Tri-substituted ureas as cytokine inhibitors
AssigneeThe Procter & Gamble Company
InventorsTodd Andrew Brugel, Jennifer Anne Townes, Michael Philip Clark, Mark Sabat, Adam Golebiowski, Biswanath De
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Abstract
The present invention relates to 1,1,3-tri-substituted ureas which inhibit the extracellular release of inflammatory cytokines, said cytokines responsible for one or more human or higher mammalian disease states. The present invention further relates to compositions comprising said 1,1,3-tri-substituted ureas which inhibit the extracellular release of inflammatory cytokines, and methods for preventing, abating, or otherwise controlling enzymes which are understood to be the active components responsible for the herein described disease states.
Claims63
A compound, or an enantiomeric or a diastereomeric form, or salts thereof, said compound having the formula:
- wherein R has the formula:
- -(L)x-R3
- R3 is chosen from:
- i) substituted or unsubstituted C6-C10 aryl;
- ii) substituted or unsubstituted C1-C10 heteroaryl;
- iii) substituted or unsubstituted C3-C10 carbocyclic;
- or
- iv) substituted or unsubstituted C1-C10 heterocyclic;
- the index x is 0 or 1;
- R1 has the formula:
- -(L1)y-R5
- R5 is a unit chosen from:
- i) substituted or unsubstituted C3-C10 carbocyclic;
- ii) substituted or unsubstituted C6-C10 aryl;
- iii) substituted or unsubstituted C1-C10 heterocyclic;
- and
- iv) substituted or unsubstituted C1-C10 heteroaryl;
- the index y is 0 or 1;
- R2 has the formula:
- -(L2)z-R6
- R6 is a unit chosen from:
- i) hydrogen;
- ii) substituted or unsubstituted C1-C10 linear or branched hydrocarbyl;
- iii) substituted or unsubstituted C3-C10 carbocyclic;
- iv) substituted or unsubstituted C6-C10 aryl;
- v) substituted or unsubstituted C1-C10 heterocyclic;
- and
- vi) substituted or unsubstituted C1-C10 heteroaryl;
- the index z is 0 or 1;
- L, L1 and L2 are linking groups each of which are independently chosen from:
- i) —C(R7)2—;
- ii) —NR7—;
- and
- iii) —O—;
- R7 is hydrogen, C1-C4 alkyl, and mixtures thereof;
- or two R7 units can be taken together to form a carbonyl unit.
A compound, or an enantiomeric or a diastereomeric form, or salts thereof, said compound having the formula:
- wherein R3 is chosen from phenyl, 2-fluorophenyl, 3-fluorophenyl, 4-fluorophenyl, 2,6-difluorophenyl, 2-chlorophenyl, 3-chlorophenyl, 4-chlorophenyl, 2,4-dichlorophenyl, 3,4-dichlorophenyl, 2,6-dichlorophenyl, 2-methylphenyl, 3-methylphenyl, 4-methylphenyl, 2,4-dimethylphenyl, 2,6-dimethylphenyl, 2-methoxyphenyl, 3-methoxyphenyl, 4-methoxyphenyl, 3-trifluoromethylphenyl, or 4-trifluoromethylphenyl;
- R4 is —H, —F, —CH3, —OCH3, —N(CH3)2, or —SCH3;
- the index x is equal to 0 or 1;
- and
- when the index x is equal to 1, L is —CH2—.
A compound, or an enantiomeric or a diasteriomeric form, or salts thereof, said compound having the formula:
- wherein R3 is chosen from phenyl, 2-fluorophenyl, 3-fluorophenyl, 4-fluorophenyl, 2,6-difluorophenyl, 2-chlorophenyl, 3-chlorophenyl, 4-chlorophenyl, 2,4-dichlorophenyl, 3,4-dichlorophenyl, 2,6-dichlorophenyl, 2-methylphenyl, 3-methylphenyl, 4-methylphenyl, 2,4-dimethylphenyl, 2,6-dimethylphenyl, 2-methoxyphenyl, 3-methoxyphenyl, 4-methoxyphenyl, 3-trifluoromethylphenyl, or 4-trifluoromethylphenyl;
- R4 is —H, —F, —CH3, —OCH3, —N(CH3)2, or —SCH3;
- x is equal to 0 or 1;
- and
- when the index x is equal to 1, L is —CH2—.
A compound, or an enantiomeric or a diasteriomeric form, or salts thereof, said compound having the formula:
- wherein R3 is chosen from phenyl, 2-fluorophenyl, 3-fluorophenyl, 4-fluorophenyl, 2,6-difluorophenyl, 2-chlorophenyl, 3-chlorophenyl, 4-chlorophenyl, 2,4-dichlorophenyl, 3,4-dichlorophenyl, 2,6-dichlorophenyl, 2-methylphenyl, 3-methylphenyl, 4-methylphenyl, 2,4-dimethylphenyl, 2,6-dimethylphenyl, 2-methoxyphenyl, 3-methoxyphenyl, 4-methoxyphenyl, 3-trifluoromethylphenyl, or 4-trifluoromethylphenyl;
- R4 is —H, —F, —CH3, —OCH3, —N(CH3)2, or —SCH3;
- x is equal to 0 or 1;
- and
- when the index x is equal to 1, L is —CH2—.
A compound chosen from:
- 1-(4-Fluorophenyl)-1-{2-[(1S)-2-hydroxy-1,2-dimethyl-propylamino]-pyrimidin-4-yl}-3-o-tolyl-urea;
- 1-(4-Fluorophenyl)-1-{2-[(1S)-2-hydroxy-1,2-dimethyl-propylamino]-pyrimidin-4-yl}-3-(2,6-dichlorophenyl)-urea;
- 1-(4-Methoxyphenyl)-1-{2-[(1S)-2-hydroxy-1,2-dimethylpropylamino]-pyrimidin-4-yl}-3-o-tolyl-urea;
- 1-(4-Methoxyphenyl)-1-{2-[(1S)-2-hydroxy-1,2-dimethyl-propylamino]-pyrimidin-4-yl}-3-(2-chlorophenyl)-urea;
- 1-Phenyl-1-{2-[(1S)-2-hydroxy-1,2-dimethylpropylamino]-pyrimidin-4-yl}-3-(2-chlorophenyl)-urea;
- 1-(4-Fluorophenyl)-1-{2-[(1S)-2-hydroxy-1,2-dimethyl-propylamino]-pyrimidin-4-yl}-3-(2-chlorophenyl)-urea;
- 1-(4-Methoxyphenyl)-1-{2-[(1S)-2-hydroxy-1,2-dimethylpropylamino]-pyrimidin-4-yl}-3-(2-methoxybenzyl)-urea;
- 1-(4-Methoxy-phenyl)-1-{2-[(1S)-2-hydroxy-1,2-dimethyl-propylamino]-pyrimidin-4-yl}-3-(2-chlorobenzyl)-urea;
- 1-(4-Methoxyphenyl)-1-{2-[(1S)-2-hydroxy-1,2-dimethylpropylamino]-pyrimidin-4-yl}-3-(2-fluorobenzyl)-urea;
- and
- 1-(4-Fluorophenyl)-1-{2-[(1S)-2-hydroxy-1,2-dimethyl-propyl-amino]-pyrimidin-4-yl}-3-(2-chlorobenzyl)-urea.
