Substituted alkyl amido piperidines

A method of treating a subject suffering from depression comprising administering to the subject a therapeutically effective amount of a compound having the structure:

• wherein each R1 is independently hydrogen;
• —F;
• —Cl;
• —Br;
• —I;
• —CN;
• —NO2;
• straight chained or branched C1-C7 alkyl, monofluoroalkyl or polyfluoroalkyl;
• straight chained or branched C2-C7 alkenyl;
• C3-C7 cycloalkyl or C5-C7 cycloalkenyl;
• aryl;
• heteroaryl;
• —N(R5)2;
• —(CH2)mOR5;
• —COR5;
• —CO2R5;
• —OCOR5;
• —CON(R5)2;
• —N(R5)COR5;
• —N(R5)CON(R5)2;
• —OCON(R5)2 or —N(R5)CO2R5;
• wherein R2 is hydrogen;
• —F;
• —Cl;
• —Br;
• —I;
• —CN;
• —(CH2)mOR5;
• —(CH2)mSR5;
• —NH2;
• straight chained or branched C1-C7 alkyl, monofluoroalkyl, polyfluoroalkyl;
• aryl or heteroaryl, wherein the aryl or heteroaryl may be substituted with one or more R1
• wherein R3 is hydrogen;
• —F;
• —Cl;
• —Br;
• —I;
• —CN;
• —(CH2)mOR5;
• —(CH2)mSR5;
• straight chained or branched C1-C7 alkyl, monofluoroalkyl, polyfluoroalkyl;
• aryl or heteroaryl, wherein the aryl or heteroaryl may be substituted with one or more R1;
• or wherein R2 and R3 together can be —(CH2)p—;
• wherein R4 is straight chained or branched C1-C7 alkyl, monofluoroalkyl or polyfluoroalkyl, C3-C6 cycloalkyl, C1-C7 alkyl-C3-C6 cycloalkyl;
• —N(R5)2 or —(CH2)mOR5;
• wherein each R5 is independently hydrogen;
• aryl;
• heteroaryl or straight chained or branched C1-C7 alkyl, wherein the alkyl may be substituted with an aryl or heteroaryl;
• wherein each R6 is independently hydrogen;
• straight chained or branched C1-C7 alkyl;
• wherein each R7 is independently hydrogen;
• phenyl or straight chained or branched C1-C7 alkyl, wherein the alkyl may be substituted with a phenyl;
• wherein each m is independently an integer from 0 to 5 inclusive;
• wherein n is an integer from 1 to 5 inclusive;
• wherein p is an integer from 2 to 7 inclusive;
• wherein q is an integer from 0 to 2 inclusive;
• and
• wherein each X is independently CR1 or N, provided that if one X is N then the remaining X are CR1;
• or a pharmaceutically acceptable salt thereof.

A method of treating a subject suffering from anxiety comprising administering to the subject a therapeutically effective amount of a compound having the structure:

