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US 2014/0235632 A1Published application
Pyrazolo [3,4-d] pyrimidine derivatives useful to treat respiratory disorders
AssigneeNovartis AG
InventorsGraham Charles Bloomfield, Ian Bruce, Brian Cox, Lee Edwards, Judy Fox Hayler, Catherine Howsham
Life of this patent
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Abstract
The present invention concerns a compound of formula (I) or a pharmaceutically acceptable salt or solvate thereof, where R1-R3 and Y are defined in the description, and its use in the treatment of disorders in which pi3 kinase is implicated.
Claims10
A compound of formula (I)
- or a pharmaceutically acceptable salt, wherein:
- R1 is C1-C3-alkyl;
- R2 is phenyl having the substitution pattern,
- where the R2 phenyl is optionally fused at R4-R5, R5-R6, R6-R7 or R7-R8 by a further phenyl, a 5-6 membered heteroaryl group, a C4-C6 carbocyclic group or a 5-6 membered heterocyclyl group, where the 5-6 membered heteroaryl or fused 5-6 membered heteroaryl, phenyl or the fused phenyl group is independently optionally substituted by one or more groups selected from List X;
- List X represents hydroxyl, cyano, nitro, C1-C8-alkyl, C1-C8-alkoxy, halogen, formyl, amino, C1-C8-alkylamino, di-C1-C8-alkylamino, C1-C8-alkylamidino, —N(H)C(═NH)C1-C8-alkyl, —N(C1-C8-alkyl)C(═NH)C1-C8-alkyl, C1-C8-alkylaminocarbonyl, di-C1-C8-alkylaminocarbonyl, aminocarbonylamino, aminocarbonyl(C1-C8-alkyl)amino, C1-C8-alkylaminocarbonylamino, di-C1-C8-alkylaminocarbonylamino, C1-C8-alkylaminocarbonyl(C1-C8-alkyl)amino, di-C1-C8-alkylaminocarbonyl(C1-C8-alkyl)amino, C1-C8-alkylcarbonylamino, C1-C8-alkylcarbonyl(C1-C8-alkyl)amino, C1-C8-alkylthiocarbonylamino, C1-C8-alkylthiocarbonyl(C1-C8-alkyl)amino, hydroxysulfonyl, C1-C8-alkylsulfonylamino, C1-C8-thioalkyl, C1-C8-alkylsulfinyl, C1-C8-alkylsulfonyl, aminosulfonyl, C1-C8-alkylaminosulfonyl or di-C1-C8-alkylaminosulfonyl;
- R3 is hydrogen, amino or C1-C3-alkylamino;
- Y represents hydrogen, C1-C8-alkyl, C1-C8-alkoxy where each of the afore-mentioned hydrocarbon groups may be optionally substituted, where chemically feasible, by one or more halogen, hydroxyl, amino, C1-C8-alkylamino, di-C1-C8-alkylamino or C1-C8-alkoxy groups, or Y represents the group —(C0-C4 alkylene)-N(R15)R16;
- and
- R15 and R16 independently represent hydrogen or C1-C4-alkyl, or R15 is hydrogen and R16 is C1-C4-alkyl substituted by phenyl, a 5-6 membered heteroaryl group, a C4-C6 carbocyclic group or a 5-6 membered heterocyclyl group, where said rings are optionally substituted by one or more hydroxyl, nitro, C1-C8-alkyl, C1-C8-alkoxy, halogen, amino, C1-C8-alkylamino, di-C1-C8-alkylaminoC1-C8-alkylsulfonyl, aminosulfonyl, C1-C8-alkylaminosulfonyl or di-C1-C8-alkylaminosulfonyl groups, where each of the afore-mentioned hydrocarbon groups may be optionally substituted, where chemically feasible by one or more halogen, hydroxyl, amino, C1-C4-alkylamino, di-C1-C4-alkylamino or C1-C4-alkoxy groups,
- or R15 and R16 together with the N to which they are attached form a 5-6-membered heterocyclic ring.