A compound chosen from:
- 1-Phenyl-1-{2-[(1S)-2-hydroxy-1,2-dimethyl-propylamino]-pyrimidin-4-yl}-3-o-tolyl-urea;
- 1-Phenyl-1-{2-[(1S)-2-hydroxy-1,2-dimethyl-propylamino]-pyrimidin-4-yl}-3-m-tolyl-urea;
- 1-Phenyl-1-{2-[(1S)-2-hydroxy-1,2-dimethyl-propylamino]-pyrimidin-4-yl}-3-p-tolyl-urea;
- 1-Phenyl-1-{2-[(1S)-2-hydroxy-1,2-dimethyl-propylamino]-pyrimidin-4-yl}-3-(2-fluorophenyl)-urea;
- 1-Phenyl-1-{2-[(1S)-2-hydroxy-1,2-dimethyl-propylamino]-pyrimidin-4-yl}-3-(3-fluorophenyl)-urea;
- 1-Phenyl-1-{2-[(1S)-2-hydroxy-1,2-dimethyl-propylamino]-pyrimidin-4-yl}-3-(4-phenyl)-urea;
- 1-Phenyl-1-{2-[(1S)-2-hydroxy-1,2-dimethyl-propylamino]-pyrimidin-4-yl}-3-(2,3-difluorophenyl)-urea;
- 1-Phenyl-1-{2-[(1S)-2-hydroxy-1,2-dimethyl-propylamino]-pyrimidin-4-yl}-3-(2,4-difluorophenyl)-urea;
- 1-Phenyl-1-{2-[(1S)-2-hydroxy-1,2-dimethyl-propylamino]-pyrimidin-4-yl}-3-(2,5-difluorophenyl)-urea;
- 1-Phenyl-1-{2-[(1S)-2-hydroxy-1,2-dimethyl-propylamino]-pyrimidin-4-yl}-3-(2,6-difluorophenyl)-urea;
- 1-Phenyl-1-{2-[(1S)-2-hydroxy-1,2-dimethyl-propylamino]-pyrimidin-4-yl}-3-(2,3,4-trifluorophenyl)-urea;
- 1-Phenyl-1-{2-[(1S)-2-hydroxy-1,2-dimethyl-propylamino]-pyrimidin-4-yl}-3-(2,3,5-trifluorophenyl)-urea;
- 1-Phenyl-1-{2-[(1S)-2-hydroxy-1,2-dimethyl-propylamino]-pyrimidin-4-yl}-3-(2,3,6-trifluorophenyl)-urea;
- 1-Phenyl-1-{2-[(1S)-2-hydroxy-1,2-dimethyl-propylamino]-pyrimidin-4-yl}-3-(2,4,5-trifluorophenyl)-urea;
- 1-Phenyl-1-{2-[(1S)-2-hydroxy-1,2-dimethyl-propylamino]-pyrimidin-4-yl}-3-(2,4,6-trifluorophenyl)-urea;
- 1-Phenyl-1-{2-[(1S)-2-hydroxy-1,2-dimethyl-propylamino]-pyrimidin-4-yl}-3-(3-chlorophenyl)-urea;
- 1-Phenyl-1-{2-[(1S)-2-hydroxy-1,2-dimethyl-propylamino]-pyrimidin-4-yl}-3-(4-chlorophenyl)-urea;
- 1-Phenyl-1-{2-[(1S)-2-hydroxy-1,2-dimethyl-propylamino]-pyrimidin-4-yl}-3-(2,3-dichlorophenyl)-urea;
- 1-Phenyl-1-{2-[(1S)-2-hydroxy-1,2-dimethyl-propylamino]-pyrimidin-4-yl}-3-(2,4-dichlorophenyl)-urea;
- 1-Phenyl-1-{2-[(1S)-2-hydroxy-1,2-dimethyl-propylamino]-pyrimidin-4-yl}-3-(2,5-dichlorophenyl)-urea;
- 1-Phenyl-1-{2-[(1S)-2-hydroxy-1,2-dimethyl-propylamino]-pyrimidin-4-yl}-3-(2,6-dichlorophenyl)-urea;
- 1-Phenyl-1-{2-[(1S)-2-hydroxy-1,2-dimethyl-propylamino]-pyrimidin-4-yl}-3-(2,3,4-trichlorophenyl)-urea;
- 1-Phenyl-1-{2-[(1S)-2-hydroxy-1,2-dimethyl-propylamino]-pyrimidin-4-yl}-3-(2,3,5-trichlorophenyl)-urea;
- 1-Phenyl-1-{2-[(1S)-2-hydroxy-1,2-dimethyl-propylamino]-pyrimidin-4-yl}-3-(2,3,6-trichlorophenyl)-urea;
- 1-Phenyl-1-{2-[(1S)-2-hydroxy-1,2-dimethyl-propylamino]-pyrimidin-4-yl}-3-(2,4,5-trichlorophenyl)-urea;
- 1-Phenyl-1-{2-[(1S)-2-hydroxy-1,2-dimethyl-propylamino]-pyrimidin-4-yl}-3-(2,4,6-trichlorophenyl)-urea;
- 1-(4-Fluorophenyl)-1-{2-[(1S)-2-hydroxy-1,2-dimethyl-propylamino]-pyrimidin-4-yl}-3-o-tolyl-urea;
- 1-(4-Fluorophenyl)-1-{2-[(1S)-2-hydroxy-1,2-dimethyl-propylamino]-pyrimidin-4-yl}-3-m-tolyl-urea;
- 1-(4-Fluorophenyl)-1-{2-[(1S)-2-hydroxy-1,2-dimethyl-propylamino]-pyrimidin-4-yl}-3-p-tolyl-urea;
- 1-(4-Fluorophenyl)-1-{2-[(1S)-2-hydroxy-1,2-dimethyl-propylamino]-pyrimidin-4-yl}-3-(2-fluorophenyl)-urea;
- 1-(4-Fluorophenyl)-1-{2-[(1S)-2-hydroxy-1,2-dimethyl-propylamino]-pyrimidin-4-yl}-3-(3-fluorophenyl)-urea;
- 1-(4-Fluorophenyl)-1-{2-[(1S)-2-hydroxy-1,2-dimethyl-propylamino]-pyrimidin-4-yl}-3-(4-fluorophenyl)-urea;
- 1-(4-Fluorophenyl)-1-{2-[(1S)-2-hydroxy-1,2-dimethyl-propylamino]-pyrimidin-4-yl}-3-(2,3-difluorophenyl)-urea;
- 1-(4-Fluorophenyl)-1-{2-[(1S)-2-hydroxy-1,2-dimethyl-propylamino]-pyrimidin-4-yl}-3-(2,4-difluorophenyl)-urea;
- 1-(4-Fluorophenyl)-1-{2-[(1S)-2-hydroxy-1,2-dimethyl-propylamino]-pyrimidin-4-yl}-3-(2,5-difluorophenyl)-urea;
- 1-(4-Fluorophenyl)-1-{2-[(1S)-2-hydroxy-1,2-dimethyl-propylamino]-pyrimidin-4-yl}-3-(2,6-difluorophenyl)-urea;
- 1-(4-Fluorophenyl)-1-{2-[(1S)-2-hydroxy-1,2-dimethyl-propylamino]-pyrimidin-4-yl}-3-(2,3,4-trifluorophenyl)-urea;
- 1-(4-Fluorophenyl)-1-{2-[(1S)-2-hydroxy-1,2-dimethyl-propylamino]-pyrimidin-4-yl}-3-(2,3,5-trifluorophenyl)-urea;
- 1-(4-Fluorophenyl)-1-{2-[(1S)-2-hydroxy-1,2-dimethyl-propylamino]-pyrimidin-4-yl}-3-(2,3,6-trifluorophenyl)-urea;
- 1-(4-Fluorophenyl)-1-{2-[(1S)-2-hydroxy-1,2-dimethyl-propylamino]-pyrimidin-4-yl}-3-(2,4,5-trifluorophenyl)-urea;
- 1-(4-Fluorophenyl)-1-{2-[(1S)-2-hydroxy-1,2-dimethyl-propylamino]-pyrimidin-4-yl}-3-(2,4,6-trifluorophenyl)-urea;
- 1-(4-Fluorophenyl)-1-{2-[(1S)-2-hydroxy-1,2-dimethyl-propylamino]-pyrimidin-4-yl}-3-(3-chlorophenyl)-urea;
- 1-(4-Fluorophenyl)-1-{2-[(1S)-2-hydroxy-1,2-dimethyl-propylamino]-pyrimidin-4-yl}-3-(4-chlorophenyl)-urea;
- 1-(4-Fluorophenyl)-1-{2-[(1S)-2-hydroxy-1,2-dimethyl-propylamino]-pyrimidin-4-yl}-3-(2,3-dichlorophenyl)-urea;
