IP Library Granted Patent US 8,324,204
Granted Patent B2
US 8,324,204 · App. 12/303,713 · Granted Dec 4, 2012

Fused thiophene derivatives as kinase inhibitors

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Quick Facts
Patent No.
US 8,324,204
App. No.
12/303,713
Granted
Dec 4, 2012
Kind
B2
Abstract

A series of 5,6-dihydro-1-benzothiophen-7(4H)-one derivatives, and analogues thereof, which are substituted in the 2-position by an optionally substituted morpholin-4-yl moiety, being selective inhibitors of PI3 kinase enzymes, are accordingly of benefit in medicine, for example in the treatment of inflammatory, autoimmune, cardiovascular, neurodegenerative, metabolic, oncological, nociceptive or ophthalmic conditions.

Claims (61)

1. A compound of formula (I), or a pharmaceutically acceptable salt or solvate thereof:

wherein

—X— represents a group of formula (a), (b), (c), (d), (e), (f) or (g):

Y represents oxygen or sulphur;

R 1 and R 2 independently represent hydrogen; or C 1-6 alkyl, C 3-7 cycloalkyl, C 3-7 cycloalkyl(C 1-6 )alkyl, aryl, aryl(C 1-6 )alkyl, C 3-7 heterocycloalkyl, C 3-7 heterocycloalkyl-(C 1-6 )alkyl, heteroaryl or heteroaryl(C 1-6 )alkyl, any of which groups may be optionally substituted by one or more substituents; or

R 1 and R 2 , when both are attached to the same carbon atom, represent, when taken together with the carbon atom to which they are both attached, C 3-7 cycloalkyl or C 3-7 heterocycloalkyl, either of which groups may be optionally substituted by one or more substituents; or

R 1 and R 2 , when attached to adjacent carbon atoms, represent, when taken together with the carbon atoms to which they are attached, C 5-7 cycloalkyl, phenyl or heteroaryl, any of which groups may be optionally benzo-fused and/or substituted by one or more substituents;

R 3 and R 4 independently represent hydrogen; or C 1-6 alkyl, C 3-7 cycloalkyl, C 3-7 cycloalkyl(C 1-6 )alkyl, aryl, aryl(C 1-6 )alkyl, aryl(C 2-6 )alkenyl, aryl(C 2-6 )alkynyl, biaryl(C 1-6 )alkyl, C 3-7 heterocycloalkyl, C 3-7 heterocycloalkyl(C 1-6 )alkyl, C 3-7 heterocycloalkylcarbonyl, heteroaryl, heteroaryl(C 1-6 )alkyl, heteroaryl-aryl(C 1-6 )alkyl or aryl-heteroaryl(C 1-6 )alkyl, any of which groups may be optionally substituted by one or more substituents; or

R 3 and R 4 , when both are attached to the same carbon atom, represent, when taken together with the carbon atom to which they are both attached, C 3-7 cycloalkyl or C 3-7 heterocycloalkyl, either of which groups may be optionally substituted by one or more substituents; or

R 3 and R 4 , when attached to adjacent carbon atoms, represent, when taken together with the carbon atoms to which they are attached, C 5-7 cycloalkyl, phenyl or heteroaryl, any of which groups may be optionally benzo-fused and/or substituted by one or more substituents;

