Antidepressant cycloalkylamine derivatives of heterocycle-fused benzodioxans

A compound of formula I:

• 28
• wherein:
• R1 is hydrogen, hydroxy, halo, cyano, carboxamido, carboalkoxy of 2 to 6 carbon atoms, trifluoromethyl, alkyl of 1 to 6 carbon atoms, alkanoyloxy of 2 to 6 carbon atoms, amino, mono- or di-alkylamino in which each alkyl group has 1 to 6 carbon atoms, alkanamido of 2 to 6 carbon atoms, or alkanesulfonamido of 1 to 6 carbon atoms;
• R2 is hydrogen or alkyl of 1 to 6 carbons;
• the group X—Y is —N═C(R3)—C(R4)═N—, —N═C(R3)—C(R5)═CH—, —N═C(R3)—N═CH—, —N═C(R3)—O—, —NH—C(R6)═N— or —NH—C(R7)═CH—;
• R3 and R4 are, independently, hydrogen, halo, amino, mono- or di-alkylamino in which each alkyl group has 1 to 6 carbon atoms or alkyl of 1 to 6 carbon atoms;
• R5 is hydrogen or alkyl of 1 to 6 carbon atoms;
• R6 is hydrogen, halo, trifluoromethyl, pentafluoroethyl, amino, mono- or di-alkylamino in which each alkyl group has 1 to 6 carbon atoms or alkyl of 1 to 6 carbon atoms;
• R7 is hydrogen, halo, trifluoromethyl, pentafluoroethyl or alkyl of 1 to 6 carbon atoms;
• Q is a heteroaryl moiety selected from the following:
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• wherein Z is NR12, S, or 0;
• R8, R9, R10, and R11 are, independently, hydrogen, hydroxy, halo, cyano, carboxamido, carboalkoxy of 2 to 6 carbon atoms, trifluoromethyl, alkyl of 1 to 6 carbon atoms, alkanoyloxy of 2 to 6 carbon atoms, amino, mono- or di-alkylamino in which each alkyl group has 1 to 6 carbon atoms, alkanamido of 2 to 6 carbon atoms, or alkanesulfonamido of 1 to 6 carbon atoms;
• R12 is hydrogen or alkyl of 1 to 6 carbon atoms;
• m is 1 to 3;
• n is 1 to 2;
• and
• p is 0 to 3;
• or pharmaceutically acceptable salts thereof.