- 1-(4-Fluorophenyl)-1-{2-[(1S)-2-hydroxy-1,2-dimethyl-propylamino]-pyrimidin-4-yl}-3-(2,4-dichlorophenyl)-urea;
- 1-(4-Fluorophenyl)-1-{2-[(1S)-2-hydroxy-1,2-dimethyl-propylamino]-pyrimidin-4-yl}-3-(2,5-dichlorophenyl)-urea;
- 1-(4-Fluorophenyl)-1-{2-[(1S)-2-hydroxy-1,2-dimethyl-propylamino]-pyrimidin-4-yl}-3-(2,3,4-trichlorophenyl)-urea;
- 1-(4-Fluorophenyl)-1-{2-[(1S)-2-hydroxy-1,2-dimethyl-propylamino]-pyrimidin-4-yl}-3-(2,3,5-trichlorophenyl)-urea;
- 1-(4-Fluorophenyl)-1-{2-[(1S)-2-hydroxy-1,2-dimethyl-propylamino]-pyrimidin-4-yl}-3-(2,3,6-trichlorophenyl)-urea;
- 1-(4-Fluorophenyl)-1-{2-[(1S)-2-hydroxy-1,2-dimethyl-propylamino]-pyrimidin-4-yl}-3-(2,4,5-trichlorophenyl)-urea;
- 1-(4-Fluorophenyl)-1-{2-[(1S)-2-hydroxy-1,2-dimethyl-propylamino]-pyrimidin-4-yl}-3-(2,4,6-trichlorophenyl)-urea;
- 1-(4-Methoxyphenyl)-1-{2-[(1S)-2-hydroxy-1,2-dimethyl-propylamino]-pyrimidin-4-yl}-3-m-tolyl-urea;
- 1-(4-Methoxyphenyl)-1-{2-[(1S)-2-hydroxy-1,2-dimethyl-propylamino]-pyrimidin-4-yl}-3-p-tolyl-urea;
- 1-(4-Methoxyphenyl)-1-{2-[(1S)-2-hydroxy-1,2-dimethyl-propylamino]-pyrimidin-4-yl}-3-(2-fluorophenyl)-urea;
- 1-(4-Methoxyphenyl)-1-{2-[(1S)-2-hydroxy-1,2-dimethyl-propylamino]-pyrimidin-4-yl}-3-(3-fluorophenyl)-urea;
- 1-(4-Methoxyphenyl)-1-{2-[(1S)-2-hydroxy-1,2-dimethyl-propylamino]-pyrimidin-4-yl}-3-(4-fluorophenyl)-urea;
- 1-(4-Methoxyphenyl)-1-{2-[(1S)-2-hydroxy-1,2-dimethyl-propylamino]-pyrimidin-4-yl}-3-(2,3-difluorophenyl)-urea;
- 1-(4-Methoxyphenyl)-1-{2-[(1S)-2-hydroxy-1,2-dimethyl-propylamino]-pyrimidin-4-yl}-3-(2,4-difluorophenyl)-urea;
- 1-(4-Methoxyphenyl)-1-{2-[(1S)-2-hydroxy-1,2-dimethyl-propylamino]-pyrimidin-4-yl}-3-(2,5-difluorophenyl)-urea;
- 1-(4-Methoxyphenyl)-1-{2-[(1S)-2-hydroxy-1,2-dimethyl-propylamino]-pyrimidin-4-yl}-3-(2,6-difluorophenyl)-urea;
- 1-(4-Methoxyphenyl)-1-{2-[(1S)-2-hydroxy-1,2-dimethyl-propylamino]-pyrimidin-4-yl}-3-(2,3,4-trifluorophenyl)-urea;
- 1-(4-Methoxyphenyl)-1-{2-[(1S)-2-hydroxy-1,2-dimethyl-propylamino]-pyrimidin-4-yl}-3-(2,3,5-trifluorophenyl)-urea;
- 1-(4-Methoxyphenyl)-1-{2-[(1S)-2-hydroxy-1,2-dimethyl-propylamino]-pyrimidin-4-yl}-3-(2,3,6-trifluorophenyl)-urea;
- 1-(4-Methoxyphenyl)-1-{2-[(1S)-2-hydroxy-1,2-dimethyl-propylamino]-pyrimidin-4-yl}-3-(2,4,5-trifluorophenyl)-urea;
- 1-(4-Methoxyphenyl)-1-{2-[(1S)-2-hydroxy-1,2-dimethyl-propylamino]-pyrimidin-4-yl}-3-(2,4,6-trifluorophenyl)-urea;
- 1-(4-Methoxyphenyl)-1-{2-[(1S)-2-hydroxy-1,2-dimethyl-propylamino]-pyrimidin-4-yl}-3-(3-chlorophenyl)-urea;
- 1-(4-Methoxyphenyl)-1-{2-[(1S)-2-hydroxy-1,2-dimethyl-propylamino]-pyrimidin-4-yl}-3-(4-chlorophenyl)-urea;
- 1-(4-Methoxyphenyl)-1-{2-[(1S)-2-hydroxy-1,2-dimethyl-propylamino]-pyrimidin-4-yl}-3-(2,3-dichlorophenyl)-urea;
- 1-(4-Methoxyphenyl)-1-{2-[(1S)-2-hydroxy-1,2-dimethyl-propylamino]-pyrimidin-4-yl}-3-(2,4-dichlorophenyl)-urea;
- 1-(4-Methoxyphenyl)-1-{2-[(1S)-2-hydroxy-1,2-dimethyl-propylamino]-pyrimidin-4-yl}-3-(2,5-dichlorophenyl)-urea;
- 1-(4-Methoxyphenyl)-1-{2-[(1S)-2-hydroxy-1,2-dimethyl-propylamino]-pyrimidin-4-yl}-3-(2,6-dichlorophenyl)-urea;
- 1-(4-Methoxyphenyl)-1-{2-[(1S)-2-hydroxy-1,2-dimethyl-propylamino]-pyrimidin-4-yl}-3-(2,3,4-trichlorophenyl)-urea;
- 1-(4-Methoxyphenyl)-1-{2-[(1S)-2-hydroxy-1,2-dimethyl-propylamino]-pyrimidin-4-yl}-3-(2,3,5-trichlorophenyl)-urea;
- 1-(4-Methoxyphenyl)-1-{2-[(1S)-2-hydroxy-1,2-dimethyl-propylamino]-pyrimidin-4-yl}-3-(2,3,6-trichlorophenyl)-urea;
- 1-(4-Methoxyphenyl)-1-{2-[(1S)-2-hydroxy-1,2-dimethyl-propylamino]-pyrimidin-4-yl}-3-(2,4,5-trichlorophenyl)-urea;
- and
- 1-(4-Methoxyphenyl)-1-{2-[(1S)-2-hydroxy-1,2-dimethyl-propylamino]-pyrimidin-4-yl}-3-(2,4,6-trichlorophenyl)-urea.
A compound chosen from:
- 1-(4-Fluorophenyl)-1-{2-[(1S)-2-hydroxy-1,2-dimethyl-propylamino]-pyrimidin-4-yl}-3-o-methylbenzyl-urea;
- 1-(4-Fluorophenyl)-1-{2-[(1S)-2-hydroxy-1,2-dimethyl-propylamino]-pyrimidin-4-yl}-3-m-methylbenzyl-urea;
- 1-(4-Fluorophenyl)-1-{2-[(1S)-2-hydroxy-1,2-dimethyl-propylamino]-pyrimidin-4-yl}-3-p-methylbenzyl-urea;
- 1-(4-Fluorophenyl)-1-{2-[(1S)-2-hydroxy-1,2-dimethyl-propylamino]-pyrimidin-4-yl}-3-(2-fluorobenzyl)-urea;
- 1-(4-Fluorophenyl)-1-{2-[(1S)-2-hydroxy-1,2-dimethyl-propylamino]-pyrimidin-4-yl}-3-(3-fluorobenzyl)-urea;
- 1-(4-Fluorophenyl)-1-{2-[(1S)-2-hydroxy-1,2-dimethyl-propylamino]-pyrimidin-4-yl}-3-(4-fluorobenzyl)-urea;
- 1-(4-Fluorophenyl)-1-{2-[(1S)-2-hydroxy-1,2-dimethyl-propylamino]-pyrimidin-4-yl}-3-(2,3-difluorobenzyl)-urea;
- 1-(4-Fluorophenyl)-1-{2-[(1S)-2-hydroxy-1,2-dimethyl-propylamino]-pyrimidin-4-yl}-3-(2,4-difluorobenzyl)-urea;
- 1-(4-Fluorophenyl)-1-{2-[(1S)-2-hydroxy-1,2-dimethyl-propylamino]-pyrimidin-4-yl}-3-(2,5-difluorobenzyl)-urea;