R 5 represents hydrogen, halogen, cyano, —SR a , —COR e , —CO 2 R b or —CONR c R d ; or R 5 represents C 1-6 alkyl, C 2-6 alkenyl, C 2-6 alkenylcarbonyl, C 2-6 alkynyl, C 3-7 cycloalkyl, C 3-7 cycloalkyl(C 1-6 )alkyl, C 3-7 cycloalkyl(C 2-6 )alkenyl, C 3-7 cycloalkyl(C 2-6 )alkynyl, aryl, aryl(C 1-6 )alkyl, aryl(C 2-6 )alkenyl, aryl(C 2-6 )alkynyl, biaryl, C 3-7 heterocycloalkyl, C 3-7 heterocycloalkyl(C 1-6 )alkyl, C 3-7 heterocycloalkyl(C 2-6 )alkenyl, C 3-7 heterocycloalkyl-(C 2-6 )alkynyl, C 3-7 heterocycloalkylcarbonyl(C 2-6 )alkynyl, C 5-9 heterobicycloalkyl-(C 2-6 )alkynyl, C 3-7 heterocycloalkyl-aryl, C 3-7 heterocycloalkyl(C 1-6 )alkyl-aryl, C 3-7 heterocycloalkyl-biaryl, heteroaryl, heteroaryl(C 1-6 )alkyl, heteroaryl(C 1-6 )alkylcarbonyl, heteroaryl(C 2-6 )alkenyl, heteroaryl(C 2-6 )alkynyl, heteroaroylcarbonyl, C 3-7 heterocycloalkyl-heteroaryl, C 3-7 heterocycloalkyl-heteroaryl(C 2-6 )alkynyl, heteroaryl-aryl, heteroaryl-aryl(C 1-6 )alkyl, aryl-heteroaryl, aryl-heteroaryl(C 1-6 )alkyl, C 3-7 heterocycloalkyl-aryl-heteroaryl, C 3-7 heterocycloalkyl(C 1-6 )alkyl-aryl-heteroaryl, C 5-9 heterobicycloalkyl(C 1-6 )alkyl-aryl-heteroaryl, heteroaryl-aryl-heteroaryl, bi(heteroaryl), C 3-7 heterocycloalkylcarbonyl-bi(heteroaryl), aryloxyaryl, aryl(C 1-6 )alkoxyaryl, heteroaryl(C 1-6 )alkoxyaryl, aryl(C 1-6 )alkylaminoaryl, heteroaryl(C 1-6 )alkylaminoaryl, C 3-7 cycloalkylcarbonylaminoaryl, arylcarbonylaminoaryl, aryl(C 1-6 )alkylcarbonylaminoaryl, C 3-7 heterocycloalkylcarbonylaminoaryl, heteroarylcarbonylaminoaryl, aryl(C 3-7 )heterocycloalkylcarbonylaminoaryl, arylsulphonylaminoaryl, aryl(C 1-6 )alkyl-sulphonylaminoaryl, heteroaryl(C 1-6 )alkylsulphonylaminoaryl, C 3-7 cycloalkylamino-carbonylaminoaryl, arylaminocarbonylaminoaryl, C 3-7 heterocycloalkylaminocarbonyl-aminoaryl, C 3-7 heterocycloalkylaminocarbonylaminoaryl, heteroaryl(C 1-6 )alkyl-aminocarbonylaminoaryl, C 3-7 heterocycloalkylcarbonylcarbonylaminoaryl, C 3-7 heterocycloalkyl(C 1-6 )alkylaminocarbonylcarbonylaminoaryl, arylcarbonylaryl, C 3-7 heterocycloalkylcarbonylaryl, C 3-7 heterocycloalkylcarbonyl(C 1-6 )alkylaryl, aryl(C 1-6 )-alkylaminocarbonylaryl, C 3-7 heterocycloalkyl(C 1-6 )alkylaminocarbonylaryl, heteroaryl-aminocarbonylaryl, heteroaryl(C 1-6 )alkylaminocarbonylaryl, C 3-7 heterocycloalkylamino-carbonyl(C 1-6 )alkylaryl, C 3-7 heterocycloalkyl(C 1-6 )alkylaminocarbonyl(C 1-6 )alkylaryl, heteroarylaminocarbonyl(C 1-6 )alkylaryl, heteroaryl(C 1-6 )alkylaminocarbonyl(C 1-6 )alkyl-aryl, arylaminoheteroaryl, C 3-7 heterocycloalkylamino-aryl-heteroaryl, C 3-7 heterocycloalkylcarbonylamino-aryl-heteroaryl, C 3-7 heterocycloalkylaminocarbonyl-amino-aryl-heteroaryl, C 3-7 heterocycloalkylcarbonyl-aryl-heteroaryl, C 3-7 heterocycloalkyl(C 1-6 )alkylcarbonyl-aryl-heteroaryl, C 5-9 heterobicycloalkylcarbonyl-aryl-heteroaryl, C 3-7 heterocycloalkylcarbonyl(C 1-6 )alkyl-aryl-heteroaryl, C 3-7 heterocycloalkyl-aminocarbonyl-aryl-heteroaryl, C 3-7 heterocycloalkyl(C 1-6 )alkylaminocarbonyl-aryl-heteroaryl or C 3-7 heterocycloalkylaminocarbonyl(C 1-6 )alkyl-aryl-heteroaryl, any of which groups may be optionally substituted by one or more substituents;

