Patent EP-1491531-A1 (EP)
Inventor: IIMURA YOICHI
IPC: A61P25/28
Filed: 2003-03-25
Abstract: The present invention provides an excellent sigma receptor binding agent and/or acetylcholinesterase inhibitor containing an (1-indanone)-(1,2,3,6-tetrahydropyridine) compound. More specifically, it provides an (1-indanone)-(1,2,3,6-tetrahydropyridine) compound represented by the following formula, a pharmacologically acceptable salt thereof or a hydrate of them.
       
     In the formula (I), R 1 , R 2 , R 3  and R 4  are the same as or different from each other and each represents hydrogen atom, a halogen atom, hydroxyl group, nitrile group, an,alkyl group having one to six carbon atoms which may be substituted, a cycloalkyl group having three to eight carbon atoms which may be substituted, an alkoxy group having one to six carbon atoms which may be substituted, a cycloalkoxy group having three to eight carbon atoms which may be substituted, an acyl group having one to six carbon atoms which may be substituted, an C 1 -C 6  alkoxy-carbonyl group which may be substituted, an C 1 -C 6  alkyl-aminocarbonyloxy group which may be substituted, a di-(C 1 -C 6  alkyl)-aminocarbonyloxy group which may be substituted, nitro group, an amino group which may be substituted, an amide group which may be substituted, mercapto group or a C 1 -C 6  thioalkoxy group which may be substituted, where R 1  and R 2 , or R 2  and R 3 , or R 3  and R 4  may together form an aliphatic ring, an aromatic ring, a heterocyclic ring or an alkylenedioxy ring; the partial structure:
      is a group represented by >C=CH-(CH 2 ) m - or >C(R 6 )-(CH 2 ) m - (wherein m is 0 or an integer from 1 to 5; and R 6  is hydrogen atom, a halogen atom, hydroxyl group, an alkyl group having one to six carbon atoms, an alkoxy group having one to six carbon atoms, nitrile group, a halo-C 1 -C 6  alkyl group, a hydroxy-C 1 -C 6  alkyl group, a cyano-C 1 -C 6  alkyl group, an amino-C 1 -C 6  alkyl group, nitro group, azide group, an amino group which may be substituted, carbamoyl group which may be substituted, carboxyl group which may be substituted, mercapto group or a C 1 -C 6  thioalkoxy group); and R 5  is hydrogen atom, an alkyl group having one to six carbon atoms which may be substituted, an alkenyl group having two to six carbon atoms which may be substituted, an alkynyl group having two to six carbon atoms which may be substituted, a cycloalkyl group having three to eight carbon atoms which may be substituted, an 2,2-(alkylenedioxy)ethyl group or a group represented by the formula:
      (wherein the ring C is benzene ring, an aliphatic ring or a heterocyclic ring; R 7 s are the same as or different from each other and each represents hydrogen atom, a halogen atom, hydroxyl group, nitrile group, an alkyl group having one to six carbon atoms which may be substituted, an alkenyl group having two to six carbon atoms which may be substituted, an alkynyl group having two to six carbon atoms which may be substituted, a cycloalkyl group having three to eight carbon atoms which may be substituted, an alkoxy group having one to six carbon atoms which may be substituted, an C 1 -C 6  alkoxy-alkoxy group which may be substituted, an aryloxy group which may be substituted, an aralkyloxy group which may be substituted or the like, where two of R 7 s may together form an aliphatic ring, an aromatic ring, a heterocyclic ring or an alkylenedioxy ring; and n is an integer from 1 to 5).