New indene derivatives useful for treating e.g. obesity, bulimia, anorexia, cachexia, diabetes, anxiety, panic attacks, depression and bipolar disorders

摘要

Indene derivatives and their salts, isomers, prodrugs, solvates, optionally in the form of one of their stereoisomers (preferably enantiomers or diastereomers), or racemate or in the form of a mixture of stereoisomers (preferably enantiomers and/or diastereomers) are new. Indene derivatives of formula (I) and their salts, isomers, prodrugs, solvates, optionally in the form of one of their stereoisomers (preferably enantiomers or diastereomers), racemate or in the form of a mixture of at least two stereoisomers (preferably enantiomers and/or diastereomers), are new. n : 0 - 4; R 1e.g. saturated or unsaturated cycloaliphatic radical (optionally at least monosubstituted, optionally at least with one heteroatom (H 1) as a member of the ring which optionally condensed with a mono or polycyclic annular system optionally at least monosubstituted), -COOH or -OH; H 1N, O or S; R 2 - R 5e.g. linear or branched, saturated o unsaturated 1-6C aliphatic radical (optionally substituted), H, -NO 2, -NH 2, -SH, -OH, -CN or -C(=0)-H; A : C=C(R 6)(R 6 a) or C(R 6)(R 6 a); R 6 and R 6 ae.g. linear or branched, saturated or unsaturated 1-10C aliphatic radical (optionally substituted), H or NO 2; R 7e.g. H, linear or branched 1-6C aliphatic radical (optionally substituted). Full definitions are given in the DEFINITIONS (Full Definition) section. Independent claims are included for the following: (1) preparation of the indene derivatives of formula (I); and (2) new indanone derivatives of formula (II). [Image] [Image] ACTIVITY : Anorectic; Eating-Disorders-Gen.; Anabolic; Immunomodulator; Antidiabetic; Antiinflammatory; Gastrointestinal-Gen.; CNS-Gen.; Tranquilizer; Antidepressant; Neuroleptic; Nootropic; Neuroprotective; Antiparkinsonian; Anticonvulsant. MECHANISM OF ACTION : Serotonin receptor (preferably 5-hydroxytryptamine-6 (5HT 6) receptor) modulator. The efficacy of N-[3-(2-dimethylaminoethyl)-2-methyl-1H-inden-5-yl]-6-chloroimidazo[2,1-b]thiazole-5-sulfonamide (Ic) was evaluated for 5HT 6 receptor binding activity using membranes of HEK-293 cells expressing the 5HT 6 human recombinant receptor. (Ic) Showed Ki of 4.8 nM.