Pyrimidine carboxamide derivatives
AssigneeHubert Maehr
InventorHubert Maehr
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Abstract
The invention relates to a compound of the formula wherein the substituents are as defined herein, and a pharmaceutically acceptable salt of the compound of formula (1). The compounds of formula (1) and their salts possess inflammation inhibiting properties and are therefore useful in the treatment and prevention of conditions related to inflammations such as inflammatory joint diseases. The compounds of formula (1) are also useful for the treatment of diseases where chronic inflammation is the underlying cause. This application relates to compounds of formula (1), methods for their preparation, pharmaceutical compositions comprising these compounds, and their use for the preparation of a medicament for the treatment of humans and animals.
Claims8
A pyrimidine carboxamide derivative compound of formula
- wherein
- R1 is 3,5-di-tert-butyl-4-hydroxyphenyl or 4,6-di-tert-butyl-5-hydroxypyrimidin-2-yl;
- R2 is H, alkyl, deuteroalkyl, carboxyalkyl, carboxy(amino)alkyl, aminoalkyl, aminocarbonylalkyl, haloalkyl, hydroxyalkyl, alkoxyalkyl, halo, thio, hydroxy, cyano, carboxy, carbamoyl, alkylsulfanyl, alkylsulfinyl, alkylsulfonyl, and alkoxy;
- if R1 is 4,6-di-tert-butyl-5-hydroxypyrimidin-2-yl, R2 is also amino;
- R3 is H, lower alkyl, deuteroalkyl, or halo(lower)alkyl;
- R4 is H, hydroxy, alkyl, deuteroalkyl, aminoalkyl, cyanoalkyl, haloalkyl, hydroxyalkyl, carboxyalkyl, alkoxyalkyl, lower alkoxy, deuteroalkoxy, or aryloxy;
- R5 is H, alkyl, deuteroalkyl, haloalkyl, hydroxyalkyl, alkoxycarbonylalkyl, aminocarbonylalkyl, aminosulfonylalkyl, carboxy(amino)alkyl, alkylcarbonylalkyl, alkylcarbonyl, arylcarbonyl, alkoxycarbonyl, alkylsulfonyl, or arylsulfonyl.
A pharmaceutical composition containing a compound of the formula (1), selected from the group consisting of
- 4-(3,5-ditert-butyl-4-hydroxy-phenyl)-N,2-dimethyl-pyrimidine-5-carboxamide;
- 4-(3,5-ditert-butyl-4-hydroxy-phenyl)-N-ethyl-2-methyl-pyrimidine-5-carboxamide;
- 4-(3,5-ditert-butyl-4-hydroxy-phenyl)-2-methoxy-N-methyl-pyrimidine-5-carboxamide;
- 4-(3,5-ditert-butyl-4-hydroxy-phenyl)-N,2,6-trimethyl-pyrimidine-5-carboxamide;
- 4-(3,5-ditert-butyl-4-hydroxy-phenyl)-N-hydroxy-N,2-dimethyl-pyrimidine-5-carboxamide;
- 4-(4,6-ditert-butyl-5-hydroxy-pyrimidin-2-yl)-N,2-dimethyl-pyrimidine-5-carboxamide;
- 4-(4,6-ditert-butyl-5-hydroxy-pyrimidin-2-yl)-N-ethyl-2-methyl-pyrimidine-5-carboxamide;
- 4-(4,6-ditert-butyl-5-hydroxy-pyrimidin-2-yl)-2-methoxy-N-methyl-pyrimidine-5-carboxamide;
- 4-(4,6-ditert-butyl-5-hydroxy-pyrimidin-2-yl)-2-dimethylamino-N-methyl-pyrimidine-5-carboxamide;
- and
- 4-(4,6-ditert-butyl-5-hydroxy-pyrimidin-2-yl)-N-hydroxy-N,2-dimethyl-pyrimidine-5-carboxamide, and containing an inert carrier.
The pharmaceutical composition of claim 8, wherein the compound of formula (1) is 4-(3,5-ditert-butyl-4-hydroxy-phenyl)-N,2-dimethyl-pyrimidine-5-carboxamide.
Dependencies are inferred from the claim text.