1. A compound of the formula I:
wherein:
A is selected from the group consisting of:
(1) pyridyl,
(2) quinolinyl,
(3) cyclopentapyridinyl;
(4) tetrahydroquinolinyl
said pyridyl, quinolinyl, cyclopentapyridinyl, and tetrahydroquinolinyl optionally substituted with 1 to 3 groups of Ra
R4 is selected from the group consisting of:
(1) pyridinone,
(2) pyridazinone,
(3) pyrazinone,
(4) pyrimidinone, and
(5) dihydroindolizinone
said pyridinone, pyridazinone, pyrimidinone, pyrazinone, dihydroindolizinone optionally substituted with 1 to 3 groups of Ra,
Ra selected from the group consisting of:
(1) (CH2)nC1-4, haloalkyl, said alkyl optionally substituted with one to three groups of OH,
(2) halogen,
(3) (CH2)nOR,
(4) C1-6 alkyl, said alkyl optionally substituted with one to three groups of OH
(5) (CH2)nC3-6cycloalkyl,
(6) (CH2)nC6-10aryl,
(7) \u2014(CH2)nCO2R,
(8) \u2014(CH2)nCN,
(9) S(O)pR
(10) C2-6 alkenyl;
R is selected from the group consisting of:
(1) hydrogen, and
(2) C1-6 alkyl, said alkyl optionally substituted with one to three groups of OH,
n is 0, 1, 2, 3, or 4,
p is 0, 1, or 2,
or a pharmaceutically acceptable salt thereof.
2. The compound according to claim 1 wherein A is an optionally substituted pyridyl.
3. The compound according to claim 1 wherein A is an optionally substituted quinolinyl.
4. The compound according to claim 1 wherein R4 is optionally substituted pyridinone.
5. The compound according to claim 1 wherein R4 is optionally substituted dihydroindolizinone.
6. The compound according to claim 4 wherein the pyridinone is represented by structural formula A or B:
7. The compound according to claim 1 wherein R4 is optionally substituted pyridazinone.
8. The compound according to claim 1 wherein R4 is optionally substituted pyrazinone or dihydroindolizinone.
9. The compound according to claim 1 wherein R4 is optionally substituted pyrimidinone.
10. The compound according to claim 1 represented by structural formula Ia:
or a pharmaceutically acceptable salt thereof wherein R4 is selected from the group consisting of optionally substituted pyridinone, pyridazinone, pyrazinone, pyrimidinone or dihydroindolizinone, said pyridinone, pyridazinone, pyrazinone, pyrimidinone and dihydroindolizinone optionally substituted with 1 to 3 groups selected from the group consisting of OH, (CH2)2OCH3,(CH2)1-2OH, OCH(CH3)2, halogen, CF2, CF3, CH2CF3, CH2CHF2, OCH3, (CH2)0-1COOH, (CH2)0-1COO(CH2)1-2CH3, (CH2)0-2CN, CHCH3OH, OCH2CH3, C(CH3)OH, SCH3, SCH3, SO2CH3, S(O)CH3, CH(CF2)OH, OCH(CH2) 2OH, CH(CF3)OH, methyl, ethyl, propyl, propylene, (CH2)0-1cyclopropyl, and phenyl.
11. The compound according to claim 10 wherein R4 is optionally substituted pyridinone.
12. The compound according to claim 1 represented by structural formula Ib:
or a pharmaceutically acceptable salt thereof wherein R4 is selected from the group consisting of optionally substituted pyridinone, pyridazinone, pyrazinone, pyrimidinone and dihydroindolizinone, said pyridinone, pyridazinone, pyrazinone, pyrimidinone or dihydroindolizinone optionally substituted with 1 to 3 groups selected from the group consisting of OH, (CH2)2OCH3,(CH2)1-2OH, OCH(CH3)2, halogen, CF2, CF3, CH2CF3, CH2CHF2, OCH3, (CH2)0-1COOH, (CH2)0-1COO(CH2)1-2CH3, (CH2)0-2CN, CHCH3OH, OCH2CH3, C(CH3)OH, SCH3, SCH3, SO2CH3, S(O)CH3, CH(CF2)OH, OCH(CH2) 2OH, CH(CF3)OH, methyl, ethyl, propyl, propylene, (CH2)0-1cyclopropyl, and phenyl.
13. The compound according to claim 1 represented by structural formula Ic:
or a pharmaceutically acceptable salt thereof wherein R4 is selected from the group consisting of optionally substituted pyridinone, pyridazinone, pyrazinone, pyrimidinone or dihydroindolizinone, said pyridinone, pyridazinone, pyrazinone, pyrimidinone or dihydroindolizinone optionally substituted with 1 to 3 groups selected from the group consisting of OH, (CH2)2OCH3,(CH2)1-2OH, OCH(CH3)2, halogen, CF2, CF3, CH2CF3, CH2CHF2, OCH3, (CH2)0-1COOH, (CH2)0-1COO(CH2)1-2CH3, (CH2)0-2CN, CHCH3OH, OCH2CH3, C(CH3)OH, SCH3, SCH3, SO2CH3, S(O)CH3, CH(CF2)OH, OCH(CH2) 2OH, CH(CF3)OH, methyl, ethyl, propyl, propylene, (CH2)0-1cyclopropyl, and phenyl.
