Patent ID: 6177438
Filing Date: 2001-01-23
Classification: C07D

Abstract:
A morphinan derivative represented by formula (I-A) below or a pharmaceutically acceptable acid addition salt thereof: ##STR273##wherein. . . . . represents a single or double bond;R.sup.1 represents an alkyl group having 1 to 5 carbon atoms, a cycloalkylalkyl group having 4 to 7 carbon atoms, a cycloalkenylalkyl group having 5 to 7 carbon atoms, an aryl group having 6 to 12 carbon atoms including carbon atoms in any substituent group, an aralkyl group having 7 to 13 carbon atoms, an alkenyl group having 4 to 7 carbon atoms, or an allyl group;R.sup.2 represents a hydrogen atom, a hydroxy group, a nitro group, a straight chain alkanoyloxy group having 1 to 5 carbon atoms, a straight chain alkoxy group having 1 to 5 carbon atoms, a straight chain alkyl group having 1 to 5 carbon atoms, or the group NR.sup.13 R.sup.14 wherein R.sup.13 represents a hydrogen atom, a straight chain alkyl group having 1 to 5 carbon atoms, and R.sup.14 represents a hydrogen atom, a straight chain alkyl group having 1 to 5 carbon atoms, or --C(.dbd.O)R.sup.15 group wherein R.sup.15 represents a hydrogen atom, a phenyl group, or a straight chain alkyl group having 1 to 5 carbon atoms;R.sup.3 represents --A--B--R.sup.11 whereinA represents --NR.sup.12' C(.dbd.O)--, --NR.sup.12' C(.dbd.O)O--, --NR.sup.12' C(.dbd.S)NR.sup.12 --, or --NR.sup.12' C(.dbd.O)NR.sup.12, whereinR.sup.12' represents a straight chain alkyl group having 1 to 5 carbon atoms, a branched chain alkyl group having 3 to 5 carbon atoms, or an aryl group having 6 to 12 carbon atoms including carbon atoms in any substituent group, andR.sup.12 represents a hydrogen atom, a straight chain alkyl group having 1 to 5 carbon atoms, a branched chain alkyl group having 3 to 5 carbon atoms, or an aryl group having 6 to 12 carbon atoms including carbon atoms in any substituent group;B represents a valence bond, straight chain or branched chain alkylene group having 1 to 14, or 3 to 14 carbon atoms respectively which may be substituted with at least one substituent group selected from the group consisting of an alkoxy group having 1 to 5 carbon atoms, an alkanoyloxy group having 1 to 5 carbon atoms, a hydroxy group, an amino group, a cyano group, a trifluoromethyl group and a phenoxy group, a straight chain or branched chain acyclic unsaturated hydrocarbon group having 2 to 14, or 3 to 14 carbon atoms respectively and having 1 to 3 double bonds and/or triple bonds which may be substituted with at least one substituent group selected from the group consisting of an alkoxy group having 1 to 5 carbon atoms, an alkanoyloxy group having 1 to 5 carbon atoms, a hydroxy group, an amino group, a cyano group, a trifluoromethyl group and a phenoxy group, and wherein the number of carbon atoms is not less than twice the number of unsaturated bonds, or a divalent linking group comprising one or more of a straight chain or branched chain saturated or unsaturated hydrocarbon radical and 1 to 5 linkages selected from the group consisting of a thioether linkage, an ether linkage and an amino linkage wherein the total number of carbon atoms and linkages is from 2 to 14 and said linkages are not adjacent to one another and wherein any hetero atom is not bonded directly to A; and, R.sup.11 represents a hydrogen atom, or an organic group having one of the following structures: ##STR274##which may be substituted with at least one substituent group selected from the group consisting of an alkyl group having 1 to 5 carbon atoms, an alkoxy group having 1 to 5 carbon atoms, a hydroxy group, fluorine, chlorine, bromine, iodine, an amino group, a nitro group, a cyano group, an isothiocyanato group, a trifluoromethyl group, a trifluoromethoxy group and a methylenedioxy group;m is an integer from 1 to 2, and R.sup.3 may be identical or different in the case of m being equal to 2;R.sup.9 represents a hydroxy group, fluorine, chlorine, bromine, iodine, or a carbonyl group;R.sup.10 represents a hydrogen atom, a hydroxy group, an alkanoyloxy group having 1 to 5 carbon atoms, or an alkoxy group having 1 to 5 carbon atoms;and, the formula (I-A) includes the (+) form, (-) form and (.+-.) form.