R a represents C 1-6 alkyl, aryl or heteroaryl, any of which groups may be optionally substituted by one or more substituents;

R b represents hydrogen; or optionally substituted C 1-6 alkyl;

R c represents hydrogen; or C 1-6 alkyl, aryl, aryl(C 1-6 )alkyl, heteroaryl, heteroaryl(C 1-6 )alkyl or (aryl)(heteroaryl)(C 1-6 )alkyl, any of which groups may be optionally substituted by one or more substituents;

R d represents hydrogen or C 1-6 alkyl;

R e represents C 1-6 alkyl; and

R 6 and R 7 independently represent hydrogen or C 1-6 alkyl.

2. A compound of formula (IA), (IB) or (IC), or a pharmaceutically acceptable salt or solvate thereof:

wherein

Y represents oxygen or sulphur;

R 1 and R 2 independently represent hydrogen; or C 1-6 alkyl, C 3-7 cycloalkyl, C 3-7 cycloalkyl(C 1-6 )alkyl, aryl, aryl(C 1-6 )alkyl, C 3-7 heterocycloalkyl, C 3-7 heterocycloalkyl-(C 1-6 )alkyl, heteroaryl or heteroaryl(C 1-6 )alkyl, any of which groups may be optionally substituted by one or more substituents; or

R 1 and R 2 , when both are attached to the same carbon atom, represent, when taken together with the carbon atom to which they are both attached, C 3-7 cycloalkyl or C 3-7 heterocycloalkyl, either of which groups may be optionally substituted by one or more substituents; or

R 1 and R 2 , when attached to adjacent carbon atoms, represent, when taken together with the carbon atoms to which they are attached, C 5-7 cycloalkyl, phenyl or heteroaryl, any of which groups may be optionally benzo-fused and/or substituted by one or more substituents;

R 3 and R 4 independently represent hydrogen; or C 1-6 alkyl, C 3-7 cycloalkyl, C 3-7 cycloalkyl(C 1-6 )alkyl, aryl, aryl(C 1-6 )alkyl, aryl(C 2-6 )alkenyl, aryl(C 2-6 )alkynyl, biaryl(C 1-6 )alkyl, C 3-7 heterocycloalkyl, C 3-7 heterocycloalkyl(C 1-6 )alkyl, C 3-7 heterocycloalkylcarbonyl, heteroaryl, heteroaryl(C 1-6 )alkyl, heteroaryl-aryl(C 1-6 )alkyl or aryl-heteroaryl(C 1-6 )alkyl, any of which groups may be optionally substituted by one or more substituents; or

R 3 and R 4 , when both are attached to the same carbon atom, represent, when taken together with the carbon atom to which they are both attached, C 3-7 cycloalkyl or C 3-7 heterocycloalkyl, either of which groups may be optionally substituted by one or more substituents; or

R 3 and R 4 , when attached to adjacent carbon atoms, represent, when taken together with the carbon atoms to which they are attached, C 5-7 cycloalkyl, phenyl or heteroaryl, any of which groups may be optionally benzo-fused and/or substituted by one or more substituents;