14. The compound according to claim 1 wherein A is optionally substituted tetrahydroquinolinyl and R4 is selected from the group consisting of optionally substituted pyridinone, pyridazinone, pyrazinone, pyrimidinone or dihydroindolizinone, said pyridinone, pyridazinone, pyrazinone, pyrimidinone or dihydroindolizinone optionally substituted with 1 to 3 groups selected from the group consisting of OH, (CH2)2OCH3,(CH2)1-2OH, OCH(CH3)2, halogen, CF2, CF3, CH2CF3, CH2CHF2, OCH3, (CH2)0-1COOH, (CH2)0-1COO(CH2)1-2CH3, (CH2)0-2CN, CHCH3OH, OCH2CH3, C(CH3)OH, SCH3, SCH3, SO2CH3, S(O)CH3, CH(CF2)OH, OCH(CH2) 2OH, CH(CF3)OH, methyl, ethyl, propyl, propylene, (CH2)0-1cyclopropyl, and phenyl, or a pharmaceutically acceptable salt thereof.
15. A compound which is selected from the group consisting of:
(((1S,2S)-2-(5-methylpyridin-2-yl)cyclopropyl)methoxy)pyrimidin-5-yl)-2-oxopyridin-1(2H)-yl)acetate,
5-(4-(((1S,2S)-2-(5-methoxypyridin-2-yl)cyclopropyl)methoxy)-2-methylpyrimidin-5-yl)-1-methylpyridin-2(1H)-one,
1,6-dimethyl-5-(2-methyl-4-(((1S,2S)-2-(5-methylpyridin-2-yl)cyclopropyl)methoxy)pyrimidin-5-yl)pyridin-2(1H)-one,
1-ethyl-6-methyl-5-(2-methyl-4-(((1S,2S)-2-(5-methylpyridin-2-yl)cyclopropyl)methoxy)-pyrimidin-5-yl)pyridin-2(1H)-one,
1-ethyl-5-(2-methyl-4-(((1S,2S)-2-(5-methylpyridin-2-yl)cyclopropyl)methoxy)pyrimidin-5-yl)pyridin-2(1H)-one,
1-(2-methoxyethyl)-5-(2-methyl-4-(((1S,2S)-2-(5-methylpyridin-2-yl)cyclopropyl)methoxy)-pyrimidin-5-yl)pyridin-2(1H)-one,
1-(2-methoxyethyl)-6-methyl-5-(2-methyl-4-(((1S,2S)-2-(5-methylpyridin-2-yl)cyclopropyl)-methoxy)pyrimidin-5-yl)pyridin-2(1H)-one,
1-methoxy-5-(2-methyl-4-(((1S,2S)-2-(5-methylpyridin-2-yl)cyclopropyl)methoxy)pyrimidin-5-yl)pyridin-2(1H)-one,
1-isopropyl-5-(2-methyl-4-(((1S,2S)-2-(quinolin-2-yl)cyclopropyl)methoxy)pyrimidin-5-yl)pyridin-2(1H)-one,
5-(2-methyl-4-(((1S,2S)-2-(quinolin-2-yl)cyclopropyl)methoxy)pyrimidin-5-yl)-1-phenylpyridin-2(1H)-one,
1-(difluoromethyl)-5-(2-methyl-4-(((1S,2S)-2-(quinolin-2-yl)cyclopropyl)methoxy)pyrimidin-5-yl)pyridin-2(1H)-one,
1-methoxy-5-(2-methyl-4-(((1S,2S)-2-(quinolin-2-yl)cyclopropyl)methoxy)pyrimidin-5-yl)pyridin-2(1H)-one,
1-isopropyl-5-(2-methyl-4-(((1S,2S)-2-(5-methylpyridin-2-yl)cyclopropyl)methoxy)pyrimidin-5-yl)pyridin-2(1H)-one,
1-(difluoromethyl)-5-(2-methyl-4-(((1S,2S)-2-(5-methylpyridin-2-yl)cyclopropyl)methoxy)-pyrimidin-5-yl)pyridin-2(1H)-one,
5-(2-methyl-4-(((1S,2S)-2-(5-methylpyridin-2-yl)cyclopropyl)methoxy)pyrimidin-5-yl)-1-phenylpyridin-2(1H)-one,
3-ethyl-5-(4-(((1S,2S)-2-(5-methoxypyridin-2-yl)cyclopropyl)methoxy)-2-methylpyrimidin-5-yl)-1-methylpyridin-2(1H)-one,
1-isopropyl-5-(2-methyl-4-(((1S,2S)-2-(5-methylpyridin-2-yl)cyclopropyl)methoxy)pyrimidin-5-yl)pyridin-2(1H)-one,
3-methoxy-5-(4-(((1S,2S)-2-(5-methoxypyridin-2-yl)cyclopropyl)methoxy)-2-methylpyrimidin-5-yl)-1-methylpyridin-2(1H)-one,
