4,5-Dihydro-1h-pyrazole derivatives having potent cb1-antagonistic activity

Compounds of the general formulas (Ia) or (Ib)

• 18
• wherein
• R and R1 independently represent phenyl, thienyl or pyridyl which groups may be substituted with 1, 2 or 3 substituents Y, which can be the same or different, from the group C1-3-alkyl or alkoxy, hydroxy, halogen, trifluoromethyl, trifluoromethylthio, trifluoromethoxy, nitro, amino, mono- or dialkyl (C1-2)-amino, mono- or dialkyl (C1-2)-amido, (C1-3)-alkyl sulfonyl, dimethylsulfamido, C1-3-alkoxycarbonyl, carboxyl, trifluoromethylsulfonyl, cyano, carbamoyl, sulfamoyl and acetyl, or R and/or R1 represent naphtyl,
• R2 represents hydrogen, hydroxy, C1-3-alkoxy, acetyloxy or propionyloxy,
• R3 represents a hydrogen atom or a branched or unbranched C1-8 alkyl group or a C3-7 cycloalkyl group which alkyl group or cycloalkyl group may be substituted with a hydroxy group,
• R4 represents a hydrogen atom or a branched or unbranched C1-8 alkyl, C3-8 cycloalkyl, C2-10 heteroalkyl, C3-8 nonaromatic heterocycloalkyl or C4-10 nonaromatic heterocycloalkyl-alkyl moiety which moieties may contain one or more heteroatoms from the group (O, N, S), which moieties may be substituted with a keto group, trifluoromethyl group, C1-3 alkyl group, hydroxy, amino, monoalkylamino, or dialkylamino group or a fluoro atom, or R4 represents an amino, hydroxy, phenoxy or benzyloxy group or R4 represents a branched or unbranched C1-8 alkoxy, C3-8 alkenyl, C5-8 cycloalkenyl or C6-9 cycloalkenylalkyl group which groups may contain a sulphur, nitrogen or oxygen atom, a keto group or —SO2— group which C1-8 alkoxy, C3-8 alkenyl, C5-8 cycloalkenyl or C6-9 cycloalkenylalkyl groups may be substituted with a hydroxy group, a trifluoromethyl group, an amino group, a monoalkylamino group or dialkylamino group or a fluoro atom, or R4 represents a phenyl, benzyl, pyridyl, thienyl, pyridylmethyl or phenethyl group wherein the aromatic rings may be substituted with 1, 2 or 3 of the substituents Y, wherein Y has the meaning as indicated above, or
• R4 represents a group NR8R9 with the proviso that R3 represents a hydrogen atom or a methyl group and wherein R8 and R9 are the same or different and represent C1-4 alkyl or C2-4 trifluoroalkyl or R8 and R9—together with the nitrogen atom to which they are bonded—form a saturated or un-saturated heterocyclic moiety having 4 to 8 ring atoms which heterocyclic moiety may contain an oxygen or sulphur atom or a keto group or —SO2— group or an additional nitrogen atom, which saturated or unsaturated heterocyclic moiety may be substituted with a C1-4 alkyl group or
• R3 and R4—together with the nitrogen atom to which they are bonded—form a saturated or unsaturated, monocyclic or bicyclic heterocyclic moiety having 4 to 10 ring atoms, which heterocyclic moiety may contain one or more atoms from the group (O, N, S) or a keto group or —SO2— group, which moiety may be substituted with a C1-4 alkyl, hydroxyalkyl, phenyl, thienyl, pyridyl, amino, monoalkylaminoalkyl, dialkylaminoalkyl, monoalkylamino, dialkylamino, aminoalkyl, azetidinyl, pyrrolidinyl, piperidinyl or hexahydro-1H-azepinyl group,
• R5 and R6 independently of each other represent a hydrogen atom or a branched or unbranched C1-8 alkyl or alkenyl group which groups may contain one or more heteroatoms from the group (O, N, S), a keto group or a —SO2— group and which groups may be substituted with a hydroxy or amino group, or R5 and R6 independently of each other represent a C3-8 cycloalkyl group or C3-8 cycloalkenyl group which may contain one or more ring heteroatoms from the group (O, N, S) or the —SO2— group and which groups may be substituted with a hydroxy group, alkyl (C1-3), the —SO2— group, the keto group, amino group, monoalkylamino group (C1-3) or dialkylamino group (C1-3), or
• R5 represents a naphtyl group or a phenyl group which phenyl group may be substituted with 1, 2 or 3 substituents Y wherein Y has the meaning as described hereinabove, with the proviso that R6 represents a hydrogen atom, or a branched or unbranched alkyl group (C1-5) which alkyl group may contain one or more heteroatoms from the group (O, N, S) or the —SO2— group and which alkyl group may be substituted with a hydroxy, keto or amino group, or
• R5 and R6—together with the nitrogen atom to which they are bonded—form a monocyclic, bicyclic or tricyclic alkyl or alkenyl group which may contain ring heteroatoms from the group (O, N, S), the keto or the SO2 group and which monocyclic, bicyclic or tricyclic alkyl or alkenyl group may be substituted with a hydroxy group, alkyl (C1-3) group, SO2 group, keto group, amino group, monoalkylamino group (C1-3), dialkylamino group (C1-3), pyrrolidinyl group or piperidinyl group, which monocyclic, bicyclic or tricyclic alkyl or alkenyl group may contain an annelated phenyl group which annelated phenyl group may be substituted with 1 or 2 substituents Y, wherein Y has the meaning as described herein above,
• R7 represents branched or unbranched C1-3 alkyl.
• and tautomers, stereoisomers, prodrugs and salts thereof.