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US 2001/0020089 A1Published application
Purine derivatives
AssigneePfizer Inc.
InventorsSimon John Mantell, Sandra Marina Monaghan, Peter Thomas Stephenson
Life of this patent
Estimating the term…
Abstract
The present invention relates to the compounds of the formula: 1 and pharmaceutically acceptable salts and solvates thereof, and to processes for the preparation of, intermediates used in the preparation of, composites containing, and the uses of such compounds as adenosine A2a receptor agonists.
Claims10
A compound of the formula:
- 93
- or a pharmaceutically acceptable salt or solvate thereof,
- wherein R1 is hydrogen, C1-C6 alkyl or C3-C7 cycloalkyl, each optionally substituted by 1 or 2 substituents each independently selected from hydroxyl, fluorenyl, phenyl and naphthyl, said phenyl and naphthyl being optionally substituted by C1-C6 alkyl, C1-C6 alkoxy, halo or cyano;
- A is a bond or C1-C6 alkylene;
- R2 is (i) hydrogen, C1-C6 alkyl, C3-C7 cycloalkyl, phenyl or naphthyl, said C3-C7 cycloalkyl, phenyl and naphthyl being optionally substituted by C1-C6 alkyl, phenyl, C1-C6 alkoxy-(C1-C6)-alkyl, amino-(C1-C6)-alkyl, fluoro-(C1-C6)-alkyl, fluoro-(C1-C6)-alkoxy, C2-C5 alkanoyl, halo, —OR3, cyano, —COOR3, C3-C7 cycloalkyl, —S(O)mR4, —NR3R3, —SO2NR3R3, —CONR3R3, —NR3COR4 or —NR3SO2R4, with the proviso that R2 is not hydrogen when A is a bond, or(ii) when A is C2-C6 alkylene, —NR3R3, —OR3, —COOR3, —OCOR4, —SO2R4, —CN, —So2NR3R4, —NR3SO2R4, —NR3SO2R4 or —CONR3R3, or (iii) a C-linked, 4 to 11 membered, mono or bicyclic heterocycle having either from 1 to 4 ring nitrogen atom(s) or 1 or 2 nitrogen and 1 oxygen or 1 sulphur ring atoms, optionally C-substituted by oxo, C1-C6 alkoxy-(C1-C6)-alkyl, amino-(C1-C6)-alkyl, fluoro-(C1-C6)-alkyl, fluoro-(C1-C6)-alkoxy, fluoro-(C2-C5)-alkanoyl, halo, cyano, −OR5, R6,—COR5, —NR5R5, —COOR5, —S(O)mR6, —SO2N5R5R5, —CONR5R5, —NR5SO2R6 or —NR5COR6 and optionally N-substituted by C1-C6 alkoxy-(C1-C6)-alkyl, amino-(C2-C6)-alkyl, fluoro-(C1-C6)-alkyl, fluoro-(C2-C5)-alkanoyl, R6, —COR5, —COOR6, —SO2R6, —SO2NR5R5 or —CONR5R5, or (iv) when A is C2-C6 alkylene, N-linked azetidinyl, pyrrolidinyl, morpholinyl, tetrahydroisoquinolinyl, piperidinyl or piperazinyl, each being optionally C-substituted by C1-C6 alkyl, phenyl, C1-C6 alkoxy-(C1-C6)-alkyl, amino-(C1-C6)-alkyl, fluoro-(C1-C6)-alkyl, fluoro-(C1-C6)-alkoxy, C2-C5 alkanoyl, halo, —OR3, cyano, —COOR3, C3-C7 cycloalkyl, —S(O)mR4, —NR3R3, —SO2NR3R3, —CONR3R3, —NR3COR4 or —NR3SO2R4 and said piperazinyl being optionally N-substituted by C1-C6 alkyl, phenyl, C1-C6 alkoxy-(C1-C6)-alkyl, amino-(C2-C6)-alkyl, fluoro-(C1-C6)-alkyl, C2-C5 alkanoyl, —COOR4, C3-C7 cycloalkyl, —SO2R4, —SO2NR3R3 or —CONR3R3;
- each R3 is independently selected from H, C1-C6 alkyl, phenyl or pyridinyl;
- R4 is C1-C6 alkyl or phenyl;
- R5 is H, C1-C6 alkyl, C3-C7 cycloalkyl, phenyl, naphthyl or het;
- R6 is C1-C6 alkyl, C3-C7 cycloalkyl, phenyl, naphthyl or het;
- m is 0, 1 or 2;
- R7 is hydrogen, C1-C6 alkyl, C3-C7 cycloalkyl, phenyl, naphthyl, azetidin-3-yl, pyrrolidin-3-yl, piperidin-3-yl, piperidin-4-yl or het, said azetidin-3-yl, pyrrolidin-3-yl, piperidin-3-yl and piperidin-4-yl being optionally substituted by C1-C6 alkyl;
- R8 is H or C1-C6 alkyl;
- and
- “het”, used in the definitions of R5, R6 and R7, means C-linked pyrrolyl, imidazolyl, triazolyl, thienyl, furyl, thiazolyl, oxazolyl, thiadiazolyl, oxadiazolyl, pyridinyl, pyrimidinyl, pyridazinyl, pyrazinyl, quinolinyl, isoquinolinyl, benzimidazolyl, quinazolinyl, phthalazinyl, benzoxazolyl or quinoxalinyl, each being optionally substituted by C1-C6 alkyl, C1-C6 alkoxy, cyano or halo.
11 more elements
A compound of the formula (II), (III), (XI), (XIII), (XIV), (XV), (XVI), (XIX), (XIXb), (XIXc), or (XIXd):
- 94
- wherein R1 to R8, A, “het”, and m when present are as defined above;
- P1, P2, and P3 are protecting groups;
- and Z is a leaving group.
1 more element
Dependencies are inferred from the claim text.