3-fluoro-5-(4-(((1S,2S)-2-(5-methoxypyridin-2-yl)cyclopropyl)methoxy)-2-methylpyrimidin-5-yl)-1-methylpyridin-2(1H)-one,
5-(4-(((1S,2S)-2-(5-methoxypyridin-2-yl)cyclopropyl)methoxy)-2-methylpyrimidin-5-yl)-1-phenylpyridin-2(1H)-one,
1-(difluoromethyl)-5-(4-(((1S,2S)-2-(5-methoxypyridin-2-yl)cyclopropyl)methoxy)-2-methylpyrimidin-5-yl)pyridin-2(1H)-one,
1-isopropyl-5-(4-(((1S,2S)-2-(5-methoxypyridin-2-yl)cyclopropyl)methoxy)-2-methylpyrimidin-5-yl)pyridin-2(1H)-one,
1-methoxy-5-(4-(((1S,2S)-2-(5-methoxypyridin-2-yl)cyclopropyl)methoxy)-2-methylpyrimidin-5-yl)pyridin-2(1H)-one,
1-cyclopropyl-5-(2-methyl-4-(((1S,2S)-2-(5-methylpyridin-2-yl)cyclopropyl)methoxy)-pyrimidin-5-yl)pyridin-2(1H)-one,
1-ethyl-5-(4-(((1S,2S)-2-(5-methoxypyridin-2-yl)cyclopropyl)methoxy)-2-methylpyrimidin-5-yl)pyridin-2(1H)-one,
3-fluoro-1-methyl-5-(2-methyl-4-(((1S,2S)-2-(5-methylpyridin-2-yl)cyclopropyl)methoxy)-pyrimidin-5-yl)pyridin-2(1H)-one,
3-fluoro-1-methyl-5-(2-methyl-4-(((1S,2S)-2-(quinolin-2-yl)cyclopropyl)methoxy)pyrimidin-5-yl)pyridin-2(1H)-one,
5-(4-(((1S,2S)-2-(5-methoxypyridin-2-yl)cyclopropyl)methoxy)-2-methylpyrimidin-5-yl)-1,6-dimethylpyridin-2(1H)-one,
1-methyl-5-(2-methyl-4-(((1S,2S)-2-(5-methylpyridin-2-yl)cyclopropyl)methoxy)pyrimidin-5-yl)pyridin-2(1H)-one,
1-methyl-5-(2-methyl-4-(((1S,2S)-2-(quinolin-2-yl)cyclopropyl)methoxy)pyrimidin-5-yl)pyridin-2(1H)-one,
1-(2-methoxyethyl)-5-(4-(((1S,2S)-2-(5-methoxypyridin-2-yl)cyclopropyl)methoxy)-2-methylpyrimidin-5-yl)-6-methylpyridin-2(1H)-one,
1-(2-methoxyethyl)-6-methyl-5-(2-methyl-4-(((1S,2S)-2-(quinolin-2-yl)cyclopropyl)methoxy)-pyrimidin-5-yl)pyridin-2(1H)-one,
1-ethyl-5-(2-methyl-4-(((1S,2S)-2-(quinolin-2-yl)cyclopropyl)methoxy)pyrimidin-5-yl)pyridin-2(1H)-one,
1-ethyl-5-(4-(((1S,2S)-2-(5-methoxypyridin-2-yl)cyclopropyl)methoxy)-2-methylpyrimidin-5-yl)-6-methylpyridin-2(1H)-one,
1,6-dimethyl-5-(2-methyl-4-(((1S,2S)-2-(quinolin-2-yl)cyclopropyl)methoxy)pyrimidin-5-yl)pyridin-2(1H)-one,
1-ethyl-5-(4-(((1S,2S)-2-(5-methoxypyridin-2-yl)cyclopropyl)methoxy)-2-methylpyrimidin-5-yl)-3-methylpyridin-2(1H)-one,
1-ethyl-6-methyl-5-(2-methyl-4-(((1S,2S)-2-(quinolin-2-yl)cyclopropyl)methoxy)pyrimidin-5-yl)pyridin-2(1H)-one,
1-isopropyl-6-methyl-5-(2-methyl-4-(((1S,2S)-2-(5-methylpyridin-2-yl)cyclopropyl)methoxy)-pyrimidin-5-yl)pyridin-2(1H)-one,
5-(4-(((1S,2S)-2-(5-methoxypyridin-2-yl)cyclopropyl)methoxy)-2-methylpyrimidin-5-yl)-1,3-dimethylpyridin-2(1H)-one,
1-(2-methoxyethyl)-5-(4-(((1S,2S)-2-(5-methoxypyridin-2-yl)cyclopropyl)methoxy)-2-methylpyrimidin-5-yl)pyridin-2(1H)-one,
1,3-dimethyl-5-(2-methyl-4-(((1S,2S)-2-(5-methylpyridin-2-yl)cyclopropyl)methoxy)pyrimidin-5-yl)pyridin-2(1H)-one,
1-ethyl-3-methyl-5-(2-methyl-4-(((1S,2S)-2-(5-methylpyridin-2-yl)cyclopropyl)methoxy)-pyrimidin-5-yl)pyridin-2(1H)-one,
