Aryl fused azapolycyclic compounds

A compound of the formula

• 29
• wherein Z is CH2, C(═O) or CF3;
• R1 is hydrogen, (C1-C6)alkyl, unconjugated (C3-C6)alkenyl, benzyl, XC(═O)R13 or —CH2CH2—O—(C1-C4)alkyl;
• R2 and R3 are selected independently, from hydrogen, (C2-C6) alkenyl, (C2-C6) alkynyl, hydroxy, nitro, amino, halo, cyano, —SOq(C1-C6)alkyl wherein q is zero, one or two, (C1-C6)alkylamino, [(C1-C6)alkyl]2amino, CO2R2, CONR5R6, SO2NR7R8, C(═O)R13, XC(═O)R13, aryl-(C0-C4') alkyl or aryl-(C0-C3)alkyl-O- wherein said aryl is selected from phenyl and naphthyl, heteroaryl-(C0-C3)alkyl or heteroaryl-(C0-C3)alkyl-O-, wherein said heteroaryl is selected from five to seven membered aromatic rings containing from one to four heteroatoms selected from oxygen, nitrogen and sulfur, and X2(C0-C6)alkoxy-(C0-C6)alkyl, wherein X2 is absent or X2 is C1-C5)alkylamino or [(C1-C6)alkyl]2amino, and wherein the (C0-C6)alkoxy-(C0-C6)alkyl moiety of said X2(C0-C6)alkoxy-(C0-C6)alkyl contains at least one carbon atom, and wherein from one to three of the carbon atoms of said (C0-C6)alkoxy-(C0-C6)alkyl moiety may optionally be replaced by an oxygen, nitrogen or sulfur atom, with the proviso that any two of such heteroatoms must be separated by at least two carbon atoms, and wherein any of the alkyl moieties of said (C0-C6)alkoxy-(C0-C6)alkyl may be optionally substituted with from two to seven fluorine atoms, and wherein one of the carbon atoms of each of the alkyl moieties of said aryl-(C0-C3)alkyl and said heteroaryl-(C0-C3)alkyl may optionally be replaced by an oxygen, nitrogen or sulfur atom, and wherein each of the foregoing aryl and heteroaryl groups may optionally be substituted with one or more substituents, preferably from zero to two substituents, independently selected from (C1-C6) alkyl optionally substituted with from one to seven fluorine atonms, (C1-C6) alkoxy optionally substituted with from two to seven fluorine atoms, halo (e.g., chloro, fluoro, bromo or iodo), hydroxy, nitro, cyano, amino, (C1-C6) alkylamino and [(C1-C6)alkyl]2amino;
• or R2 and R3, together with the carbons to which they are attached, from a four to seven membered monocyclic, or a ten to fourteen membered bicyclic, carbocyclic ring that can be satrurated or unsaturated, wherein from one to three of the nonfused carbon atoms of said monocyclic rings, and from one to five of the carbon atoms og said bicyclic rings that are not part of the benzo ring shown in formula I, may optionally and independently be replaced by a nitrogen, oxygen or sulfur, and wherein said monocyclic and bicyclic rings may optionally be substituted with one or more substituents, preferably from zero to two substituents for the monocyclic rings and from zero to three substituents for the bicyclic rings, that are selected, independently, from (C0-C6) alkoxy-(C0-C6)alkyl-, wherein the total number of carbon atoms does not exceed six and wherein any of the alkyl moieties may optionally be substituted with from one to seven fluorine atoms;
• nitro, oxo, cyano, halo, hydroxy, amino, (C1-C6)alkylamino, [(C1-C6) alkyl]2amino, phenyl and monocyclic heteroaryl wherein said heteroaryl is defined as in the definition of R2 and R3 above;
• each R4, R5, R6, R7, R8 and R13 is selected, independently, from hydrogen and (C1-C6) alkyl, or R5 and R6, or R7 and R8 together with the nitrogen to which they are attached, form a pyrrolidine, piperidine, morpholine, azetidine, piperizine, —N—(C1-C6)alkylpiperizine or thiomorpholine ring, or a thiomorpholine ring wherein the ring sulfur is replaced with a sulfoxide or sulfone;
• and
• each X is, independently, (C1-C6)alkylene;
• with the proviso that:
• (a) at least one of R1, R2 and R3 must be the other than hydrogen, (b) when R2 and R3 are hydrogen, R1 cannot be methyl or hydrogen;
• and (c) no fluorine atom in any of the fluoro substituted alkyl or alkoxy moieties of R2 and R3 can be attached to a carbon that is attached to a heteroatom;
• or a pharmaceutically acceptable salt thereof;