Patent ID: 6767907
Filing Date: 2004-07-27
Classification: A61P,C07C,C07D

Abstract:
A 4-aryl-1-(indanmethyl, dihydrobenzofuran-methyl or dihydrobenzothiophenemethyl) piperazine compound of Formula I wherein one of X and Y is CH2 and the other is O;Ar is selected from the group consisting of phenyl, 2-thienyl, 3-thienyl, 2-furanyl, 3-furanyl, 2-pyrimidyl, 1-indolyl, 2-indolyl, 3-indolyl, 1-indol-2-onyl, 3-indol-2-onyl, 2-benzofuranyl, 3-benzofuranyl, 2-benzothiophenyl, 3-benzothiophenyl, 1-naphthyl, 2-naphthyl, wherein each Ar group can be optionally substituted with halogen, lower alkyl, lower alkoxy, lower alkylthio, hydroxy, lower alkylsulfonyl, cyano, trifluoromethyl, trifluromethylsulfonyloxy, cycloalkyl, cycloalkyl-lower-alkyl, nitro, amino, lower alkylamino, di-lower alkylamino, acylamino or C1-2 alkylenedioxy; R1 is selected from the group consisting of hydrogen, lower alkyl, lower alkenyl, lower alkynyl, cycloalk(en)yl, cycloalk(en)yl-lower alk(enlyn)yl, aryl, aryl-lower alkyl, acyl, thioacyl, lower alkylsulfonyl, trifluoromethylsulfonyl, and arylsulfonyl; or R1 is a group R9VCO- where V is O or S and R9 is lower alkyl, cycloalkyl, cycloalkyl-lower-alkyl or aryl, or R1 is a group R10R11NCOâ€” or R10R11NCSâ€” wherein R10 and R11 are independently selected from the group consisting of hydrogen, lower alkyl, cycloalkyl, cycloalkyl-lower-alkyl and aryl, or R10 and R11 taken together with the N-atom to which they are linked, form a pyrrolidinyl, piperidinyl or perhydroazepin group; R2 is hydrogen, lower alkyl, cycloalkyl or cycloalkyl-lower-alkyl; or R1 and R2 taken together with the N-atom to which they are linked form a group, â€ƒwherein Q is C&boxH;O, C&boxH;S or CH2; T is NH, S, O or CH2; and m is 1-4, inclusive; R3-R5 are independently selected from the group consisting of hydrogen, halogen, lower alkyl, lower alkylcarbonyl, phenylcarbonyl, halogen substituted phenylcarbonyl, lower alkoxy, lower alkylthio, hydroxy, lower alkylsulfonyl, cyano, trifluoromethyl, cycloalkyl, cycloalkyl-lower-alkyl and nitro; R6 and R7 are each hydrogen or lower alkyl or they can be linked together to form a 3-7 membered carbocyclic ring; R8 is hydrogen or lower alkyl; any alkyl, cycloalkyl or cycloalkylalkyl group present can be optionally substituted with one or two hydroxy groups, which can be optionally esterified with an aliphatic or aromatic carboxylic acid; and any aryl substituent present can be optionally substituted with halogen, lower alkyl, lower alkoxy, lower alkylthio, hydroxy, lower alkylsulfonyl, cyano, trifluoromethyl, trifluromethylsulfonyloxy, cycloalkyl, cycloalkyl-lower-alkyl or nitro; or a pharmaceutically acceptable acid addition salt thereof.