5-(4-(((1S,2S)-2-(6,7-dihydro-5H-cyclopentabpyridin-2-yl)cyclopropyl)methoxy)-2-methylpyrimidin-5-yl)-1-methylpyridin-2(1H)-one,
1-(2,2-difluoroethyl)-5-(2-methyl-4-(((1S,2S)-2-(5-methylpyridin-2-yl)cyclopropyl)methoxy)-pyrimidin-5-yl)pyridin-2(1H)-one,
1-(2,2-difluoroethyl)-5-(4-(((1S,2S)-2-(5-methoxypyridin-2-yl)cyclopropyl)methoxy)-2-methylpyrimidin-5-yl)pyridin-2(1H)-one,
3-(5-(4-(((1S,2S)-2-(5-methoxypyridin-2-yl)cyclopropyl)methoxy)-2-methylpyrimidin-5-yl)-2-oxopyridin-1(2H)-yl)propanenitrile,
3-(5-(2-methyl-4-(((1S,2S)-2-(5-methylpyridin-2-yl)cyclopropyl)methoxy)pyrimidin-5-yl)-2-oxopyridin-1(2H)-yl)propanenitrile,
methyl 2-(5-(4-(((1S,2S)-2-(5-methoxypyridin-2-yl)cyclopropyl)methoxy)-2-methylpyrimidin-5-yl)-2-oxopyridin-1(2H)-yl)acetate,
1-methyl-5-(2-methyl-4-(((1S,2S)-2-(5-methylpyridin-2-yl)cyclopropyl)methoxy)pyrimidin-5-yl)pyridin-2(1H)-one,
1-(cyclopropylmethyl)-5-(2-methyl-4-(((1S,2S)-2-(5-methylpyridin-2-yl)cyclopropyl)methoxy)-pyrimidin-5-yl)pyridin-2(1H)-one,
2-(5-(2-methyl-4-(((1S,2S)-2-(5-methylpyridin-2-yl)cyclopropyl)methoxy)pyrimidin-5-yl)-2-oxopyridin-1(2H)-yl)acetonitrile,
5-(4-(((1S,2S)-2-(5-methoxypyridin-2-yl)cyclopropyl)methoxy)-2-methylpyrimidin-5-yl)-1-methylpyridin-2(1H)-one,
5-(4-(((1S,2S)-2-(5-methoxypyridin-2-yl)cyclopropyl)methoxy)-2-methylpyrimidin-5-yl)-1-(2,2,2-trifluoroethyl)pyridin-2(1H)-one,
1-(cyclopropylmethyl)-5-(4-(((1S,2S)-2-(5-methoxypyridin-2-yl)cyclopropyl)methoxy)-2-methylpyrimidin-5-yl)pyridin-2(1H)-one,
5-(4-(((1S,2S)-2-(6,7-dihydro-5H-cyclopentabpyridin-2-yl)cyclopropyl)methoxy)-2-methylpyrimidin-5-yl)-3-methoxy-1-methylpyridin-2(1H)-one,
3-ethyl-1-methyl-5-(2-methyl-4-(((1S,2S)-2-(5-methylpyridin-2-yl)cyclopropyl)methoxy)-pyrimidin-5-yl)pyridin-2(1H)-one,
3-methoxy-1-methyl-5-(2-methyl-4-(((1S,2S)-2-(quinolin-2-yl)cyclopropyl)methoxy)pyrimidin-5-yl)pyridin-2(1H)-one,
3-methoxy-1-methyl-5-(2-methyl-4-(((1S,2S)-2-(5-methylpyridin-2-yl)cyclopropyl)methoxy)-pyrimidin-5-yl)pyridin-2(1H)-one,
5-(4-(((1S,2S)-2-(6,7-dihydro-5H-cyclopentabpyridin-2-yl)cyclopropyl)methoxy)-2-methylpyrimidin-5-yl)-1,6-dimethylpyridin-2(1H)-one,
1,6-dimethyl-5-(2-methyl-4-(((1S,2S)-2-(5-methylpyridin-2-yl)cyclopropyl)methoxy)pyrimidin-5-yl)-2-oxo-1,2-dihydropyridine-3-carbonitrile,
5-(4-(((1S,2S)-2-(5-methoxypyridin-2-yl)cyclopropyl)methoxy)-2-methylpyrimidin-5-yl)-1,6-dimethyl-2-oxo-1,2-dihydropyridine-3-carbonitrile,
5-(4-(((1S,2S)-2-(5-methoxypyridin-2-yl)cyclopropyl)methoxy)-2-methylpyrimidin-5-yl)-1-methylpyrazin-2(1H)-one,
1-methyl-5-(2-methyl-4-(((1S,2S)-2-(5-methylpyridin-2-yl)cyclopropyl)methoxy)pyrimidin-5-yl)pyrazin-2(1H)-one,
6-(4-(((1S,2S)-2-(5-methoxypyridin-2-yl)cyclopropyl)methoxy)-2-methylpyrimidin-5-yl)pyridazin-3(2H)-one,
6-(4-(((1S,2S)-2-(5-methoxypyridin-2-yl)cyclopropyl)methoxy)-2-methylpyrimidin-5-yl)-2-methylpyridazin-3(2H)-one,