- 1-(4-Fluorophenyl)-1-{2-[(1S)-2-hydroxy-1,2-dimethyl-propylamino]-pyrimidin-4-yl}-3-(2,6-difluorobenzyl)-urea;
- 1-(4-Fluorophenyl)-1-{2-[(1S)-2-hydroxy-1,2-dimethyl-propylamino]-pyrimidin-4-yl}-3-(2,3,4-trifluorobenzyl)-urea;
- 1-(4-Fluorophenyl)-1-{2-[(1S)-2-hydroxy-1,2-dimethyl-propylamino]-pyrimidin-4-yl}-3-(2,3,5-trifluorobenzyl)-urea;
- 1-(4-Fluorophenyl)-1-{2-[(1S)-2-hydroxy-1,2-dimethyl-propylamino]-pyrimidin-4-yl}-3-(2,3,6-trifluorobenzyl)-urea;
- 1-(4-Fluorophenyl)-1-{2-[(1S)-2-hydroxy-1,2-dimethyl-propylamino]-pyrimidin-4-yl}-3-(2,4,5-trifluorobenzyl)-urea;
- 1-(4-Fluorophenyl)-1-{2-[(1S)-2-hydroxy-1,2-dimethyl-propylamino]-pyrimidin-4-yl}-3-(2,4,6-trifluorobenzyl)-urea;
- 1-(4-Fluorophenyl)-1-{2-[(1S)-2-hydroxy-1,2-dimethyl-propylamino]-pyrimidin-4-yl}-3-(3-chlorobenzyl)-urea;
- 1-(4-Fluorophenyl)-1-{2-[(1S)-2-hydroxy-1,2-dimethyl-propylamino]-pyrimidin-4-yl}-3-(4-chlorobenzyl)-urea;
- 1-(4-Fluorophenyl)-1-{2-[(1S)-2-hydroxy-1,2-dimethyl-propylamino]-pyrimidin-4-yl}-3-(2,3-dichlorobenzyl)-urea;
- 1-(4-Fluorophenyl)-1-{2-[(1S)-2-hydroxy-1,2-dimethyl-propylamino]-pyrimidin-4-yl }-3-(2,4-dichlorobenzyl)-urea;
- 1-(4-Fluorobenzyl)-1-{2-[(1S)-2-hydroxy-1,2-dimethyl-propylamino]-pyrimidin-4-yl}-3-(2,5-dichlororobenyl)-urea;
- 1-(4-Fluorophenyl)-1-{2-[(1S)-2-hydroxy-1,2-dimethyl-propylamino]-pyrimidin-4-yl}-3-(2,6-dichlorobenzyl)-urea;
- 1-(4-Fluorophenyl)-1-{2-[(1S)-2-hydroxy-1,2-dimethyl-propylamino]-pyrimidin-4-yl}-3-(2,3,4-trichlorobenzyl)-urea;
- 1-(4-Fluorophenyl)-1-{2-[(1S)-2-hydroxy-1,2-dimethyl-propylamino]-pyrimidin-4-yl}-3-(2,3,5-trichlorobenzyl)-urea;
- 1-(4-Fluorophenyl)-1-{2-[(1S)-2-hydroxy-1,2-dimethyl-propylamino]-pyrimidin-4-yl}-3-(2,3,6-trichlorobenzyl)-urea;
- 1-(4-Fluorophenyl)-1-{2-[(1S)-2-hydroxy-1,2-dimethyl-propylamino]-pyrimidin-4-yl}-3-(2,4,5-trichlorobenzyl)-urea;
- 1-(4-Fluorophenyl)-1-{2-[(1S)-2-hydroxy-1,2-dimethyl-propylamino]-pyrimidin-4-yl}-3-(2,4,6-trichlorobenzyl)-urea;
- 1-(4-Methoxyphenyl)-1-{2-[(1S)-2-hydroxy-1,2-dimethyl-propylamino]-pyrimidin-4-yl}-3-(3-chlorobenzyl)-urea;
- 1-(4-Methoxyphenyl)-1-{2-[(1S)-2-hydroxy-1,2-dimethyl-propylamino]-pyrimidin-4-yl}-3-(4-chlorobenzyl)-urea;
- 1-(4-Methoxyphenyl)-1-{2-[(1S)-2-hydroxy-1,2-dimethyl-propylamino]-pyrimidin-4-yl}-3-(2,3-dichlorobenzyl)-urea;
- 1-(4-Methoxyphenyl)-1-{2-[(1S)-2-hydroxy-1,2-dimethyl-propylamino]-pyrimidin-4-yl}-3-(2,4-dichlorobenzyl)-urea;
- 1-(4-Methoxybenzyl)-1-{2-[(1S)-2-hydroxy-1,2-dimethyl-propylamino]-pyrimidin-4-yl}-3-(2,5-difluorobenyl)-urea;
- 1-(4-Methoxyphenyl)-1-{2-[(1S)-2-hydroxy-1,2-dimethyl-propylamino]-pyrimidin-4-yl}-3-(2,6-dichlorobenzyl)-urea;
- 1-(4-Methoxyphenyl)-1-{2-[(1S)-2-hydroxy-1,2-dimethyl-propylamino]-pyrimidin-4-yl}-3-(2,3,4-trichlorobenzyl)-urea;
- 1-(4-Methoxyphenyl)-1-{2-[(1S)-2-hydroxy-1,2-dimethyl-propylamino]-pyrimidin-4-yl}-3-(2,3,5-trichlorobenzyl)-urea;
- 1-(4-Methoxyphenyl)-1-{2-[(1S)-2-hydroxy-1,2-dimethyl-propylamino]-pyrimidin-4-yl}-3-(2,3,6-trichlorobenzyl)-urea;
- 1-(4-Methoxyphenyl)-1-{2-[(1S)-2-hydroxy-1,2-dimethyl-propylamino]-pyrimidin-4-yl}-3-(2,4,5-trichlorobenzyl)-urea;
- and
- 1-(4-Methoxyphenyl)-1-{2-[(1S)-2-hydroxy-1,2-dimethyl-propylamino]-pyrimidin-4-yl}-3-(2,4,6-trichlorobenzyl)-urea.
A compound chosen from:
- 1-(4-Methoxyphenyl)-1-{2-[(1S)-2-methoxy-1-methylethylamino]-pyrimidin-4-yl}-3-(2-chlorobenzyl)-urea;
- 1-(4-Methoxyphenyl)-1-{2-[(1S)-2-methoxy-1-methylethylamino]-pyrimidin-4-yl}-3-(2-methylbenzyl)-urea;
- 1-(4-Methoxyphenyl)-1-{2-[(1S)-2-methoxy-1-methylethylamino]-pyrimidin-4-yl}-3-(2,4-dichlorobenzyl)-urea;
- 1-(4-Methoxyphenyl)-1-{2-[(1S)-2-methoxy-1-methylethylamino]-pyrimidin-4-yl}-3-(3,4-dichlorobenzyl)-urea;
- 1-(4-Ethoxyphenyl)-1-{2-[(1S)-2-methoxy-1-methyl-ethylamino]-pyrimidin-4-yl}-3-(2-chlorobenzyl)-urea;
- 1-(4-Fluorophenyl)-1-{2-[(1S)-2-methoxy-1-methyl-ethylamino]-pyrimidin-4-yl}-3-(2-fluorophenyl)-urea;
- 1-(4-Fluorophenyl)-1-{2-[(1S)-2-methoxy-1-methyl-ethylamino]-pyrimidin-4-yl}-3-(2-chlorophenyl)-urea;
- 1-(4-Fluorophenyl)-1-{2-[(1S)-2-methoxy-1-methylethylamino]-pyrimidin-4-yl}-3-(3-chlorobenzyl)-urea;
- 1-(4-Fluorophenyl)-1-{2-[(1S)-2-methoxy-1-methyl-ethylamino]-pyrimidin-4-yl}-3-(4-trifluoromethylphenyl)-urea;
- 1-(4-Fluorophenyl)-1-{2-[(1S)-2-methoxy-1-methyl-ethylamino]-pyrimidin-4-yl}-3-o-tolyl-urea;
- 1-(4-Dimethylaminophenyl)-1-{2-[(1S)-2-methoxy-1-methyl-ethylamino]-pyrimidin-4-yl}-3-(2-chlorophenyl)-urea;
- 1-(4-Dimethylaminophenyl)-1-{2-[(1S)-2-methoxy-1-methyl-ethylamino]-pyrimidin-4-yl}-3-(3-chlorophenyl)-urea;
- 1-(4-Methylsulfanylphenyl)-1-{2-[(1S)-2-methoxy-1-methylethylamino]-pyrimidin-4-yl}-3-(2-methylbenzyl)-urea;
- and
- 1-(4-Fluorophenyl)-1-{2-[(1S)-2-methoxy-1-methylethylamino]-pyrimidin-4-yl}-3-(2-methylbenzyl)-urea.