• wherein each R1 is independently hydrogen;
• —F;
• —Cl;
• —Br;
• —I;
• —CN;
• —NO2;
• straight chained or branched C1-C7 alkyl, monofluoroalkyl or polyfluoroalkyl;
• straight chained or branched C2-C7 alkenyl;
• C3-C7 cycloalkyl or C5-C7 cycloalkenyl;
• aryl;
• heteroaryl;
• —N(R5)2;
• —(CH2)mOR5;
• —COR5;
• —CO2R5;
• —OCOR5;
• —CON(R5)2;
• —N(R5)COR5;
• —N(R5)CON(R5)2;
• —OCON(R5)2 or —N(R5)CO2R5;
• wherein R2 is hydrogen;
• —F;
• —Cl;
• —Br;
• —I;
• —CN;
• —(CH2)mOR5;
• —(CH2)mSR5;
• —NH2;
• straight chained or branched C1-C7 alkyl, monofluoroalkyl, polyfluoroalkyl;
• aryl or heteroaryl, wherein the aryl or heteroaryl may be substituted with one or more R1
• wherein R3 is hydrogen;
• —F;
• —Cl;
• —Br;
• —I;
• —CN;
• —(CH2)mOR5;
• —(CH2)mSR5;
• straight chained or branched C1-C7 alkyl, monofluoroalkyl, polyfluoroalkyl;
• aryl or heteroaryl, wherein the aryl or heteroaryl may be substituted with one or more R1;
• or wherein R2 and R3 together can be —(CH2)p—;
• wherein R4 is straight chained or branched C1-C7 alkyl, monofluoroalkyl or polyfluoroalkyl, C3-C6 cycloalkyl, C1-C7 alkyl-C3-C6 cycloalkyl;
• —N(R5)2 or —(CH2)mOR5;
• wherein each R5 is independently hydrogen;
• aryl;
• heteroaryl or straight chained or branched C1-C7 alkyl, wherein the alkyl may be substituted with an aryl or heteroaryl;
• wherein each R6 is independently hydrogen;
• straight chained or branched C1-C7 alkyl;
• wherein each R7 is independently hydrogen;
• phenyl or straight chained or branched C1-C7 alkyl, wherein the alkyl may be substituted with a phenyl;
• wherein each m is independently an integer from 0 to 5 inclusive;
• wherein n is an integer from 1 to 5 inclusive;
• wherein p is an integer from 2 to 7 inclusive;
• wherein q is an integer from 0 to 2 inclusive;
• and
• wherein each X is independently CR1 or N, provided that if one X is N then the remaining X are CR1;
• or a pharmaceutically acceptable salt thereof.

A method of treating a subject suffering from obesity comprising administering to the subject a therapeutically effective amount of a compound having the structure:

• wherein each R1 is independently hydrogen;
• —F;
• —Cl;
• —Br;
• —I;
• —CN;
• —NO2;
• straight chained or branched C1-C7 alkyl, monofluoroalkyl or polyfluoroalkyl;
• straight chained or branched C2-C7 alkenyl;
• C3-C7 cycloalkyl or C5-C7 cycloalkenyl;
• aryl;
• heteroaryl;
• —N(R5)2;
• —(CH2)mOR5;
• —COR5;
• —CO2R5;
• —OCOR5;
• —CON(R5)2;
• —N(R5)COR5;
• —N(R5)CON(R5)2;
• —OCON(R5)2 or —N(R5)CO2R5;
• wherein R2 is hydrogen;
• —F;
• —Cl;
• —Br;
• —I;
• —CN;
• —(CH2)mOR5;
• —(CH2)mSR5;
• —NH2;
• straight chained or branched C1-C7 alkyl, monofluoroalkyl, polyfluoroalkyl;
• aryl or heteroaryl, wherein the aryl or heteroaryl may be substituted with one or more R1
• wherein R3 is hydrogen;
• —F;
• —Cl;
• —Br;
• —I;
• —CN;
• —(CH2)mOR5;
• —(CH2)mSR5;
• straight chained or branched C1-C7 alkyl, monofluoroalkyl, polyfluoroalkyl;
• aryl or heteroaryl, wherein the aryl or heteroaryl may be substituted with one or more R1;
• or wherein R2 and R3 together can be —(CH2)p—;
• wherein R4 is straight chained or branched C1-C7 alkyl, monofluoroalkyl or polyfluoroalkyl, C3-C6 cycloalkyl, C1-C7 alkyl-C3-C6 cycloalkyl;
• —N(R5)2 or —(CH2)mOR5;
• wherein each R5 is independently hydrogen;
• aryl;
• heteroaryl or straight chained or branched C1-C7 alkyl, wherein the alkyl may be substituted with an aryl or heteroaryl;
• wherein each R6 is independently hydrogen;
• straight chained or branched C1-C7 alkyl;
• wherein each R7 is independently hydrogen;
• phenyl or straight chained or branched C1-C7 alkyl, wherein the alkyl may be substituted with a phenyl;
• wherein each m is independently an integer from 0 to 5 inclusive;
• wherein n is an integer from 1 to 5 inclusive;
• wherein p is an integer from 2 to 7 inclusive;
• wherein q is an integer from 0 to 2 inclusive;
• and
• wherein each X is independently CR1 or N, provided that if one X is N then the remaining X are CR1;
• or a pharmaceutically acceptable salt thereof.