Patent ID: 6057441
Filing Date: 2000-05-02
Classification: A61P,C07D

Abstract:
A compound of formula ##STR15## a N-oxide form, a pharmaceutically acceptable addition salt or a stereochemically isomeric form thereof, wherein:n is zero, 1, 2, 3, 4, 5, or 6;p is zero, 1, 2, 3 or 4;q is zero, 1, 2, 3 or 4;r is zero, 1, 2, 3, 4 or 5;R.sup.1 and R.sup.2 each independently are hydrogen; C.sub.1-6 alkyl; C.sub.1-6 alkylcarbonyl; halomethylcarbonyl; C.sub.1-6 alkyl substituted with hydroxy, C.sub.1-6 alkyloxy, carboxyl, C.sub.1-6 alkylcarbonyloxy, C.sub.1-6 alkyloxycarbonyl or aryl; or R.sup.1 and R.sup.2 taken together with the nitrogen atom to which they are attached may form a morpholinyl ring or a radical of formula: ##STR16## wherein: R.sup.9, R.sup.10, R.sup.11 and R.sup.12 each independently are hydrogen, halo, halomethyl, or C.sub.1-6 alkyl;m is zero, 1, 2, or 3;R.sup.13, R.sup.14, R.sup.15 and R.sup.16 each independently are hydrogen, C.sub.1-6 alkyl, aryl or arylcarbonyl; orR.sup.15 and R.sup.16 taken together may form a bivalent radical C.sub.4-5 alkanediyl;R.sup.17 is hydrogen; C.sub.1-6 alkyl; C.sub.1-6 alkylcarbonyl; halomethylcarbonyl;C.sub.1-6 alkyloxycarbonyl; aryl; di(aryl)methyl; C.sub.1-6 alkyl substituted with hydroxy, C.sub.1-6 alkyloxy, carboxyl, C.sub.1-6 alkylcarbonyloxy, C.sub.1-6 alkyloxycarbonyl or aryl;each R.sup.3 independently is halo, cyano, hydroxy, halomethyl, halomethoxy, carboxyl, nitro, amino, mono- or di(C.sub.1-6 alkyl)amino, C.sub.1-6 alkylcarbonylamino, aminosulfonyl, mono- or di(C.sub.1-6 alkyl)aminosulfonyl, C.sub.1-6 alkyl, C.sub.1-6 alkyloxy, C.sub.1-6 alkylcarbonyl, C.sub.1-6 alkyloxycarbonyl;each R.sup.4 independently is halo, cyano, hydroxy, halomethyl, halomethoxy, carboxyl, nitro, amino, mono- or di(C.sub.1-6 alkyl)amino, C.sub.1-6 alkylcarbonylamino, aminosulfonyl, mono- or di(C.sub.1-6 alkyl)aminosulfonyl, C.sub.1-6 alkyl, C.sub.1-6 alkyloxy, C.sub.1-6 alkylcarbonyl, C.sub.1-6 alkyloxycarbonyl;each R.sup.5 independently is C.sub.1-6 alkyl, cyano or halomethyl;X is CR.sup.6 R.sup.7, NR.sup.8, O, S, S(.dbd.O) or S(.dbd.O).sub.2 ; whereinR.sup.6 and R.sup.7 each independently are hydrogen, hydroxy, C.sub.1-6 alkyl, halomethyl, C.sub.1-6 alkyloxy or R.sup.6 and R.sup.7 taken together may form methylene; mono- or di(cyano)methylene; a bivalent radical of formula --(CH.sub.2).sub.2 --, --(CH.sub.2).sub.3 --, --(CH.sub.2).sub.4 --, --(CH.sub.2).sub.5 --, --O--(CH.sub.2).sub.2 --O--, --O--(CH.sub.2).sub.3 --O--; or, together with the carbon atom to which they are attached, a carbonyl;R.sup.8 is hydrogen, C.sub.1-6 alkyl, C.sub.1-6 alkylcarbonyl, arylcarbonyl, arylC.sub.1-6 alkylcarbonyl, C.sub.1-6 alkylsulfonyl, arylsulfonyl or arylC.sub.1-6 alkylsulfonyl;aryl is phenyl; or phenyl substituted with 1, 2, or 3 substituents selected from halo, hydroxy, C.sub.1-6 alkyl and halomethyl;provided that the compound is other than (.+-.)-3,3a,8,12b-tetrahydro-N-methyl-2H-dibenzo[3,4:6,7]-cyclohepta[1,2-b ]furan-2-methanamine oxalic acid.