2,4-dimethyl-6-(2-methyl-4-(((1S,2S)-2-(5-methylpyridin-2-yl)cyclopropyl)methoxy)pyrimidin-5-yl)pyridazin-3(2H)-one,
6-(4-(((1S,2S)-2-(5-methoxypyridin-2-yl)cyclopropyl)methoxy)-2-methylpyrimidin-5-yl)-2,4-dimethylpyridazin-3(2H)-one,
6-(4-(((1S,2S)-2-(5-methoxypyridin-2-yl)cyclopropyl)methoxy)-2-methylpyrimidin-5-yl)-2,5-dimethylpyridazin-3(2H)-one,
2,5-dimethyl-6-(2-methyl-4-(((1S,2S)-2-(5-methylpyridin-2-yl)cyclopropyl)methoxy)pyrimidin-5-yl)pyridazin-3(2H)-one,
1-ethyl-4-(2-methyl-4-(((1S,2S)-2-(5-methylpyridin-2-yl)cyclopropyl)methoxy)pyrimidin-5-yl)pyridin-2(1H)-one,
4-(4-(((1S,2S)-2-(5-methoxypyridin-2-yl)cyclopropyl)methoxy)-2-methylpyrimidin-5-yl)-1-methylpyridin-2(1H)-one,
5-methyl-4-(2-methyl-4-(((1S,2S)-2-(5-methylpyridin-2-yl)cyclopropyl)methoxy)pyrimidin-5-yl)pyridin-2(1H)-one,
1,5-dimethyl-4-(2-methyl-4-(((1S,2S)-2-(5-methylpyridin-2-yl)cyclopropyl)methoxy)pyrimidin-5-yl)pyridin-2(1H)-one,
5-chloro-4-(4-(((1S,2S)-2-(5-methoxypyridin-2-yl)cyclopropyl)methoxy)-2-methylpyrimidin-5-yl)-1-methylpyridin-2(1H)-one,
1,5-dimethyl-4-(2-methyl-4-(((1S,2S)-2-(pyridin-2-yl)cyclopropyl)methoxy)pyrimidin-5-yl)pyridin-2(1H)-one,
5-methyl-4-(2-methyl-4-(((1S,2S)-2-(pyridin-2-yl)cyclopropyl)methoxy)pyrimidin-5-yl)pyridin-2(1H)-one,
1,5-dimethyl-4-(2-methyl-4-(((1S,2S)-2-(quinolin-2-yl)cyclopropyl)methoxy)pyrimidin-5-yl)pyridin-2(1H)-one,
4-(4-(((1S,2S)-2-(5-methoxypyridin-2-yl)cyclopropyl)methoxy)-2-methylpyrimidin-5-yl)-5-methylpyridin-2(1H)-one,
1-methyl-4-(2-methyl-4-(((1S,2S)-2-(5-methylpyridin-2-yl)cyclopropyl)methoxy)pyrimidin-5-yl)pyridin-2(1H)-one,
1-methyl-4-(2-methyl-4-(((1S,2S)-2-(quinolin-2-yl)cyclopropyl)methoxy)pyrimidin-5-yl)pyridin-2(1H)-one,
1-methyl-4-(2-methyl-4-(((1S,2S)-2-(pyridin-2-yl)cyclopropyl)methoxy)pyrimidin-5-yl)pyridin-2(1H)-one,
5-methyl-4-(2-methyl-4-(((1S,2S)-2-(quinolin-2-yl)cyclopropyl)methoxy)pyrimidin-5-yl)pyridin-2(1H)-one,
4-(4-(((1S,2S)-2-(5-methoxypyridin-2-yl)cyclopropyl)methoxy)-2-methylpyrimidin-5-yl)-1,5-dimethylpyridin-2(1H)-one,
5-chloro-4-(4-(((1S,2S)-2-(5-methoxypyridin-2-yl)cyclopropyl)methoxy)-2-methylpyrimidin-5-yl)pyridin-2(1H)-one,
4-(4-(((1R,2R)-2-(5-fluoropyridin-2-yl)cyclopropyl)methoxy)-2-methylpyrimidin-5-yl)-1-methylpyridin-2(1H)-one,
1-(2-methoxyethyl)-4-(2-methyl-4-(((1S,2S)-2-(5-methylpyridin-2-yl)cyclopropyl)methoxy)-pyrimidin-5-yl)pyridin-2(1H)-one,
1,6-dimethyl-4-(2-methyl-4-(((1S,2S)-2-(5-methylpyridin-2-yl)cyclopropyl)methoxy)pyrimidin-5-yl)pyridin-2(1H)-one,
4-(4-(((1S,2S)-2-(5-methoxypyridin-2-yl)cyclopropyl)methoxy)-2-methylpyrimidin-5-yl)-1,6-dimethylpyridin-2(1H)-one,
4-(4-(((1S,2S)-2-(5-fluoropyridin-2-yl)cyclopropyl)methoxy)-2-methylpyrimidin-5-yl)-1-methylpyridin-2(1H)-one,
4-(4-(((1S,2S)-2-(5-methoxypyridin-2-yl)cyclopropyl)methoxy)-2-methylpyrimidin-5-yl)-1-methyl-6-oxo-1,6-dihydropyridine-3-carbonitrile,
4-(4-(((1S,2S)-2-(5-(difluoromethoxy)pyridin-2-yl)cyclopropyl)methoxy)-2-methylpyrimidin-5-yl)-1-methylpyridin-2(1H)-one,
