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US 2003/0171358 A1Published application
New compounds, their preparation and use
OwnerLone Jeppesen, Per Sauerberg +2inventors
InventorsLone Jeppesen, Per Sauerberg, Anthony Murray, Paul Stanley Bury
Life of this patent
Estimating the term…
Abstract
The present invention relates to compounds of the general formula (I) 1 The compounds are useful in the treatment and/or prevention of conditions mediated by nuclear receptors, in particular the Peroxisome Proliferator-Activated Receptors (PPAR).
Claims24
A compound of formula (I)
- 17
- wherein ring A and ring B, fused to the ring containing X and T, independently of each other represents a 5-6 membered cyclic ring, optionally substituted with one or more halogen, perhalomethyl, hydroxy, nitro, cyano, formyl, or C1-12-alkyl, C4-12-alkenynyl, C2-12-alkenyl, C2-12-alkynyl, C1-12-alkoxy, aryloxy, arylalkyl, arylalkoxy, heteroarylalkyl, heteroaryloxy, heteroarylalkoxy, acyl, acyloxy, hydroxyC1-12-alkyl, amino, acylamino, C1-12-alkyl-amino, arylamino, arylalkylamino, amino-C1-12-alkyl, C1-12-alkoxycarbonyl, aryloxycarbonyl, arylalkoxycarbonyl, C1-12-alkoxyC1-12-alkyl, aryloxyC1-12-alkyl, arylalkoxyC1-12-alkyl, C1-12-alkylthio, thioC1-12-alkyl, C1-12-alkoxycarbonylamino, aryloxycarbonylamino, arylalkoxycarbonylamino, bicycloalkyl, (C3-6-cycloalkyl)C1-6-alkyl, C1-6-dialkylamino, C1-6-alkylsulfonyl, C1-6-monoalkylaminosulfonyl, C1-6-dialkylaminosulfonyl, arylthio, arylsulfonyl, C1-6-monoalkylaminocarbonyl, C1-6-dialkylaminocarbonyl, —COR6 or —SO2R7, wherein R6 and R7 independently of each other are selected from hydroxy, halogen, perhalomethyl, C1-6-alkoxy or amino optionally substituted with one or more C1-6-alkyl or perhalomethyl;
- or aryl, wherein the aryl optionally can be substituted with one or more halogen, perhalomethyl, hydroxy, nitro or cyano;
- or heteroaryl, wherein the heteroaryl optionally can be substituted with halogen, amino hydroxy, C1-6-alkyl or C1-6-alkoxy;
- or heterocyclyl, wherein the heterocyclyl optionally can be substituted with halogen, amino, hydroxy, C1-6-alkyl or C1-6-alkoxy;
- X is a valence bond, —(CHR8)—, —(CHR8)—CH2—, —CH═CH—, —O—(CHR8)—, —S—(CHR8)—, —(NR8)—CH2—, —(CHR8)—CH═CH—, —(CHR8)—CH2—CH2—, —(C═O)—, —O—CH2—O—, —(NR8)—S(O2)—, —CH═(CR8)—, —(CO)—(CHR8)—, —CH2—(SO)—, —(SO)—, —(SO2)—, —CH2—(SO2)—, —CH2—O—CH2—, wherein R8 is hydrogen, halogen, hydroxy, nitro, cyano, formyl, C1-12-alkyl, C1-12-alkoxy, aryl, aryloxy, arylalkyl, arylalkoxy, heterocyclyl, heteroaryl, heteroarylalkyl, heteroaryloxy, heteroarylalkoxy, acyl, acyloxy, hydroxyalkyl, amino, acylamino, C1-12-alkyl-amino, arylamino, arylalkylamino, aminoC1-12-alkyl, C1-12-alkoxycarbonyl, aryloxycarbonyl, arylalkoxycarbonyl, C1-12-alkoxyC1-12-alkyl, aryloxyC1-12-alkyl, arylalkoxyC1-12-alkyl, C1-12-alkylthio, thioC1-12-alkyl, C1-12-alkoxycarbonylamino, aryloxycarbonylamino, arylalkoxycarbonylamino, —COR9 or —SO2R10, wherein R9 and R10 independently of each other are selected from hydroxy, halogen, C1-6-alkoxy, amino optionally substituted with one or more C1-6-alkyl, perhalomethyl or aryl;
- T is N or CR14, wherein R14 is hydrogen, C1-12-alkoxy, C1-12-alkyl, C4-12-alkenynyl, C2-12-alkenyl, C2-12-alkynyl, aryl or arylalkyl;
- Y is C, O, S, CO, SO, SO2 or NR11, wherein R11 is hydrogen, C1-6-alkyl;
- k is 1 or 2;
- represents a single or a double bond;
- Ar is arylene, heteroarylene, or a divalent heterocyclic group each of which can optionally be substituted with one or more halogen,C1-6-alkyl, amino, hydroxy, C1-6-alkoxy or aryl;
- R1 is hydrogen, hydroxy, halogen, C1-12-alkoxy, C1-12-alkyl, C4-12-alkenynyl, C2-12-alkenyl, C2-12-alkynyl or arylalkyl;
- optionally substituted with one or more halogen, perhalomethyl, hydroxy, nitro or cyano;
- R2 is hydrogen, hydroxy, halogen, C1-12-alkoxy, C1-12-alkyl, C4-12-alkenynyl, C2-12-alkenyl, C2-12-alkynyl or arylalkyl;
- optionally substituted with one or more halogen, perhalomethyl, hydroxy, nitro or cyano;
- or R2 forms a bond together with R3;
- R3 is hydrogen, hydroxy, halogen, C1-12-alkoxy, C1-12-alkyl, C4-12-alkenynyl, C2-12-alkenyl, C2-12-alkynyl, acyl or arylalkyl;
- optionally substituted with one or more halogen, perhalomethyl, hydroxy, nitro or cyano;
- or R3 forms a bond together with R2;
- R4 is hydrogen, C1-12-alkyl, C4-12-alkenynyl, C2-12-alkenyl, C2-12-alkynyl, aryl, arylalkyl, heterocyclyl, heteroaryl or heteroarylalkyl groups;
- optionally substituted with one or more halogen, perhalomethyl, hydroxy, nitro or cyano;
- R5 is hydrogen, C1-12-alkyl, C4-12-alkenynyl, C2-12-alkenyl, C2-12-alkynyl, aryl, arylalkyl, heterocyclyl, heteroaryl or heteroarylalkyl groups;
- optionally substituted with one or more halogen, perhalomethyl, hydroxy, nitro or cyano;
- Z is oxygen or NR12, wherein R12 represents hydrogen C1-12-alkyl, aryl, hydroxyC1-12-alkyl or arylalkyl groups or when Z is NR12, R4 and R12 may form a 5 or 6 membered nitrogen containing ring, optionally substituted with one or more C1-6-alkyl;
- Q is oxygen or NR13, wherein R13 represents hydrogen C1-12-alkyl, aryl, hydroxyC1-12-alkyl or arylalkyl groups or when Q is NR13, R5 and R13 may form a 5 or 6 membered nitrogen containing ring, optionally substituted with one or more C1-6-alkyl;
- n is an integer ranging from 0 to 3;
- m is an integer ranging from 0 to 1;
- p is an integer ranging from 0 to 1;
- or a salt thereof with a pharmaceutically acceptable acid or base, or any optical isomer or mixture of optical isomers, including a racemic mixture, or any tautomeric forms.
26 more elements
Dependencies are inferred from the claim text.