen, are all optionally substituted; or R2 is the moiety X1(CR10R20)qC(A1)(A2)(A3), or C(A1)(A2)(A3);
X1 is N(R10), O, S(O)m, or CR10R20;
X2 is independently hydrogen, halogen or C1-4 alkyl;
A1 is an optionally substituted C1-10 alkyl;
A2 is an optionally substituted C1-10 alkyl;
A3 is hydrogen or is an optionally substituted C1-10 alkyl;
G1 is C—X2;
R3 is C1-10 alkyl, C3-7 cycloalkyl, C3-7 cycloalkylC1-4alkyl, aryl, arylC1-10 alkyl, heteroaryl, heteroarylC1-10 alkyl, heterocyclic, or a heterocyclylC1-10 alkyl moiety, which moieties are optionally substituted;
R4 and R14 are each independently selected from hydrogen, optionally substituted C1-4 alkyl, optionally substituted aryl, or optionally substituted aryl-C1-4 alkyl, arylC1-10 alkyl, heteroaryl or heteroarylC1-10 alkyl, wherein each of these moieties may be optionally substituted;
R10 and R20 are independently selected from hydrogen or C1-4alkyl; or
a pharmaceutically acceptable salt thereof.