R 5 represents hydrogen, halogen, cyano, —SR a , —COR e , —CO 2 R b or —CONR c R d ; or R 5 represents C 1-6 alkyl, C 2-6 alkenyl, C 2-6 alkenylcarbonyl, C 2-6 alkynyl, C 3-7 cycloalkyl, C 3-7 cycloalkyl(C 1-6 )alkyl, C 3-7 cycloalkyl(C 2-6 )alkenyl, C 3-7 cycloalkyl(C 2-6 )alkynyl, aryl, aryl(C 1-6 )alkyl, aryl(C 2-6 )alkenyl, aryl(C 2-6 )alkynyl, biaryl, C 3-7 heterocycloalkyl, C 3-7 heterocycloalkyl(C 1-6 )alkyl, C 3-7 heterocycloalkyl(C 2-6 )alkenyl, C 3-7 heterocycloalkyl-(C 2-6 )alkynyl, C 3-7 heterocycloalkylcarbonyl(C 2-6 )alkynyl, C 5-9 heterobicycloalkyl-(C 2-6 )alkynyl, C 3-7 heterocycloalkyl-aryl, C 3-7 heterocycloalkyl(C 1-6 )alkyl-aryl, C 3-7 heterocycloalkyl-biaryl, heteroaryl, heteroaryl(C 1-6 )alkyl, heteroaryl(C 1-6 )alkylcarbonyl, heteroaryl(C 2-6 )alkenyl, heteroaryl(C 2-6 )alkynyl, heteroaroylcarbonyl, C 3-7 heterocycloalkyl-heteroaryl, C 3-7 heterocycloalkyl-heteroaryl(C 2-6 )alkynyl, heteroaryl-aryl, heteroaryl-aryl(C 1-6 )alkyl, aryl-heteroaryl, aryl-heteroaryl(C 1-6 )alkyl, C 3-7 heterocycloalkyl-aryl-heteroaryl, C 3-7 heterocycloalkyl(C 1-6 )alkyl-aryl-heteroaryl, C 5-9 heterobicycloalkyl(C 1-6 )alkyl-aryl-heteroaryl, heteroaryl-aryl-heteroaryl, bi(heteroaryl), C 3-7 heterocycloalkylcarbonyl-bi(heteroaryl), aryloxyaryl, aryl(C 1-6 )alkoxyaryl, heteroaryl(C 1-6 )alkoxyaryl, aryl(C 1-6 )alkylaminoaryl, heteroaryl(C 1-6 )alkylaminoaryl, C 3-7 cycloalkylcarbonylaminoaryl, arylcarbonylaminoaryl, aryl(C 1-6 )alkylcarbonylaminoaryl, C 3-7 heterocycloalkylcarbonylaminoaryl, heteroarylcarbonylaminoaryl, aryl-(C 3-7 )heterocycloalkylcarbonylaminoaryl, arylsulphonylaminoaryl, aryl(C 1-6 )alkyl-sulphonylaminoaryl, heteroaryl(C 1-6 )alkylsulphonylaminoaryl, C 3-7 cycloalkylamino-carbonylaminoaryl, arylaminocarbonylaminoaryl, C 3-7 heterocycloalkylaminocarbonyl-aminoaryl, C 3-7 heterocycloalkylaminocarbonylaminoaryl, heteroaryl(C 1-6 )alkyl-aminocarbonylaminoaryl, C 3-7 heterocycloalkylcarbonylcarbonylaminoaryl, C 3-7 heterocycloalkyl(C 1-6 )alkylaminocarbonylcarbonylaminoaryl, arylcarbonylaryl, C 3-7 heterocycloalkylcarbonylaryl, C 3-7 heterocycloalkylcarbonyl(C 1-6 )alkylaryl, aryl(C 1-6 )-alkylaminocarbonylaryl, C 3-7 heterocycloalkyl(C 1-6 )alkylaminocarbonylaryl, heteroaryl-aminocarbonylaryl, heteroaryl(C 1-6 )alkylaminocarbonylaryl, C 3-7 heterocycloalkylamino-carbonyl(C 1-6 )alkylaryl, C 3-7 heterocycloalkyl(C 1-6 )alkylaminocarbonyl(C 1-6 )alkylaryl, heteroarylaminocarbonyl(C 1-6 )alkylaryl, heteroaryl(C 1-6 )alkylaminocarbonyl(C 1-6 )alkyl-aryl, arylaminoheteroaryl, C 3-7 heterocycloalkylamino-aryl-heteroaryl, C 3-7 heterocycloalkylcarbonylamino-aryl-heteroaryl, C 3-7 heterocycloalkylaminocarbonyl-amino-aryl-heteroaryl, C 3-7 heterocycloalkylcarbonyl-aryl-heteroaryl, C 3-7 heterocycloalkyl(C 1-6 )alkylcarbonyl-aryl-heteroaryl, C 5-9 heterobicycloalkylcarbonyl-aryl-heteroaryl, C 3-7 heterocycloalkylcarbonyl(C 1-6 )alkyl-aryl-heteroaryl, C 3-7 heterocycloalkyl-aminocarbonyl-aryl-heteroaryl, C 3-7 heterocycloalkyl(C 1-6 )alkylaminocarbonyl-aryl-heteroaryl or C 3-7 heterocycloalkylaminocarbonyl(C 1-6 )alkyl-aryl-heteroaryl, any of which groups may be optionally substituted by one or more substituents;