1-isopropyl-4-(2-methyl-4-(((1S,2S)-2-(5-methylpyridin-2-yl)cyclopropyl)methoxy)pyrimidin-5-yl)pyridin-2(1H)-one,
4-(4-(((1S,2S)-2-(5-methoxypyridin-2-yl)cyclopropyl)methoxy)-2-methylpyrimidin-5-yl)-1-methyl-5-(methylthio)pyridin-2(1H)-one,
4-(4-(((1S,2S)-2-(5-methoxypyridin-2-yl)cyclopropyl)methoxy)-2-methylpyrimidin-5-yl)-1-methyl-5-(trifluoromethyl)pyridin-2(1H)-one,
4-(4-(((1R,2R)-2-(5-(difluoromethoxy)pyridin-2-yl)cyclopropyl)methoxy)-2-methylpyrimidin-5-yl)-1-methylpyridin-2(1H)-one,
1-ethyl-4-(4-(((1S,2S)-2-(5-methoxypyridin-2-yl)cyclopropyl)methoxy)-2-methylpyrimidin-5-yl)pyridin-2(1H)-one,
1-ethyl-4-(2-methyl-4-(((1S,2S)-2-(quinolin-2-yl)cyclopropyl)methoxy)pyrimidin-5-yl)pyridin-2(1H)-one,
1,6-dimethyl-4-(2-methyl-4-(((1S,2S)-2-(quinolin-2-yl)cyclopropyl)methoxy)pyrimidin-5-yl)pyridin-2(1H)-one,
4-(4-(((1S,2S)-2-(5-methoxypyridin-2-yl)cyclopropyl)methoxy)-2-methylpyrimidin-5-yl)-1-methyl-5-(methylsulfonyl)pyridin-2(1H)-one,
5-chloro-1-methyl-4-(2-methyl-4-(((1S,2S)-2-(5-methylpyridin-2-yl)cyclopropyl)methoxy)-pyrimidin-5-yl)pyridin-2(1H)-one,
1-(2-methoxyethyl)-4-(2-methyl-4-(((1S,2S)-2-(quinolin-2-yl)cyclopropyl)methoxy)pyrimidin-5-yl)pyridin-2(1H)-one,
1-(2-methoxyethyl)-4-(2-methyl-4-(((1S,2S)-2-(5-methylpyridin-2-yl)cyclopropyl)methoxy)-pyrimidin-5-yl)pyridin-2(1H)-one,
5-chloro-1-methyl-4-(2-methyl-4-(((1S,2S)-2-(quinolin-2-yl)cyclopropyl)methoxy)pyrimidin-5-yl)pyridin-2(1H)-one,
4-(4-(((1R,2R)-2-(5-chloropyridin-2-yl)cyclopropyl)methoxy)-2-methylpyrimidin-5-yl)-1-methylpyridin-2(1H)-one,
4-(4-(((1S,2S)-2-(5-methoxypyridin-2-yl)cyclopropyl)methoxy)-2-methylpyrimidin-5-yl)-1-methyl-2-oxo-1,2-dihydropyridine-3-carbonitrile,
4-(2-methyl-4-(((1S,2S)-2-(5-methylpyridin-2-yl)cyclopropyl)methoxy)pyrimidin-5-yl)-1-(2,2,2-trifluoroethyl)pyridin-2(1H)-one,
1-(2,2-difluoroethyl)-4-(2-methyl-4-(((1S,2S)-2-(5-methylpyridin-2-yl)cyclopropyl)methoxy)-pyrimidin-5-yl)pyridin-2(1H)-one,
4-(4-(((1S,2S)-2-(5-chloropyridin-2-yl)cyclopropyl)methoxy)-2-methylpyrimidin-5-yl)-1-methylpyridin-2(1H)-one,
ethyl 4-(4-(((1S,2S)-2-(5-methoxypyridin-2-yl)cyclopropyl)methoxy)-2-methylpyrimidin-5-yl)-1-methyl-6-oxo-1,6-dihydropyridine-3-carboxylate,
4-(4-(((1S,2S)-2-(5-methoxypyridin-2-yl)cyclopropyl)methoxy)-2-methylpyrimidin-5-yl)-1-methyl-5-(methylsulfinyl)pyridin-2(1H)-one, R or S,
4-(4-(((1S,2S)-2-(5-methoxypyridin-2-yl)cyclopropyl)methoxy)-2-methylpyrimidin-5-yl)-1-methyl-5-(methylsulfinyl)pyridin-2(1H)-one, S or R,
2-(4-(4-(((1S,2S)-2-(5-methoxypyridin-2-yl)cyclopropyl)methoxy)-2-methylpyrimidin-5-yl)-2-oxopyridin-1(2H)-yl)acetonitrile,
3-(4-(4-(((1S,2S)-2-(5-methoxypyridin-2-yl)cyclopropyl)methoxy)-2-methylpyrimidin-5-yl)-2-oxopyridin-1(2H)-yl)propanenitrile,
4-(4-(((1S,2S)-2-(5-methoxypyridin-2-yl)cyclopropyl)methoxy)-2-methylpyrimidin-5-yl)-1,6-dimethylpyridin-2(1H)-one,
