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US 2008/0269293 A1Published application
Pyrazole derivatives as anti-platelet and anti-thrombotic agents
AssigneePfizer Inc.
InventorsLiguo Chi, Chulho Choi, Andrew G. Geyer, Robert M. Kennedy, Jeffery A. Pfefferkorn, Roy T. Winters
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Abstract
This invention relates to novel compounds of formula (I) or stereoisomers or pharmaceutically acceptable salts thereof wherein Y, R1 through R9, and X1 through X7 are as defined in the specification, pharmaceutical compositions containing said compounds useful as P2Y1 antagonists, and to methods of treating thromboembolic disorders.
Claims23
A compound of the formula
- wherein
- X1, X2, X3, X4, X5, X6, and X7 are each independently CH or N, with the proviso that no more than two of X1, X2, X3, X4 can be N at the same time;
- Y is oxy or thio;
- R1, R2, R3, R4, R5, and R6 are each independently —H, C1-C6 alkyl, C5-C8 cycloalkyl, cycloheteroalkyl, hydroxy, C1-C6 alkoxy, halo, —CF3, —CF2CF3, —OCF3, —OCF2CF3, —OCF2CF2H, optionally substituted phenyl, —SiMe3, —(CR10R11), —OR12, —SR13, —CN, —NO2, —(CR10R11)nNR14R15 (CR10R11)—C(O)R12, —(CR10R11)n—CO2R12, —(CR10R11)n—C(O)—NR14R15, or —S(O)pR16;
- R7 is —H, C1-C4 alkyl, halo, —CF3, or —(CR10R11)—CO2R12;
- R8 and R9 are each independently —H, C1-C6 alkyl, hydroxy, C1-C6 alkoxy, halo, —CF3, or —SR13 and are each only bound to a carbon atom;
- R10 and R11 are each independently at each occurrence —H, C1-C4 alkyl, or halo;
- R12 and R13 are each independently at each occurrence —H or C1-C6 alkyl;
- R14 and R15 are each independently at each occurrence —H, C1-C6 alkyl, —C(O)(C1-C6 alkyl), —S(O)p(C1-C6 alkyl), or R14 and R15, taken together in combination with the nitrogen to which they are attached combine to form a piperidinyl or pyrrolidinyl ring;
- R16 is —H, C1-C4 alkyl;
- n, at each occurrence, is selected from 0, 1, 2, 3, and 4;
- and
- p, at each occurrence, is selected from 0, 1, and 2;
- or a stereoisomer or a pharmaceutically acceptable salt thereof.
11 more elements
A compound of formula (IA)
- wherein X1 and X3 are each independently CH or N;
- Y is oxy or thio;
- R1a, R2a, and R3a are each independently —H, C1-C6 alkyl, C1-C6 alkoxy, halo, —CF3, —OCF3, —SR13, and —(CR10R11)n—CO2R12;
- R4, R5, and R6 are each independently —H, C1-C6 alkyl, C5-C8 cycloalkyl, cycloheteroalkyl, hydroxy, C1-C6 alkoxy, halo, —CF3, —CF2CF3, —OCF3, —OCF2CF3, —OCF2CF2H, optionally substituted phenyl, —SiMe3, —(CR10R11)n-OR12, —SR13, —CN, —NO2, —(CR10R11)nNR14R15, —(CR10R11)n-C(O)R12, —(CR10R11)nCO2R12, —(CR10R11)n-C(O)—NR14R15, or —S(O)pR16;
- R7a is —H, C1-C4 alkyl, halo, or —CF3;
- R8a and R9a are each independently —H, C1-C6 alkyl, hydroxy, C1-C6 alkoxy, halo, or —CF3;
- R10 and R11 are each independently at each occurrence —H, C1-C4 alkyl, or halo;
- R12 and R13 are each independently at each occurrence —H or C1-C6 alkyl;
- R14 and R15 are each independently at each occurrence —H, C1-C6 alkyl, —C(O)(C1-C6 alkyl), —S(O)p(C1-C6 alkyl), or R14 and R15, taken together in combination with the nitrogen to which they are attached combine to form a piperidinyl or pyrrolidinyl ring;
- R16 is —H, C1-C4 alkyl;
- n, at each occurrence, is selected from 0, 1, 2, 3, and 4;
- and p, at each occurrence, is selected from 0, 1, and 2;
- or a stereoisomer or pharmaceutically acceptable salt thereof.
10 more elements
A compound of the formula
- wherein X1 is CH or N;
- Y is oxy or thio;
- R1b is —H, C1-C6 alkyl, C1-C6 alkoxy, halo, —CF3, —OCF3, —SR13, and —(CR10R11)n—CO2R12;
- R4, R5, and R6 are each independently —H, C1-C6 alkyl, C5-C8 cycloalkyl, cycloheteroalkyl, hydroxy, C1-C6 alkoxy, halo, —CF3, —CF2CF3, —OCF3, —OCF2CF3, —OCF2CF2H, optionally substituted phenyl, —SiMe3, —(CR10R11)n—OR12, —SR13, —CN, —NO2, —(CR10R11)nNR14R15, —(CR10R11)n—C(O)R12, —(CR10R11)n—CO2R12, —(CR10R11)n—C(O)—NR14R15, or —S(O)pR16;
- R7b is —H, C1-C4 alkyl, halo, or —CF3;
- R10 and R11 are each independently at each occurrence —H, C1-C4 alkyl, or halo;
- R12 and R13 are each independently at each occurrence —H or C1-C6 alkyl;
- R14 and R15 are each independently at each occurrence —H, C1-C6 alkyl, —C(O)(C1-C6 alkyl), —S(O)p(C1-C6 alkyl), or R14 and R15, taken together in combination with the nitrogen to which they are attached combine to form a piperidinyl or pyrrolidinyl ring;
- R16 is —H, C1-C4 alkyl;
- n, at each occurrence, is selected from 0, 1, 2, 3, and 4;
- and p, at each occurrence, is selected from 0, 1, and 2;
- or a stereoisomer or a pharmaceutically acceptable salt thereof.
9 more elements
A compound represented by the formula
- or a pharmaceutically acceptable salt thereof.
Dependencies are inferred from the claim text.