R a represents C 1-6 alkyl, aryl or heteroaryl, any of which groups may be optionally substituted by one or more substituents;

R b represents hydrogen; or optionally substituted C 1-6 alkyl;

R c represents hydrogen; or C 1-6 alkyl, aryl, aryl(C 1-6 )alkyl, heteroaryl, heteroaryl(C 1-6 )alkyl or (aryl)(heteroaryl)(C 1-6 )alkyl, any of which groups may be optionally substituted by one or more substituents;

R d represents hydrogen or C 1-6 alkyl;

R e represents C 1-6 alkyl; and

R 6 and R 7 independently represent hydrogen or C 1-6 alkyl.

3. A compound of formula (IIA), or a pharmaceutically acceptable salt or solvate thereof:

wherein

—X 1 — represents a group of formula (a), (b) or (c):

R 5 represents hydrogen, halogen, cyano, —SR a , —COR e , —CO 2 R b or —CONR c R d ; or R 5 represents C 1-6 alkyl, C 2-6 alkenyl, C 2-6 alkenylcarbonyl, C 2-6 alkynyl, C 3-7 cycloalkyl, C 3-7 cycloalkyl(C 1-6 )alkyl, C 3-7 cycloalkyl(C 2-6 )alkenyl, C 3-7 cycloalkyl(C 2-6 )alkynyl, aryl, aryl(C 1-6 )alkyl, aryl(C 2-6 )alkenyl, aryl(C 2-6 )alkynyl, biaryl, C 3-7 heterocycloalkyl, C 3-7 heterocycloalkyl(C 1-6 )alkyl, C 3-7 heterocycloalkyl(C 2-6 )alkenyl, C 3-7 heterocycloalkyl-(C 2-6 )alkynyl, C 3-7 heterocycloalkylcarbonyl(C 2-6 )alkynyl, C 5-9 heterobicycloalkyl-(C 2-6 )alkynyl, C 3-7 heterocycloalkyl-aryl, C 3-7 heterocycloalkyl(C 1-6 )alkyl-aryl, C 3-7 heterocycloalkyl-biaryl, heteroaryl, heteroaryl(C 1-6 )alkyl, heteroaryl(C 1-6 )alkylcarbonyl, heteroaryl(C 2-6 )alkenyl, heteroaryl(C 2-6 )alkynyl, heteroaroylcarbonyl, C 3-7 heterocycloalkyl-heteroaryl, C 3-7 heterocycloalkyl-heteroaryl(C 2-6 )alkynyl, heteroaryl-aryl, heteroaryl-aryl(C 1-6 )alkyl, aryl-heteroaryl, aryl-heteroaryl(C 1-6 )alkyl, C 3-7 heterocycloalkyl-aryl-heteroaryl, C 3-7 heterocycloalkyl(C 1-6 )alkyl-aryl-heteroaryl, C 5-9 heterobicycloalkyl(C 1-6 )alkyl-aryl-heteroaryl, heteroaryl-aryl-heteroaryl, bi(heteroaryl), C 3-7 heterocycloalkylcarbonyl-bi(heteroaryl), aryloxyaryl, aryl(C 1-6 )alkoxyaryl, heteroaryl(C 1-6 )alkoxyaryl, aryl(C 1-6 )alkylaminoaryl, heteroaryl(C 1-6 )alkylaminoaryl, C 3-7 cycloalkylcarbonylaminoaryl, arylcarbonylaminoaryl, aryl(C 1-6 )alkylcarbonylaminoaryl, C 3-7 heterocycloalkylcarbonylaminoaryl, heteroarylcarbonylaminoaryl, aryl-(C 3-7 )heterocycloalkylcarbonylaminoaryl, arylsulphonylaminoaryl, aryl(C 1-6 )alkyl-sulphonylaminoaryl, heteroaryl(C 1-6 )alkylsulphonylaminoaryl, C 3-7 cycloalkylamino-carbonylaminoaryl, arylaminocarbonylaminoaryl, C 3-7 