4-(4-(((1S,2S)-2-(6,7-dihydro-5H-cyclopentabpyridin-2-yl)cyclopropyl)methoxy)-2-methylpyrimidin-5-yl)-1-methylpyridin-2(1H)-one,
4-(4-(((1S,2S)-2-(5-methoxypyridin-2-yl)cyclopropyl)methoxy)-2-methylpyrimidin-5-yl)-1-methyl-3-(methylthio)pyridin-2(1H)-one,
1-(difluoromethyl)-4-(2-methyl-4-(((1S,2S)-2-(5-methylpyridin-2-yl)cyclopropyl)methoxy)-pyrimidin-5-yl)pyridin-2(1H)-one,
1-(difluoromethyl)-4-(4-(((1S,2S)-2-(5-methoxypyridin-2-yl)cyclopropyl)methoxy)-2-methylpyrimidin-5-yl)pyridin-2(1H)-one,
1-(2-methoxyethyl)-4-(4-(((1S,2S)-2-(5-methoxypyridin-2-yl)cyclopropyl)methoxy)-2-methylpyrimidin-5-yl)pyridin-2(1H)-one,
3-(4-(2-methyl-4-(((1S,2S)-2-(5-methylpyridin-2-yl)cyclopropyl)methoxy)pyrimidin-5-yl)-2-oxopyridin-1(2H)-yl)propanenitrile,
2-(4-(2-methyl-4-(((1S,2S)-2-(5-methylpyridin-2-yl)cyclopropyl)methoxy)pyrimidin-5-yl)-2-oxopyridin-1(2H)-yl)acetonitrile,
4-(4-(((1S,2S)-2-(5-methoxypyridin-2-yl)cyclopropyl)methoxy)-2-methylpyrimidin-5-yl)-1-(2,2,2-trifluoroethyl)pyridin-2(1H)-one,
1-allyl-4-(4-(((1S,2S)-2-(5-methoxypyridin-2-yl)cyclopropyl)methoxy)-2-methylpyrimidin-5-yl)pyridin-2(1H)-one,
1-allyl-4-(2-methyl-4-(((1S,2S)-2-(5-methylpyridin-2-yl)cyclopropyl)methoxy)pyrimidin-5-yl)pyridin-2(1H)-one,
methyl 2-(4-(4-(((1S,2S)-2-(5-methoxypyridin-2-yl)cyclopropyl)methoxy)-2-methylpyrimidin-5-yl)-2-oxopyridin-1(2H)-yl)acetate,
1-methyl-4-(2-methyl-4-(((1S,2S)-2-(5-methylpyridin-2-yl)cyclopropyl)methoxy)pyrimidin-5-yl)pyridin-2(1H)-one,
1-(2-hydroxyethyl)-4-(2-methyl-4-(((1S,2S)-2-(5-methylpyridin-2-yl)cyclopropyl)methoxy)-pyrimidin-5-yl)pyridin-2(1H)-one,
1-(2-hydroxyethyl)-4-(4-(((1S,2S)-2-(5-methoxypyridin-2-yl)cyclopropyl)methoxy)-2-methylpyrimidin-5-yl)pyridin-2(1H)-one,
4-(4-(((1S,2S)-2-(5-methoxypyridin-2-yl)cyclopropyl)methoxy)-2-methylpyrimidin-5-yl)-1-methylpyridin-2(1H)-one,
methyl 2-(4-(2-methyl-4-(((1S,2S)-2-(5-methylpyridin-2-yl)cyclopropyl)methoxy)pyrimidin-5-yl)-2-oxopyridin-1(2H)-yl)acetate,
1-(2,2-difluoroethyl)-4-(4-(((1S,2S)-2-(5-methoxypyridin-2-yl)cyclopropyl)methoxy)-2-methylpyrimidin-5-yl)pyridin-2(1H)-one,
4-(4-(((1S,2S)-2-(6,7-dihydro-5H-cyclopentabpyridin-2-yl)cyclopropyl)methoxy)-2-methylpyrimidin-5-yl)-1,5-dimethylpyridin-2(1H)-one,
5-cyclopropyl-4-(4-(((1S,2S)-2-(5-methoxypyridin-2-yl)cyclopropyl)methoxy)-2-methylpyrimidin-5-yl)-1-methylpyridin-2(1H)-one,
1-cyclopropyl-4-(2-methyl-4-(((1S,2S)-2-(5-methylpyridin-2-yl)cyclopropyl)methoxy)-pyrimidin-5-yl)pyridin-2(1H)-one,
2-(4-(4-(((1S,2S)-2-(5-methoxypyridin-2-yl)cyclopropyl)methoxy)-2-methylpyrimidin-5-yl)-2-oxopyridin-1(2H)-yl)acetic acid,
2-methyl-5-(2-methyl-4-(((1S,2S)-2-(5-methylpyridin-2-yl)cyclopropyl)methoxy)pyrimidin-5-yl)pyridazin-3(2H)-one,
5-(4-(((1S,2S)-2-(5-methoxypyridin-2-yl)cyclopropyl)methoxy)-2-methylpyrimidin-5-yl)-2-methylpyridazin-3(2H)-one,