7 more elements
A compound of formula (I)
- or a pharmaceutically acceptable salt, wherein:
- R1 is C1-C3-alkyl;
- R2 is phenyl having the substitution pattern,
- wherein the R2 phenyl is optionally fused at R4-R5, R5-R6, R6-R7 or R7-R8 by a further phenyl, a 5-6 membered heteroaryl group, a C4-C6 carbocyclic group or a 5-6 membered heterocyclyl group, where the 5-6 membered heteroaryl or fused 5-6 membered heteroaryl, phenyl or the fused phenyl group is independently optionally substituted by one or more groups selected from List X;
- List X represents hydroxyl, cyano, nitro, C1-C8-alkyl, C1-C8-alkenyl, C1-C8-alkynyl, C1-C8-alkoxy, C1-C8-alkenyloxy, C1-C8-alkynyloxy, phenyl, a 5-6 membered heteroaryl group, a C4-C6 carbocyclic group or a 5-6 membered heterocyclyl group, —(C0-C4 alkylene)-O—(C1-C4 alkylene)-R9, (C0-C4 alkylene)-O—(C2-C4 alkylene)-R10, (C0-C4 alkylene)-N(R11)—(C1-C4 alkylene)-R12, —(C0-C4 alkylene)-N(R13)—(C2-C4 alkylene)-R14, halogen, formyl, C1-C8-alkylcarbonyl, carboxy, C1-C8-alkoxycarbonyl, C1-C8-alkylaminooxycarbonyl, di-C1-C8-alkylaminooxycarbonyl, amino, C1-C8-alkylamino, di-C1-C8-alkylamino, C1-C8-alkylamidino, —N(H)C(═NH)C1-C8-alkyl, —N(C1-C8-alkyl)C(═NH)C1-C8-alkyl, C1-C8-alkylaminocarbonyl, di-C1-C8-alkylaminocarbonyl, aminocarbonylamino, aminocarbonyl(C1-C8-alkyl)amino, C1-C8-alkylaminocarbonylamino, di-C1-C8-alkylaminocarbonylamino, C1-C8-alkylaminocarbonyl(C1-C8-alkyl)amino, di-C1-C8-alkylaminocarbonyl(C1-C8-alkyl)amino, C1-C8-alkylcarbonylamino, C1-C8-alkylcarbonyl(C1-C8-alkyl)amino, C1-C8-alkylthiocarbonylamino, C1-C8-alkylthiocarbonyl(C1-C8-alkyl)amino, hydroxysulfonyl, C1-C8-alkylsulfonylamino, C1-C8-thioalkyl, C1-C8-alkylsulfinyl, C1-C8-alkylsulfonyl, aminosulfonyl, C1-C8-alkylaminosulfonyl or di-C1-C8-alkylaminosulfonyl, where each of the afore-mentioned hydrocarbon groups may be optionally substituted, where chemically feasible, by one or more halogen, hydroxyl, amino, C1-C4-alkylamino, di-C1-C4-alkylamino or C1-C4-alkoxy groups and where said cyclic groups may be optionally substituted by one or more hydroxyl, cyano, nitro, C1-C8-alkyl, C1-C8-alkenyl, C1-C8-alkynyl, C1-C8-alkoxy, C1-C8-alkenyloxy, C1-C8-alkynyloxy, halogen, C1-C8-alkylcarbonyl, carboxy, C1-C8-alkoxycarbonyl, amino, C1-C8-alkylamino, di-C1-C8-alkylamino, C1-C8-alkylaminocarbonyl, di-C1-C8-alkylaminocarbonyl, C1-C8-alkylcarbonylamino, C1-C8-alkylcarbonyl(C1-C8-alkyl)amino, C1-C8-alkylsulfonylamino, C1-C8-thioalkyl, C1-C8-alkylsulfinyl, C1-C8-alkylsulfonyl, aminosulfonyl, C1-C8-alkylaminosulfonyl or di-C1-C8-alkylaminosulfonyl groups;
- R9 and R12 independently represent hydrogen, C1-C4-alkenyl, C1-C4-alkynyl, halogen, cyano, nitro, C1-C8-alkylcarbonyl, carboxy, C1-C8-alkoxycarbonyl, C1-C8-thioalkyl, C1-C8-alkylsulfinyl, C1-C8-alkylsulfonyl, aminosulfonyl, C1-C8-alkylaminosulfonyl, di-C1-C8-alkylaminosulfonyl, phenyl, a C-linked 5-6 membered heteroaryl group, a C4-C6 carbocyclic group or a C-linked 5-6 membered heterocyclyl group, where said phenyl or cyclic groups may be optionally substituted by one or more hydroxyl, cyano, nitro, C1-C8-alkyl, C1-C8-alkenyl, C1-C8-alkynyl, C1-C8-alkoxy, C1-C8-alkenyloxy, C1-C8-alkynyloxy, halogen, C1-C8-alkylcarbonyl, carboxy, C1-C8-alkoxycarbonyl, amino, C1-C8-alkylamino, di-C1-C8-alkylamino, C1-C8-alkylaminocarbonyl, di-C1-C8-alkylaminocarbonyl, C1-C8-alkylcarbonylamino, C1-C8-alkylcarbonyl(C1-C8-alkyl)amino, C1-C8-alkylsulfonylamino, C1-C8-thioalkyl, C1-C8-alkylsulfinyl, C1-C8-alkylsulfonyl, aminosulfonyl, C1-C8-alkylaminosulfonyl or di-C1-C8-alkylaminosulfonyl groups;
- R10 and R14 independently represent hydroxyl, C1-C4-alkoxy, C1-C4-alkenyloxy, C1-C4-alkynyloxy, amino, C1-C8-alkylamino, di-C1-C8-alkylamino, C1-C8-alkylaminocarbonyl, di-C1-C8-alkylaminocarbonyl, C1-C8-alkylcarbonylamino, C1-C8-alkylcarbonyl(C1-C8-alkyl)amino, C1-C8-alkylsulfonylamino, an N-linked 5-6 membered heteroaryl group or an N-linked 5-6 membered heterocycly where said cyclic groups may be optionally substituted by one or more hydroxyl, nitro, C1-C8-alkyl, C1-C8-alkenyl, C1-C8-alkynyl, C1-C8-alkoxy, C1-C8-alkenyloxy, C1-C8-alkynyloxy, halogen, C1-C8-alkylcarbonyl, carboxy, C1-C8-alkoxycarbonyl, amino, C1-C8-alkylamino, di-C1-C8-alkylamino, C1-C8-alkylaminocarbonyl, di-C1-C8-alkylaminocarbonyl, C1-C8-alkylcarbonylamino, C1-C8-alkylcarbonyl(C1-C8-alkyl)amino, C1-C8-alkylsulfonylamino, C1-C8-thioalkyl, C1-C8-alkylsulfinyl, C1-C8-alkylsulfonyl, aminosulfonyl, C1-C8-alkylaminosulfonyl or di-C1-C8-alkylaminosulfonyl groups;
- R11 and R13 independently represent hydrogen or C1-C6-alkyl;
- R3 is hydrogen;
- Y represents the group —N(R15)R16;
- and
- R15 and R16 independently represent hydrogen or C1-C4-alkyl.
9 more elements
Dependencies are inferred from the claim text.