heterocycloalkylaminocarbonyl-aminoaryl, C 3-7 heterocycloalkylaminocarbonylaminoaryl, heteroaryl(C 1-6 )alkyl-aminocarbonylaminoaryl, C 3-7 heterocycloalkylcarbonylcarbonylaminoaryl, C 3-7 heterocycloalkyl(C 1-6 )alkylaminocarbonylcarbonylaminoaryl, arylcarbonylaryl, C 3-7 heterocycloalkylcarbonylaryl, C 3-7 heterocycloalkylcarbonyl(C 1-6 )alkylaryl, aryl(C 1-6 )-alkylaminocarbonylaryl, C 3-7 heterocycloalkyl(C 1-6 )alkylaminocarbonylaryl, heteroaryl-aminocarbonylaryl, heteroaryl(C 1-6 )alkylaminocarbonylaryl, C 3-7 heterocycloalkylamino-carbonyl(C 1-6 )alkylaryl, C 3-7 heterocycloalkyl(C 1-6 )alkylaminocarbonyl(C 1-6 )alkylaryl, heteroarylaminocarbonyl(C 1-6 )alkylaryl, heteroaryl(C 1-6 )alkylaminocarbonyl(C 1-6 )alkyl-aryl, arylaminoheteroaryl, C 3-7 heterocycloalkylamino-aryl-heteroaryl, C 3-7 heterocycloalkylcarbonylamino-aryl-heteroaryl, C 3-7 heterocycloalkylaminocarbonyl-amino-aryl-heteroaryl, C 3-7 heterocycloalkylcarbonyl-aryl-heteroaryl, C 3-7 heterocycloalkyl(C 1-6 )alkylcarbonyl-aryl-heteroaryl, C 5-9 heterobicycloalkylcarbonyl-aryl-heteroaryl, C 3-7 heterocycloalkylcarbonyl(C 1-6 )alkyl-aryl-heteroaryl, C 3-7 heterocycloalkyl-aminocarbonyl-aryl-heteroaryl, C 3-7 heterocycloalkyl(C 1-6 )alkylaminocarbonyl-aryl-heteroaryl or C 3-7 heterocycloalkylaminocarbonyl(C 1-6 )alkyl-aryl-heteroaryl, any of which groups may be optionally substituted by one or more substituents;

R a represents C 1-6 alkyl, aryl or heteroaryl, any of which groups may be optionally substituted by one or more substituents;

R b represents hydrogen; or optionally substituted C 1-6 alkyl;

R c represents hydrogen; or C 1-6 alkyl, aryl, aryl(C 1-6 )alkyl, heteroaryl, heteroaryl(C 1-6 )alkyl or (aryl)(heteroaryl)(C 1-6 )alkyl, any of which groups may be optionally substituted by one or more substituents;

R d represents hydrogen or C 1-6 alkyl;

R e represents C 1-6 alkyl;

R 11 represents hydrogen or optionally substituted C 1-6 alkyl; and

R 12 represents hydrogen; or C 1-6 alkyl, C 3-7 cycloalkyl, C 3-7 cycloalkyl(C 1-6 )alkyl, aryl, aryl(C 1-6 )alkyl, C 3-7 heterocycloalkyl, C 3-7 heterocycloalkyl(C 1-6 )alkyl, heteroaryl or heteroaryl(C 1-6 )alkyl, any of which groups may be optionally substituted by one or more substituents; or

R 11 and R 12 , when taken together with the carbon atom to which they are both attached, represent C 3-7 cycloalkyl or C 3-7 heterocycloalkyl, either of which groups may be optionally substituted by one or more substituents.