A compound chosen from:
- 1-Phenyl-1-{2-[(1S)-2-methoxy-1-methyl-ethylamino]-pyrimidin-4-yl}-3-m-tolyl-urea;
- 1-Phenyl-1-{2-[(1S)-2-methoxy-1-methyl-ethylamino]-pyrimidin-4-yl}-3-p-tolyl-urea;
- 1-Phenyl-1-{2-[(1S)-2-methoxy-1-methyl-ethylamino]-pyrimidin-4-yl}-3-(2-fluorophenyl)-urea;
- 1-Phenyl-1-{2-[(1S)-2-methoxy-1-methyl-ethylamino]-pyrimidin-4-yl}-3-(3-fluorophenyl)-urea;
- 1-Phenyl-1-{2-[(1S)-2-methoxy-1-methyl-ethylamino]-pyrimidin-4-yl}-3-(4-phenyl)-urea;
- 1-Phenyl-1-{2-[(1S)-2-methoxy-1-methyl-ethylamino]-pyrimidin-4-yl}-3-(2,3-difluorophenyl)-urea;
- 1-Phenyl-1-{2-[(1S)-2-methoxy-1-methyl-ethylamino]-pyrimidin-4-yl}-3-(2,4-difluorophenyl)-urea;
- 1-Phenyl-1-{2-[(1S)-2-methoxy-1-methyl-ethylamino]-pyrimidin-4-yl}-3-(2,5-difluorophenyl)-urea;
- 1-Phenyl-1-{2-[(1S)-2-methoxy-1-methyl-ethylamino]-pyrimidin-4-yl}-3-(2,6-difluorophenyl)-urea;
- 1-Phenyl-1-{2-[(1S)-2-methoxy-1-methyl-ethylamino]-pyrimidin-4-yl}-3-(2,3,4-trifluorophenyl)-urea;
- 1-Phenyl-1-{2-[(1S)-2-methoxy-1-methyl-ethylamino]-pyrimidin-4-yl}-3-(2,3,5-trifluorophenyl)-urea;
- 1-Phenyl-1-{2-[(1S)-2-methoxy-1-methyl-ethylamino]-pyrimidin-4-yl}-3-(2,3,6-trifluorophenyl)-urea;
- 1-Phenyl-1-{2-[(1S)-2-methoxy-1-methyl-ethylamino]-pyrimidin-4-yl}-3-(2,4,5-trifluorophenyl)-urea;
- 1-Phenyl-1-{2-[(1S)-2-methoxy-1-methyl-ethylamino]-pyrimidin-4-yl}-3-(2,4,6-trifluorophenyl)-urea;
- 1-Phenyl-1-{2-[(1S)-2-methoxy-1-methyl-ethylamino]-pyrimidin-4-yl}-3-(3-chlorophenyl)-urea;
- 1-Phenyl-1-{2-[(1S)-2-methoxy-1-methyl-ethylamino]-pyrimidin-4-yl}-3-(4-chlorophenyl)-urea;
- 1-Phenyl-1-{2-[(1S)-2-methoxy-1-methyl-ethylamino]-pyrimidin-4-yl}-3-(2,3-dichlorophenyl)-urea;
- 1-Phenyl-1-{2-[(1S)-2-methoxy-1-methyl-ethylamino]-pyrimidin-4-yl}-3-(2,4-dichlorophenyl)-urea;
- 1-Phenyl-1-{2-[(1S)-2-methoxy-1-methyl-ethylamino]-pyrimidin-4-yl}-3-(2,5-dichlorophenyl)-urea;
- 1-Phenyl-1-{2-[(1S)-2-methoxy-1-methyl-ethylamino]-pyrimidin-4-yl}-3-(2,6-dichlorophenyl)-urea;
- 1-Phenyl-1-{2-[(1S)-2-methoxy-1-methyl-ethylamino]-pyrimidin-4-yl}-3-(2,3,4-trichlorophenyl)-urea;
- 1-Phenyl-1-{2-[(1S)-2-methoxy-1-methyl-ethylamino]-pyrimidin-4-yl}-3-(2,3,5-trichlorophenyl)-urea;
- 1-Phenyl-1-{2-[(1S)-2-methoxy-1-methyl-ethylamino]-pyrimidin-4-yl}-3-(2,3,6-trichlorophenyl)-urea;
- 1-Phenyl-1-{2-[(1S)-2-methoxy-1-methyl-ethylamino]-pyrimidin-4-yl}-3-(2,4,5-trichlorophenyl)-urea;
- 1-Phenyl-1-{2-[(1S)-2-methoxy-1-methyl-ethylamino]-pyrimidin-4-yl}-3-(2,4,6-trichlorophenyl)-urea;
- 1-(4-Fluorophenyl)-1-{2-[(1S)-2-methoxy-1-methyl-ethylamino]-pyrimidin-4-yl}-3-m-tolyl-urea;
- 1-(4-Fluorophenyl)-1-{2-[(1S)-2-methoxy-1-methyl-ethylamino]-pyrimidin-4-yl}-3-p-tolyl-urea;
- 1-(4-Fluorophenyl)-1-{2-[(1S)-2-methoxy-1-methyl-ethylamino]-pyrimidin-4-yl}-3-(3-fluorophenyl)-urea;
- 1-(4-Fluorophenyl)-1-{2-[(1S)-2-methoxy-1-methyl-ethylamino]-pyrimidin-4-yl}-3-(4-fluorophenyl)-urea;
- 1-(4-Fluorophenyl)-1-{2-[(1S)-2-methoxy-1-methyl-ethylamino]-pyrimidin-4-yl}-3-(2,3-difluorophenyl)-urea;
- 1-(4-Fluorophenyl)-1-{2-[(1S)-2-methoxy-1-methyl-ethylamino]-pyrimidin-4-yl}-3-(2,4-difluorophenyl)-urea;
- 1-(4-Fluorophenyl)-1-{2-[(1S)-2-methoxy-1-methyl-ethylamino]-pyrimidin-4-yl}-3-(2,5-difluorophenyl)-urea;
- 1-(4-Fluorophenyl)-1-{2-[(1S)-2-methoxy-1-methyl-ethylamino]-pyrimidin-4-yl}-3-(2,6-difluorophenyl)-urea;
- 1-(4-Fluorophenyl)-1-{2-[(1S)-2-methoxy-1-methyl-ethylamino]-pyrimidin-4-yl}-3-(2,3,4-trifluorophenyl)-urea;
- 1-(4-Fluorophenyl)-1-{2-[(1S)-2-methoxy-1-methyl-ethylamino]-pyrimidin-4-yl}-3-(2,3,5-trifluorophenyl)-urea;
- 1-(4-Fluorophenyl)-1-{2-[(1S)-2-methoxy-1-methyl-ethylamino]-pyrimidin-4-yl}-3-(2,3,6-trifluorophenyl)-urea;
- 1-(4-Fluorophenyl)-1-{2-[(1S)-2-methoxy-1-methyl-ethylamino]-pyrimidin-4-yl}-3-(2,4,5-trifluorophenyl)-urea;
- 1-(4-Fluorophenyl)-1-{2-[(1S)-2-methoxy-1-methyl-ethylamino]-pyrimidin-4-yl}-3-(2,4,6-trifluorophenyl)-urea;
- 1-(4-Fluorophenyl)-1-{2-[(1S)-2-methoxy-1-methyl-ethylamino]-pyrimidin-4-yl}-3-(3-chlorophenyl)-urea;
- 1-(4-Fluorophenyl)-1-{2-[(1S)-2-methoxy-1-methyl-ethylamino]-pyrimidin-4-yl}-3-(4-chlorophenyl)-urea;
- 1-(4-Fluorophenyl)-1-{2-[(1S)-2-methoxy-1-methyl-ethylamino]-pyrimidin-4-yl}-3-(2,3-dichlorophenyl)-urea;
- 1-(4-Fluorophenyl)-1-{2-[(1S)-2-methoxy-1-methyl-ethylamino]-pyrimidin-4-yl}-3-(2,4-dichlorophenyl)-urea;
- 1-(4-Fluorophenyl)-1-{2-[(1S)-2-methoxy-1-methyl-ethylamino]-pyrimidin-4-yl}-3-(2,5-dichlorophenyl)-urea;
- 1-(4-Fluorophenyl)-1-{2-[(1S)-2-methoxy-1-methyl-ethylamino]-pyrimidin-4-yl}-3-(2,3,4-trichlorophenyl)-urea;
- 1-(4-Fluorophenyl)-1-{2-[(1S)-2-methoxy-1-methyl-ethylamino]-pyrimidin-4-yl}-3-(2,3,5-trichlorophenyl)-urea;
- 1-(4-Fluorophenyl)-1-{2-[(1S)-2-methoxy-1-methyl-ethylamino]-pyrimidin-4-yl}-3-(2,3,6-trichlorophenyl)-urea;
- 1-(4-Fluorophenyl)-1-{2-[(1S)-2-methoxy-1-methyl-ethylamino]-pyrimidin-4-yl}-3-(2,4,5-trichlorophenyl)-urea;
- 1-(4-Fluorophenyl)-1-{2-[(1S)-2-methoxy-1-methyl-ethylamino]-pyrimidin-4-yl}-3-(2,4,6-trichlorophenyl)-urea;
- 1-(4-Methoxyphenyl)-1-{2-[(1S)-2-methoxy-1-methyl-ethylamino]-pyrimidin-4-yl}-3-m-tolyl-urea;
- 1-(4-Methoxyphenyl)-1-{2-[(1S)-2-methoxy-1-methyl-ethylamino]-pyrimidin-4-yl}-3-p-tolyl-urea;
- 1-(4-Methoxyphenyl)-1-{2-[(1S)-2-methoxy-1-methyl-ethylamino]-pyrimidin-4-yl}-3-(2-fluorophenyl)-urea;
- 1-(4-Methoxyphenyl)-1-{2-[(1S)-2-methoxy-1-methyl-ethylamino]-pyrimidin-4-yl}-3-(3-fluorophenyl)-urea;
- 1-(4-Methoxyphenyl)-1-{2-[(1S)-2-methoxy-1-methyl-ethylamino]-pyrimidin-4-yl}-3-(4-fluorophenyl)-urea;
- 1-(4-Methoxyphenyl)-1-{2-[(1S)-2-methoxy-1-methyl-ethylamino]-pyrimidin-4-yl}-3-(2,3-difluorophenyl)-urea;
- 1-(4-Methoxyphenyl)-1-{2-[(1S)-2-methoxy-1-methyl-ethylamino]-pyrimidin-4-yl}-3-(2,4-difluorophenyl)-urea;
- 1-(4-Methoxyphenyl)-1-{2-[(1S)-2-methoxy-1-methyl-ethylamino]-pyrimidin-4-yl}-3-(2,5-difluorophenyl)-urea;
