Inhibitors of the influenza A virus M2 proton channel

A compound of formula (I):

• wherein
• (a)
• X and Y are independently a bond, alkylene, or amine;
• R1 is alkyl, hydroxyl, carbonyl, carboxyl, cyano, amino, —CH(R5)(R6), or forms an oxo group together with R2;
• R2 is alkyl, hydroxyl, carbonyl, carboxyl, cyano, amino, or —CH(R5)(R6);
• R3 and R4 are independently hydrogen or —CH(R7)(R8);
• R5 and R6 are independently hydrogen, alkyl, hydroxyl, carbonyl, or amino;
• R7 and R8 are independently hydrogen, alkyl, alkoxy, hydroxyl, carbonyl, or amino;
• dashed lines a and b are optional bonds;
• and,
• n is 0-3, or,
• (b)
• X and Y are independently a bond, alkylene, or amine;
• R1 is hydrogen, alkyl, hydroxyl, carbonyl, carboxyl, cyano, —CH(R5)(R6), or forms an oxo group together with R2;
• R2 is hydrogen, alkyl, hydroxyl, carbonyl, carboxyl, cyano, or —CH(R5)(R6);
• R3 and R4 are independently hydrogen or —CH(R7)(R8);
• R5 and R6 are independently hydrogen, alkyl, hydroxyl, or carbonyl;
• R7 and R8 are independently hydrogen, alkyl, alkoxy, hydroxyl, or carbonyl;
• dashed lines a and b are optional bonds;
• and,
• n is 0-3,
• or,
• (c)
• X and Y are independently a bond, alkylene, or amine;
• R1 is amino, —CH(R5)(R6), or forms an oxo group together with R2 ;
• R2 is hydrogen, alkyl, hydroxyl, carbonyl, carboxyl, cyano, amino, or —CH(R5)(R6);
• R3 is hydrogen or —CH(R7)(R8);
• R4 is —CH(R7)(R8);
• R5 and R6 are independently hydrogen, alkyl, hydroxyl, carbonyl, or amino;
• R7 and R8 are independently hydrogen, alkyl, alkoxy, hydroxyl, carbonyl, or amino;
• dashed lines a and b are optional bonds;
• and,
• n is 0-3,
• or,
• (d)
• X and Y are independently a bond, alkylene, or amine;
• R1 is hydrogen, alkyl, hydroxyl, carbonyl, carboxyl, cyano, amino, —CH(R5)(R6), or forms an oxo group together with R2;
• R2 is hydrogen, alkyl, hydroxyl, carbonyl, carboxyl, cyano, amino, or —CH(R5)(R6);
• R3 and R4 are independently hydrogen or —CH(R7)(R8);
• R5 and R6 are independently hydrogen, alkyl, hydroxyl, carbonyl, or amino;
• R7 and R8 are independently hydrogen, alkyl, alkoxy, hydroxyl, carbonyl, or amino;
• at least one of lines a and b represents a bond;
• and,
• n is 0-3,
• or,
• (e)
• X is a bond or alkylene;
• Y is methylene;
• R1 is amino, —CH(R5)(R6), or forms an oxo group together with R2 ;
• R2 is hydrogen, alkyl, hydroxyl, carbonyl, carboxyl, cyano, amino, or —CH(R5)(R6);
• R3 is hydrogen or —CH(R7)(R8);
• R4 is —CH(R7)(R8);
• R5 and R6 are independently hydrogen, alkyl, hydroxyl, carbonyl, or amino;
• R7 and R8 are independently hydrogen, alkyl, alkoxy, hydroxyl, carbonyl, or amino;
• dashed lines a and b are optional bonds;
• and,
• n is 0-3,
• or a stereoisomer, partial stereoisomer, prodrug, pharmaceutically acceptable salt, hydrate, solvate, acid hydrate, or N-oxide thereof.