4-chloro-5-(4-(((1S,2S)-2-(5-methoxypyridin-2-yl)cyclopropyl)methoxy)-2-methylpyrimidin-5-yl)-2-methylpyridazin-3(2H)-one,
6-methoxy-5-(4-(((1S,2S)-2-(5-methoxypyridin-2-yl)cyclopropyl)methoxy)-2-methylpyrimidin-5-yl)-2-methylpyridazin-3(2H)-one,
6-hydroxy-5-(4-(((1S,2S)-2-(5-methoxypyridin-2-yl)cyclopropyl)methoxy)-2-methylpyrimidin-5-yl)-2-methylpyridazin-3(2H)-one,
3-methyl-6-(2-methyl-4-(((1S,2S)-2-(quinolin-2-yl)cyclopropyl)methoxy)pyrimidin-5-yl)pyrimidin-4(3H)-one,
3-methyl-6-(2-methyl-4-(((1S,2S)-2-(5-methylpyridin-2-yl)cyclopropyl)methoxy)pyrimidin-5-yl)pyrimidin-4(3H)-one,
6-(4-(((1S,2S)-2-(5-methoxypyridin-2-yl)cyclopropyl)methoxy)-2-methylpyrimidin-5-yl)-3-methylpyrimidin-4(3H)-one, or a pharmaceutically acceptable salt thereof.
16. A pharmaceutical composition which comprises a pharmaceutically acceptable carrier and a compound of claim 1 or a pharmaceutically acceptable salt thereof.
17. A method for treating anxiety in a mammalian patient in need thereof which comprises administering to the patient a therapeutically effective amount of a compound of claim 1 or a pharmaceutically acceptable salt thereof.
The claims below are in addition to those above.
All refrences to claim(s) which appear below refer to the numbering after this setence.
I claim:
1. A waterproofing composition, comprising:
about 33 phr to about 250 phr of an organic solvent;
about 10 phr to about 50 phr of a polyindene;
about 50 phr to about 90 phr of a polymer selected from the group consisting of a polymer having olefin monomer units, a copolymer having styrene and olefin monomer units with a styrene-content of about 10 wt. % to about 60 wt. % and mixtures thereof; and
a polymer having styrene monomer units and a styrene content of 60 wt. % or greater.
2. The waterproofing composition of claim 1, wherein the polymer having styrene and olefin monomer units is selected from the group consisting of a styrene-diene-styrene block copolymer, a styrene-ethylene-butylene-styrene block copolymer and mixtures thereof.
3. The waterproofing composition of claim 1, further comprising about 20 phr to about 600 phr of a filler.
4. A waterproofing composition, comprising:
about 33 phr to about 250 phr of an organic solvent;
about 10 phr to about 50 phr of a polyindene;
about 50 phr to about 90 phr of a polymer having styrene and olefin monomer units with a styrene content of about 10 wt. % to about 60 wt. % and a polyolefin homopolymer.
5. The waterproofing composition of claim 4, wherein the polymer having styrene and olefin monomer units is selected from the group consisting of a styrene-diene-styrene block copolymer, a styrene-ethylene-butylene-styrene block copolymer and mixtures thereof.
6. The waterproofing composition of claim 4, wherein the composition further comprises a polymer having styrene monomer units and a styrene content of 60 wt % or greater.