- 1-(4-Methoxyphenyl)-1-{2-[(1S)-2-methoxy-1-methyl-ethylamino]-pyrimidin-4-yl}-3-(2,6-difluorophenyl)-urea;
- 1-(4-Methoxyphenyl)-1-{2-[(1S)-2-methoxy-1-methyl-ethylamino]-pyrimidin-4-yl}-3-(2,3,4-trifluorophenyl)-urea;
- 1-(4-Methoxyphenyl)-1-{2-[(1S)-2-methoxy-1-methyl-ethylamino]-pyrimidin-4-yl}-3-(2,3,5-trifluorophenyl)-urea;
- 1-(4-Methoxyphenyl)-1-{2-[(1S)-2-methoxy-1-methyl-ethylamino]-pyrimidin-4-yl}-3-(2,3,6-trifluorophenyl)-urea;
- 1-(4-Methoxyphenyl)-1-{2-[(1S)-2-methoxy-1-methyl-ethylamino]-pyrimidin-4-yl}-3-(2,4,5-trifluorophenyl)-urea;
- 1-(4-Methoxyphenyl)-1-{2-[(1S)-2-methoxy-1-methyl-ethylamino]-pyrimidin-4-yl}-3-(2,4,6-trifluorophenyl)-urea;
- 1-(4-Methoxyphenyl)-1-{2-[(1S)-2-methoxy-1-methyl-ethylamino]-pyrimidin-4-yl}-3-(3-chlorophenyl)-urea;
- 1-(4-Methoxyphenyl)-1-{2-[(1S)-2-methoxy-1-methyl-ethylamino]-pyrimidin-4-yl}-3-(4-chlorophenyl)-urea;
- 1-(4-Methoxyphenyl)-1-{2-[(1S)-2-methoxy-1-methyl-ethylamino]-pyrimidin-4-yl}-3-(2,3-dichlorophenyl)-urea;
- 1-(4-Methoxyphenyl)-1-{2-[(1S)-2-methoxy-1-methyl-ethylamino]-pyrimidin-4-yl}-3-(2,4-dichlorophenyl)-urea;
- 1-(4-Methoxyphenyl)-1-{2-[(1S)-2-methoxy-1-methyl-ethylamino]-pyrimidin-4-yl}-3-(2,5-dichlorophenyl)-urea;
- 1-(4-Methoxyphenyl)-1-{2-[(1S)-2-methoxy-1-methyl-ethylamino]-pyrimidin-4-yl}-3-(2,6-dichlorophenyl)-urea;
- 1-(4-Methoxyphenyl)-1-{2-[(1S)-2-methoxy-1-methyl-ethylamino]-pyrimidin-4-yl}-3-(2,3,4-trichlorophenyl)-urea;
- 1-(4-Methoxyphenyl)-1-{2-[(1S)-2-methoxy-1-methyl-ethylamino]-pyrimidin-4-yl}-3-(2,3,5-trichlorophenyl)-urea;
- 1-(4-Methoxyphenyl)-1-{2-[(1S)-2-methoxy-1-methyl-ethylamino]-pyrimidin-4-yl}-3-(2,3,6-trichlorophenyl)-urea;
- 1-(4-Methoxyphenyl)-1-{2-[(1S)-2-methoxy-1-methyl-ethylamino]-pyrimidin-4-yl}-3-(2,4,5-trichlorophenyl)-urea;
- and
- 1-(4-Methoxyphenyl)-1-{2-[(1S)-2-methoxy-1-methyl-ethylamino]-pyrimidin-4-yl}-3-(2,4,6-trichlorophenyl)-urea.
A compound chosen from:
- 1-(4-Fluorophenyl)-1-{2-[(1S)-2-methoxy-1-methyl-ethylamino]-pyrimidin-4-yl}-3-m-methylbenzyl-urea;
- 1-(4-Fluorophenyl)-1-{2-[(1S)-2-methoxy-1-methyl-ethylamino]-pyrimidin-4-yl}-3-p-methylbenzyl-urea;
- 1-(4-Fluorophenyl)-1-{2-[(1S)-2-methoxy-1-methyl-ethylamino]-pyrimidin-4-yl}-3-(2-fluorobenzyl)-urea;
- 1-(4-Fluorophenyl)-1-{2-[(1S)-2-methoxy-1-methyl-ethylamino]-pyrimidin-4-yl}-3-(3-fluorobenzyl)-urea;
- 1-(4-Fluorophenyl)-1-{2-[(1S)-2-methoxy-1-methyl-ethylamino]-pyrimidin-4-yl}-3-(4-fluorobenzyl)-urea;
- 1-(4-Fluorophenyl)-1-{2-[(1S)-2-methoxy-1-methyl-ethylamino]-pyrimidin-4-yl}-3-(2,3-difluorobenzyl)-urea;
- 1-(4-Fluorophenyl)-1-{2-[(1S)-2-methoxy-1-methyl-ethylamino]-pyrimidin-4-yl}-3-(2,4-difluorobenzyl)-urea;
- 1-(4-Fluorophenyl)-1-{2-[(1S)-2-methoxy-1-methyl-ethylamino]-pyrimidin-4-yl}-3-(2,5-difluorobenzyl)-urea;
- 1-(4-Fluorophenyl)-1-{2-[(1S)-2-methoxy-1-methyl-ethylamino]-pyrimidin-4-yl}-3-(2,6-difluorobenzyl)-urea;
- 1-(4-Fluorophenyl)-1-{2-[(1S)-2-methoxy-1-methyl-ethylamino]-pyrimidin-4-yl}-3-(2,3,4-trifluorobenzyl)-urea;
- 1-(4-Fluorophenyl)-1-{2-[(1S)-2-methoxy-1-methyl-ethylamino]-pyrimidin-4-yl}-3-(2,3,5-trifluorobenzyl)-urea;
- 1-(4-Fluorophenyl)-1-{2-[(1S)-2-methoxy-1-methyl-ethylamino]-pyrimidin-4-yl}-3-(2,3,6-trifluorobenzyl)-urea;
- 1-(4-Fluorophenyl)-1-{2-[(1S)-2-methoxy-1-methyl-ethylamino]-pyrimidin-4-yl}-3-(2,4,5-trifluorobenzyl)-urea;
- 1-(4-Fluorophenyl)-1-{2-[(1S)-2-methoxy-1-methyl-ethylamino]-pyrimidin-4-yl}-3-(2,4,6-trifluorobenzyl)-urea;
- 1-(4-Fluorophenyl)-1-{2-[(1S)-2-methoxy-1-methyl-ethylamino]-pyrimidin-4-yl}-3-(3-chlorobenzyl)-urea;
- 1-(4-Fluorophenyl)-1-{2-[(1S)-2-methoxy-1-methyl-ethylamino]-pyrimidin-4-yl}-3-(4-chlorobenzyl)-urea;
- 1-(4-Fluorophenyl)-1-{2-[(1S)-2-methoxy-1-methyl-ethylamino]-pyrimidin-4-yl}-3-(2,3-dichlorobenzyl)-urea;
- 1-(4-Fluorophenyl)-1-{2-[(1S)-2-methoxy-1-methyl-ethylamino]-pyrimidin-4-yl}-3-(2,4-dichlorobenzyl)-urea;
- 1-(4-Fluorobenzyl)-1-{2-[(1S)-2-methoxy-1-methyl-ethylamino]-pyrimidin-4-yl}-3-(2,5-difluorophenyl)-urea;
- 1-(4-Fluorophenyl)-1-{2-[(1S)-2-methoxy-1-methyl-ethylamino]-pyrimidin-4-yl}-3-(2,6-dichlorobenzyl)-urea;
- 1-(4-Fluorophenyl)-1-{2-[(1S)-2-methoxy-1-methyl-ethylamino]-pyrimidin-4-yl}-3-(2,3,4-trichlorobenzyl)-urea;
- 1-(4-Fluorophenyl)-1-{2-[(1S)-2-methoxy-1-methyl-ethylamino]-pyrimidin-4-yl}-3-(2,3,5-trichlorobenzyl)-urea;
- 1-(4-Fluorophenyl)-1-{2-[(1S)-2-methoxy-1-methyl-ethylamino]-pyrimidin-4-yl}-3-(2,3,6-trichlorobenzyl)-urea;
- 1-(4-Fluorophenyl)-1-{2-[(1S)-2-methoxy-1-methyl-ethylamino]-pyrimidin-4-yl}-3-(2,4,5-trichlorobenzyl)-urea;
- 1-(4-Fluorophenyl)-1-{2-[(1S)-2-methoxy-1-methyl-ethylamino]-pyrimidin-4-yl}-3-(2,4,6-trichlorobenzyl)-urea;
- 1-(4-Methoxyphenyl)-1-{2-[(1S)-2-methoxy-1-methyl-ethylamino]-pyrimidin-4-yl}-3-(3-chlorobenzyl)-urea;
- 1-(4-Methoxyphenyl)-1-{2-[(1S)-2-methoxy-1-methyl-ethylamino]-pyrimidin-4-yl}-3-(4-chlorobenzyl)-urea;
- 1-(4-Methoxyphenyl)-1-{2-[(1S)-2-methoxy-1-methyl-ethylamino]-pyrimidin-4-yl}-3-(2,3-dichlorobenzyl)-urea;
- 1-(4-Methoxyphenyl)-1-{2-[(1S)-2-methoxy-1-methyl-ethylamino]-pyrimidin-4-yl}-3-(2,4-dichlorobenzyl)-urea;
- 1-(4-Methoxybenzyl)-1-{2-[(1S)-2-methoxy-1-methyl-ethylamino]-pyrimidin-4-yl}-3-(2,5-difluorophenyl)-urea;
- 1-(4-Methoxyphenyl)-1-{2-[(1S)-2-methoxy-1-methyl-ethylamino]-pyrimidin-4-yl}-3-(2,6-dichlorobenzyl)-urea;
- 1-(4-Methoxyphenyl)-1-{2-[(1S)-2-methoxy-1-methyl-ethylamino]-pyrimidin-4-yl}-3-(2,3,4-trichlorobenzyl)-urea;
- 1-(4-Methoxyphenyl)-1-{2-[(1S)-2-methoxy-1-methyl-ethylamino]-pyrimidin-4-yl}-3-(2,3,5-trichlorobenzyl)-urea;
- 1-(4-Methoxyphenyl)-1-{2-[(1S)-2-methoxy-1-methyl-ethylamino]-pyrimidin-4-yl}-3-(2,3,6-trichlorobenzyl)-urea;
- 1-(4-Methoxyphenyl)-1-{2-[(1S)-2-methoxy-1-methyl-ethylamino]-pyrimidin-4-yl}-3-(2,4,5-trichlorobenzyl)-urea;
- and
- 1-(4-Methoxyphenyl)-1-{2-[(1S)-2-methoxy-1-methyl-ethylamino]-pyrimidin-4-yl}-3-(2,4,6-trichlorobenzyl)-urea.