4. A compound of formula (IIB), or a pharmaceutically acceptable salt or solvate thereof:

wherein

—X 1 — represents a group of formula (a), (b) or (c):

R 11 represents hydrogen or optionally substituted C 1-6 alkyl; and

R 12 represents hydrogen; or C 1-6 alkyl, C 3-7 cycloalkyl, C 3-7 cycloalkyl(C 1-6 )alkyl, aryl, aryl(C 1-6 )alkyl, C 3-7 heterocycloalkyl, C 3-7 heterocycloalkyl(C 1-6 )alkyl, heteroaryl or heteroaryl(C 1-6 )alkyl, any of which groups may be optionally substituted by one or more substituents; or

R 11 and R 12 , when taken together with the carbon atom to which they are both attached, represent C 3-7 cycloalkyl or C 3-7 heterocycloalkyl, either of which groups may be optionally substituted by one or more substituents; and

R 13 represents hydrogen; or C 1-6 alkyl, C 3-7 cycloalkyl, C 3-7 cycloalkyl(C 1-6 )alkyl, aryl, aryl(C 1-6 )alkyl, aryl(C 2-6 )alkenyl, aryl(C 2-6 )alkynyl, biaryl(C 1-6 )alkyl, C 3-7 heterocycloalkyl, C 3-7 heterocycloalkyl(C 1-6 )alkyl, C 3-7 heterocycloalkylcarbonyl, heteroaryl, heteroaryl(C 1-6 )alkyl, heteroaryl-aryl(C 1-6 )alkyl or aryl-heteroaryl(C 1-6 )alkyl, any of which groups may be optionally substituted by one or more substituents.

5. A compound as claimed in claim 4 of formula (IIC), or a pharmaceutically acceptable salt or solvate thereof:

wherein

—X 1 — represents a group of formula (a), (b) or (c):

R 11 represents hydrogen or optionally substituted C 1-6 alkyl; and

R 12 represents hydrogen; or C 1-6 alkyl, C 3-7 cycloalkyl, C 3-7 cycloalkyl(C 1-6 )alkyl, aryl, aryl(C 1-6 )alkyl, C 3-7 heterocycloalkyl, C 3-7 heterocycloalkyl(C 1-6 )alkyl, heteroaryl or heteroaryl(C 1-6 )alkyl, any of which groups may be optionally substituted by one or more substituents; or

R 11 and R 12 , when taken together with the carbon atom to which they are both attached, represent C 3-7 cycloalkyl or C 3-7 heterocycloalkyl, either of which groups may be optionally substituted by one or more substituents;

W represents CH or N; and

R 43 represents hydrogen, halogen, cyano, C 1-6 alkyl, hydroxy(C 1-6 )alkyl, trifluoromethyl, aryl(C 1-6 )alkyl, hydroxy, C 1-6 alkoxy, trifluoromethoxy, aryloxy, aryl(C 1-6 )alkoxy, C 1-6 alkylthio, arylsulphonyl, C 1-6 alkylsulphonyloxy, amino, C 2-6 alkylcarbonylamino, C 1-6 alkylsulphonylamino, C 2-6 alkylcarbonyl or aminocarbonyl.

6. A pharmaceutical composition comprising a compound of formula (I) as defined in claim 1 , or a pharmaceutically acceptable salt or solvate thereof, in association with a pharmaceutically acceptable carrier.

Assignments (2)
CONFIRMATORY ASSIGNMENT Recorded Jun 10, 2016
From: UCB PHARMA, S.A.
To: UCB BIOPHARMA SPRL
Reel/Frame 038953/0312 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 20, 2010
From: ALEXANDER, RIKKI PETER; BAILEY, STUART; BRAND, STEPHEN; BROOKINGS, DANIEL CHRISTOPHER; BROWN, JULIEN ALISTAIR; HAUGHAN, ALAN FINDLAY; KINSELLA, NATASHA; LOWE, CHRISTOPHER; MACK, STEPHEN ROBERT; PITT, WILLIAM ROSS; RICHARD, MARIANNA DILANI; SHARPE, ANDREW; TAIT, LAURA JANE
To: UCB PHARMA S.A.
Reel/Frame 024867/0903 →