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US 2006/0135539 A1Published application
Thienopyridazinones and their use in modulation of autoimmune disease
AssigneeAstraZeneca AB
InventorsSimon Guile, Anthony Ingall
Life of this patent
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Abstract
The invention relates to thienopyridazinones compound of formula (I) wherein: R1, R2 and Q are as defined in the specification, and Ar and Ar2 are selected from certain aromatic ring systems which may be optionally substituted, as defined in the specification. Processes for the preparation of compounds of formula (I), pharmaceutical compositions containing them and their use in therapy is also described and claimed.
Claims18
A compound of formula (1):
- wherein:
- R1 and R2 each independently represent C1-6alkyl, C3-6alkenyl, C3-5cycloalkylC1-3alkyl or C3-6cycloalkyl, each of which may be optionally substituted by 1 to 3 halogen atoms;
- Q is CR4R5 where R4 is hydrogen, fluorine or C1-6 alkyl and R5 is hydrogen, fluorine or hydroxy;
- Ar is a 5- to 10-membered aromatic ring system wherein up to 4 ring atoms may be heteroatoms independently selected from nitrogen, oxygen and sulphur, the ring system being optionally substituted by one or more substituents independently selected from C1-4alkyl (optionally substituted by 1, 2 or 3 hydroxy groups), C1-4alkoxy, halogen, haloalkyl, dihaloalkyl, or trihaloalkyl, (wherein alkyl groups suitably contain from 1 to 4 carbon atoms) C1-4alkoxyC1-4alkyl, C1-4alkylthio, C1-4alkoxycarbonyl, C2-4alkanoyl, oxo, thioxo, nitro, cyano, —N(R6)R7 and
- —(CH2)pN(R8)R9, hydroxy, C1-4alkylsulphonyl, C1-4alkylsulphinyl, carbamoyl,
- C1-4alkylcarbamoyl, di-(C1-4alkyl)carbamoyl, carboxy, SO2N(R8)R9;
- Ar2 is a 5 or 6 membered aromatic ring containing up to 4 hetero atoms independently selected from nitrogen, sulphur or oxygen, and which may be optionally substituted by one or more groups independently selected from C1-4alkyl (optionally substituted by 1, 2 or 3 hydroxy groups), C1-4alkoxy, halogen, haloalkyl, dihaloalkyl, or trihaloalkyl, (wherein alkyl groups suitably contain from 1 to 4 carbon atoms) C1-4alkoxyC1-4alkyl, C1-4alkylthio, C1-4alkoxycarbonyl, C2-4alkanoyl, oxo, thioxo, nitro, cyano, —N(R6)R7 and —(CH2)pN(R8)R9, hydroxy, C1-4alkylsulphonyl, C1-4alkylsulphinyl, carbamoyl, C1-4alkylcarbamoyl, di-(C1-4alkyl)carbamoyl, carboxy, SO2N(R8)R9;
- p is 1 to 4;
- R6 and R7 each independently represent a hydrogen atom, C1-4alkanoyl or C1-4alkyl group, or together with the nitrogen atom to which they are attached form a 5- to 7-membered saturated heterocyclic ring optionally containing a further O, S, NH or Nalkyl group;
- R8 and R9 each independently represent a hydrogen atom, C1-4alkanoyl or C1-4alkyl group, or together with the nitrogen atom to which they are attached form a 5- to 7-membered saturated heterocyclic ring optionally containing a further O, S, NH or Nalkyl group;
- or a pharmaceutically acceptable salt or solvates thereof, provided that the compound is other than 5-[(4S)-4-Hydroxyisoxazolidin-2-ylcarbonyl]-1-(isobutyl)-3-methyl-6-[5-methyl-3-phenyl-1H-pyrazol-4-ylmethyl]thieno[2,3-d]pyrimidine-2,4(1H,3H)-dione,
- 6-[3,5-Dimethyl-1-phenyl-1H-pyrazol-4-ylmethyl]-5-[(4S)-4-hydroxyisoxazolidin-2-ylcarbonyl]-1-isobutyl-3-methylthieno[2,3-d]pyrimidine-2,4(1H,3H)-dione or
- 6-[3,5-Dimethyl-1-phenyl-1H-pyrazol-4-ylmethyl]-5-[(4S)-4-hydroxyisoxazolidin-2-ylcarbonyl]-3-methyl-1-propylthieno[2,3-d]pyrimidine-2,4(1H,3H)-dione or a pharmaceutically acceptable salt or solvate thereof.
10 more elements
(canceled)
Dependencies are inferred from the claim text.