A compound chosen from:
- 1-(2-Fluorophenyl)-1-{2-[(1S)-1-phenyl-ethylamino]-pyrimidin-4-yl}-3-(2-chlorophenyl)-urea;
- 1-(3-Fluorophenyl)-1-{2-[(1S)-1-phenyl-ethylamino]-pyrimidin-4-yl}-3-(2-chlorophenyl)-urea;
- 1-(4-Fluorophenyl)-1-{2-[(1S)-1-phenyl-ethylamino]-pyrimidin-4-yl}-3-(2-chlorophenyl)-urea;
- 1-(4-Dimethylaminophenyl)-1-{2-[(1S)-1-phenyl-ethylamino]-pyrimidin-4-yl}-3-(2-chlorophenyl)-urea;
- and
- 1-(4-Dimethylaminophenyl)-1-{2-[(1S)-1-phenyl-ethylamino]-pyrimidin-4-yl}-3-o-tolyl-urea.
A compound chosen from:
- 1-(2-Fluorophenyl)-1-{2-[(1S)-1-phenyl-ethylamino]-pyrimidin-4-yl}-3-phenyl-urea;
- 1-(3-Fluorophenyl)-1-{2-[(1S)-1-phenyl-ethylamino]-pyrimidin-4-yl}-3-phenyl-urea;
- 1-(4-Fluorophenyl)-1-{2-[(1S)-1-phenyl-ethylamino]-pyrimidin-4-yl}-3-phenyl-urea;
- 1-(2-Fluorophenyl)-1-{2-[(1S)-1-phenyl-ethylamino]-pyrimidin-4-yl}-3-(3-fluorophenyl)-urea;
- 1-(2-Fluorophenyl)-1-{2-[(1S)-1-phenyl-ethylamino]-pyrimidin-4-yl}-3-(4-fluorophenyl)-urea;
- 1-(2-Fluorophenyl)-1-{2-[(1S)-1-phenyl-ethylamino]-pyrimidin-4-yl}-3-(2,6-difluorophenyl)-urea;
- 1-(3-Fluorophenyl)-1-{2-[(1S)-1-phenyl-ethylamino]-pyrimidin-4-yl}-3-(3-fluorophenyl)-urea;
- 1-(3-Fluorophenyl)-1-{2-[(1S)-1-phenyl-ethylamino]-pyrimidin-4-yl}-3-(4-fluorophenyl)-urea;
- 1-(3-Fluorophenyl)-1-{2-[(1S)-1-phenyl-ethylamino]-pyrimidin-4-yl}-3-(2,6-difluorophenyl)-urea;
- 1-(4-Fluorophenyl)-1-{2-[(1S)-1-phenyl-ethylamino]-pyrimidin-4-yl}-3-(2-fluorophenyl)-urea;
- 1-(4-Fluorophenyl)-1-{2-[(1S)-1-phenyl-ethylamino]-pyrimidin-4-yl}-3-(3-fluorophenyl)-urea;
- 1-(4-Fluorophenyl)-1-{2-[(1S)-1-phenyl-ethylamino]-pyrimidin-4-yl}-3-(4-fluorophenyl)-urea;
- 1-(4-Fluorophenyl)-1-{2-[(1S)-1-phenyl-ethylamino]-pyrimidin-4-yl}-3-(2,6-difluorophenyl)-urea;
- 1-(2-Fluorophenyl)-1-{2-[(1S)-1-phenyl-ethylamino]-pyrimidin-4-yl}-3-(3-chlorophenyl)-urea;
- 1-(2-Fluorophenyl)-1-{2-[(1S)-1-phenyl-ethylamino]-pyrimidin-4-yl}-3-(4-chlorophenyl)-urea;
- 1-(2-Fluorophenyl)-1-{2-[(1S)-1-phenyl-ethylamino]-pyrimidin-4-yl}-3-(2,6-dichlorophenyl)-urea;
- 1-(3-Fluorophenyl)-1-{2-[(1S)-1-phenyl-ethylamino]-pyrimidin-4-yl}-3-(3-chlorophenyl)-urea;
- 1-(3-Fluorophenyl)-1-{2-[(1S)-1-phenyl-ethylamino]-pyrimidin-4-yl}-3-(4-chlorophenyl)-urea;
- 1-(3-Fluorophenyl)-1-{2-[(1S)-1-phenyl-ethylamino]-pyrimidin-4-yl}-3-(2,6-dichlorophenyl)-urea;
- 1-(4-Fluorophenyl)-1-{2-[(1S)-1-phenyl-ethylamino]-pyrimidin-4-yl}-3-(2-chlorophenyl)-urea;
- 1-(4-Fluorophenyl)-1-{2-[(1S)-1-phenyl-ethylamino]-pyrimidin-4-yl}-3-(3-chlorophenyl)-urea;
- 1-(4-Fluorophenyl)-1-{2-[(1S)-1-phenyl-ethylamino]-pyrimidin-4-yl}-3-(4-chlorophenyl)-urea;
- 1-(4-Fluorophenyl)-1-{2-[(1S)-1-phenyl-ethylamino]-pyrimidin-4-yl}-3-(2,6-dichlorophenyl)-urea;
- 1-(2-Dimethylaminophenyl)-1-{2-[(1S)-1-phenyl-ethylamino]-pyrimidin-4-yl}-3-phenyl-urea;
- 1-(3-Dimethylaminophenyl)-1-{2-[(1S)-1-phenyl-ethylamino]-pyrimidin-4-yl}-3-phenyl-urea;
- 1-(4-Dimethylaminophenyl)-1-{2-[(1S)-1-phenyl-ethylamino]-pyrimidin-4-yl}-3-phenyl-urea;
- 1-(2-Dimethylaminophenyl)-1-{2-[(1S)-1-phenyl-ethylamino]-pyrimidin-4-yl}-3-(3-fluorophenyl)-urea;
- 1-(2-Dimethylaminophenyl)-1-{2-[(1S)-1-phenyl-ethylamino]-pyrimidin-4-yl}-3-(4-fluorophenyl)-urea;
- 1-(2-Dimethylaminophenyl)-1-{2-[(1S)-1-phenyl-ethylamino]-pyrimidin-4-yl}-3-(2,6-difluorophenyl)-urea;
- 1-(3-Dimethylaminophenyl)-1-{2-[(1S)-1-phenyl-ethylamino]-pyrimidin-4-yl}-3-(3-fluorophenyl)-urea;
- 1-(3-Dimethylaminophenyl)-1-{2-[(1S)-1-phenyl-ethylamino]-pyrimidin-4-yl}-3-(4-fluorophenyl)-urea;
- 1-(3-Dimethylaminophenyl)-1-{2-[(1S)-1-phenyl-ethylamino]-pyrimidin-4-yl}-3-(2,6-difluorophenyl)-urea;
- 1-(4-Dimethylaminophenyl)-1-{2-[(1S)-1-phenyl-ethylamino]-pyrimidin-4-yl }-3-(2-fluorophenyl)-urea;
- 1-(4-Dimethylaminophenyl)-1-{2-[(1S)-1-phenyl-ethylamino]-pyrimidin-4-yl}-3-(3-fluorophenyl)-urea;
- 1-(4-Dimethylaminophenyl)-1-{2-[(1S)-1-phenyl-ethylamino]-pyrimidin-4-yl}-3-(4-fluorophenyl)-urea;
- 1-(4-Dimethylaminophenyl)-1-{2-[(1S)-1-phenyl-ethylamino]-pyrimidin-4-yl}-3-(2,6-difluorophenyl)-urea;
- 1-(2-Dimethylaminophenyl)-1-{2-[(1S)-1-phenyl-ethylamino]-pyrimidin-4-yl}-3-(3-chlorophenyl)-urea;
- 1-(2-Dimethylaminophenyl)-1-{2-[(1S)-1-phenyl-ethylamino]-pyrimidin-4-yl}-3-(4-chlorophenyl)-urea;
- 1-(2-Dimethylaminophenyl)-1-{2-[(1S)-1-phenyl-ethylamino]-pyrimidin-4-yl}-3-(2,6-dichlorophenyl)-urea;
- 1-(3-Dimethylaminophenyl)-1-{2-[(1S)-1-phenyl-ethylamino]-pyrimidin-4-yl}-3-(3-chlorophenyl)-urea;
- 1-(3-Dimethylaminophenyl)-1-{2-[(1S)-1-phenyl-ethylamino]-pyrimidin-4-yl}-3-(4-chlorophenyl)-urea;
- 1-(3-Dimethylaminophenyl)-1-{2-[(1S)-1-phenyl-ethylamino]-pyrimidin-4-yl}-3-(2,6-dichlorophenyl)-urea;
- 1-(4-Dimethylaminophenyl)-1-{2-[(1S)-1-phenyl-ethylamino]-pyrimidin-4-yl}-3-(2-chlorophenyl)-urea;
