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US 2010/0305092 A1Published application
Triazole oxadiazoles derivatives
AssigneeMerck Serono SA
InventorsAnna Quattropani, Christophe Cleva, Eric Sebille, Matthias Schwarz, Delphine Marin
Life of this patent
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Abstract
The invention relates to compounds of formula I: wherein R1, R2, Ra, Rb, X have the meanings given in claim 16. The compounds are useful e.g. in the treatment of autoimmune disorders, such as multiple sclerosis.
Claims17
1-15. (canceled)
A compound according to formula I:
- wherein
- X is O or S;
- R1 denotes H, Hal, CF3, OCF3, CN, or NO2;
- R2 is H, A or Hal;
- Ra is H, A, Ar, or Het;
- provided that Ra is not a benzo[1,3]dioxolyl group, or a phenyl group being unsubstituted or substituted by at least one methyl, F, Cl, OMe and/or OEt, if Rb is a methyl group;
- Rb is A, Ar, Het, OA, NHA, or NA2, Ar-alkyl, or Het-alkyl;
- Hal is F, Cl, Br or I;
- A is a branched or linear alkyl having 1 to 12 C-atoms, wherein one or more may be replaced by Hal, OR3, CN, CO2R3, cycloalkyl having 3 to 7 ring carbon atoms, or N(R3)2 and wherein one or more non-adjacent CH2-groups may be replaced by O, NR3 or S and/or by —CO—, —NR3CO—, —CONR3—, NR3CO2—, —NR3CONR3—, —CH═CH—, —C≡C—, groups, or
- or denotes cycloalkyl or cycloalkylalkylene having 3-7 ring C atoms;
- q is 1, 2, 3, or 4;
- Ar denotes a monocyclic or bicyclic, unsaturated or aromatic carbocyclic ring having 6 to 14 carbon atoms which may be unsubstituted or monosubstituted, disubstituted or trisubstituted by a substitutent selected from R4 and/or R5;
- Ar-alkyl denotes an aryl group linked to the rest of the molecule through a C1-C12 alkylene chain;
- Het denotes a monocyclic or bicyclic, saturated, unsaturated or aromatic heterocyclic ring having 1 to 4 N, O and/or S atoms which may be unsubstituted or monosubstituted, disubstituted or trisubstituted by a substitutent selected from R4 and/or R5;
- and wherein one or more CH2 groups may be replaced by —CO—;
- Het-alkyl denotes a group Het linked to the rest of the molecule through a C1-C12 alkylene chain;
- R4 and R5 are each independently selected from A, Hal, hydroxy, alkoxy, carboxy, carboxy-alkyl, perfluoro-alkyl, perfluoro-alkoxy, acyl, alkylsulfonyl, sulfonyl, —SO2(R3)2, cyano, nitro, amino, amido, alkyl optionally substituted by a carboxy, —N(R3)2, —CO(NR3)2, —OR3, (NR3)COR3, —CO2R3, —COR3, or Ar-alkyl or Het-alkyl both optionally substituted by A, Hal, an acyl, alkylsulfonyl, carboxy, —N(R3)2, —CON(R3)2, —OR3, (NR3)COR3, —CO2R3, —COR3, —SO2N(R3)2, —SO2alkyl, NR3SO2alkyl, NR3SO2alkyl,
- or C1-C6 alkyl;
- R3 is H or A;
- and pharmaceutically acceptable solvates, tautomers, salts and stereoisomers thereof, including mixtures thereof.
17 more elements
Dependencies are inferred from the claim text.