- 1-(4-Dimethylaminophenyl)-1-{2-[(1S)-1-phenyl-ethylamino]-pyrimidin-4-yl}-3-(3-chlorophenyl)-urea;
- 1-(4-Dimethylaminophenyl)-1-{2-[(1S)-1-phenyl-ethylamino]-pyrimidin-4-yl}-3-(4-chlorophenyl)-urea;
- 1-(4-Dimethylaminophenyl)-1-{2-[(1S)-1-phenyl-ethylamino]-pyrimidin-4-yl}-3-(2,6-dichlorophenyl)-urea;
- 1-(2-Dimethylaminophenyl)-1-{2-[(1S)-1-phenyl-ethylamino]-pyrimidin-4-yl}-3-o-tolyl-urea;
- 1-(2-Dimethylaminophenyl)-1-{2-[(1S)-1-phenyl-ethylamino]-pyrimidin-4-yl}-3-m-tolyl-urea;
- 1-(2-Dimethylaminophenyl)-1-{2-[(1S)-1-phenyl-ethylamino]-pyrimidin-4-yl}-3-p-tolyl-urea;
- 1-(3-Dimethylaminophenyl)-1-{2-[(1S)-1-phenyl-ethylamino]-pyrimidin-4-yl}-3-o-tolyl-urea;
- 1-(3-Dimethylaminophenyl)-1-{2-[(1S)-1-phenyl-ethylamino]-pyrimidin-4-yl}-3-m-tolyl-urea;
- 1-(3-Dimethylaminophenyl)-1-{2-[(1S)-1-phenyl-ethylamino]-pyrimidin-4-yl}-3-p-tolyl-urea;
- 1-(4-Dimethylaminophenyl)-1-{2-[(1S)-1-phenyl-ethylamino]-pyrimidin-4-yl}-3-m-tolyl-urea;
- and
- 1-(4-Dimethylaminophenyl)-1-{2-[(1S)-1-phenyl-ethylamino]-pyrimidin-4-yl}-3-p-tolyl-urea.
A compound chosen from:
- 1-(4-Fluorophenyl)-1-(2-dimethylamino-pyrimidin-4-yl)-3-(2-chlorobenzyl)-urea;
- 1-(4-Methoxyphenyl)-1-(2-methylamino-pyrimidin-4-yl)-3-(2-chlorobenzyl)-urea;
- 1-(4-Methoxy-phenyl)-1-(2-isopropylamino-pyrimidin-4-yl)-3-(2-chlorobenzyl)-urea;
- 1-(4-Fluoro-phenyl)-1-[2-(2,6-difluorophenylamino)-pyrimidin-4-yl]-3-(2-chlorobenzyl)-urea;
- 1-(1-Benzyl-piperidin-4-yl)-1-{2-[(1S)1-phenyl-ethylamino]-pyrimidin-4-yl}-3-(2-chlorophenyl)-urea;
- 1-(4-Fluorophenyl)-1-(2-benzylamino-pyrimidin-4-yl)-3-(2-chlorophenyl)-urea;
- 1-(4-methoxyphenyl)-1-{2-[(1S)-2-methoxy-1-methylethylamino]-pyrimidin-4-yl}-3-cyclohexyl-urea;
- 1-(4-Fluorophenyl)-1-[2-(3-methyl-2,5-dioxo-2,5-dihydro-pyrrol-1-ylamino)-pyrimidin-4-yl]-3-(2-chlorophenyl)-urea;
- 1-(4-Fluorophenyl)-1-(2-isopropylamino-pyrimidin-4-yl)-3-pyridin-2-ylmethyl-urea;
- 1-(2-Methoxyphenyl)-1-{2-[(1S)-2-methoxy-1-methylethylamino]-pyrimidin-4-yl}-3-cyclopentyl-urea;
- 1-(3-Fluorophenyl)-1-{2-[(1S)-2-methoxy-1-methylethylamino]-pyrimidin-4-yl}-3-cyclohexyl-urea;
- 1-(3,5-Dichlorophenyl)-1-{2-[(1S)-2-methoxy-1-methylethylamino]-pyrimidin-4-yl}-3-(pyridine-2-yl)-urea;
- 1-(3-Methylphenyl)-1-{2-[(1S)-2-methoxy-1-methylethylamino]-pyrimidin-4-yl}-3-cyclohexyl-urea;
- and
- 1-(4-Methoxyphenyl)-1-{2-[(1S)-2-methoxy-1-methylethylamino]-pyrimidin-4-yl}-3-(pyridin-4-ylmethyl)-urea.
A compound chosen from:
- 1-(4-Fluorophenyl)-1-[2-(4-methyl-piperazin-1-yl)-pyrimidin-4-yl]-3-(2-chlorophenyl)-urea;
- 1-(4-Fluorophenyl)-1-(2-morpholin-4-yl-pyrimidin-4-yl)-3-(2-chlorophenyl)-urea;
- 4-{4-[3-(2-Chlorophenyl)-1-(4-fluorophenyl)-ureido]-pyrimidin-2-ylamino}-piperidine-1-carboxylic acid ethyl ester;
- 1-(4-Fluorophenyl)-1-[2-(tetrahydro-pyran-4-ylamino)-pyrimidin-4-yl]-3-(2-chlorophenyl)-urea;
- 1-(4-Fluorophenyl)-1-{2-[1-(propane-1-sulfanyl)-piperidin-4-ylamino]-pyrimidin-4-yl}-3-(2-chlorophenyl)-urea;
- and
- 1-(4-Fluorophenyl)-1-[2-(tetrahydro-pyran-4-ylamino)-pyrimidin-4-yl]-3-(2-chlorobenzyl)-urea.
A composition comprising:
- a) an effective amount of a compound, or an enantiomeric or a diasteriomeric form, or salts thereof, said compound having the formula:
- wherein R has the formula:
- -(L)x-R3
- R3 is chosen from:
- i) substituted or unsubstituted C6-C10 aryl;
- ii) substituted or unsubstituted C1-C10 heteroaryl;
- iii) substituted or unsubstituted C3-C10 carbocyclic;
- or
- iv) substituted or unsubstituted C1-C10 heterocyclic;
- the index x is 0 or 1;
- R1 has the formula:
- -(L1)y-R5
- R5 is a unit selected from the group consisting of:
- i) substituted or unsubstituted C3-C10 carbocyclic;
- ii) substituted or unsubstituted C6-C10 aryl;
- iii) substituted or unsubstituted C1-C10 heterocyclic;
- and
- iv) substituted or unsubstituted C1-C10 heteroaryl;
- the index y is 0 or 1;
- R2 has the formula:
- -(L2)z-R6
- R6 is a unit selected from the group consisting of:
- i) hydrogen;
- ii) substituted or unsubstituted C1-C10 linear or branched hydrocarbyl;
- iii) substituted or unsubstituted C3-C10 carbocyclic;
- iv) substituted or unsubstituted C6-C10 aryl;
- v) substituted or unsubstituted C1-C10 heterocyclic;
- and
- vi) substituted or unsubstituted C1-C10 heteroaryl;
- the index z is 0 or 1;
- L, L1 and L2 are linking groups each of which are independently selected from the group consisting of:
- i) —C(R7)2—;
- ii) —NR7—;
- and
- iii) —O—;
- R7 is hydrogen, C1-C4 alkyl, and mixtures thereof;
- or two R7 units can be taken together to form a carbonyl unit;
- and
- b) one or more excipients.
Dependencies are inferred from the claim text.