Novel compounds for treatment of cardiac arrhythmia, synthesis, and methods of use

A pharmaceutical composition for treating cardiac arrhythmia in an animal wherein said pharmaceutical composition comprises a compound, or salt thereof, wherein said compound has one of the following structures:

• 7
• wherein Z1 and Z2 may be the same, or different, and are a halogen selected from the group consisting of iodine, fluorine, bromine, and chlorine;
• X can be O, S, or NH;
• m is from 0 to 4;
• p is 0 or 1;
• R═H, OH, NH2, SH, halide, alkyl, O-alkyl, acyl, O-acyl, aryl, O-aryl, substituted amine, or substituted thiol;
• R1 and R2 can be the same or different and are, independently H, methyl, ethyl, propyl, with the proviso that R1 and R2 are not both H;
• alternatively, R1 and R2, together, can form a cyclopropyl, cyclobutyl, cyclopentyl, or a cyclohexyl group;
• Y═OR5, wherein R5 is a straight or branched chain alkyl or heteroalkyl having 1 to 8 carbon atoms, a substituted or unsubstituted aryl or heteroaryl;
• or
• 8
• wherein R6 and R7 are independently selected from H, alkyl or heteroalkyl of 1 to 6 carbon atoms, or wherein N is part of a cyclic or heterocyclic group comprising morpholine, triazole, imidazole, pyrrolidine, piperidine, piperazine, pyrrole, dihydropyridine, aziridine, thiazolidine, thiazoline, thiadiazolidine, or thiadiazoline;
• and
• R3 and R4 can be the same or different and can be a moiety selected from the group consisting of Cn-20alkyl, Cn-20 heteroalkyl, C2-20 alkenyl, aryl, C1-20 alkyl-aryl, C2-20 alkenyl-aryl, heteroaryl, C1-20alkyl-heteroaryl, C2-20 alkenyl-heteroaryl, cycloalkyl, heterocycloalkyl, C1-20 alkyl-heterocycloalkyl, and C1-20 alkyl-cycloalkyl, any of which may be, optionally, substituted with a moiety selected from the group consisting of C1-6 alkyl, halogen, CN, NO2, or SO2-4, or wherein N is part of a cyclic or heterocyclic group, preferentially, but not limited to, morpholine, triazole, imidazole, pyrrolidine, piperidine, piperazine, pyrrole, dihydropyridine, aziridine, thiazolidine, thiazoline, thiadiazolidine, or thiadiazoline;
• wherein n is from 1-19.

A method for treating cardiac arrhythmia in an animal, wherein said method comprises administering an effective amount of a compound, or salt thereof, wherein said compound has one of the following structures:

• 9
• wherein Z1 and Z2 may be the same, or different, and are a halogen selected from the group consisting of iodine, fluorine, bromine, and chlorine;
• X can be O, S, or NH;
• m is from 0 to 4;
• p is 0 or 1;
• R═H, OH, NH2, SH, halide, alkyl, O-alkyl, acyl, O-acyl, aryl, O-aryl, substituted amine, or substituted thiol;
• R1 and R2 can be the same or different and are, independently H, methyl, ethyl, propyl, with the proviso that R1 and R2 are not both H;
• alternatively, R1 and R2, together, can form a cyclopropyl, cyclobutyl, cyclopentyl, or a cyclohexyl group;
• Y═OR5, wherein R5 is a straight or branched chain alkyl or heteroalkyl having 1 to 8 carbon atoms, a substituted or unsubstituted aryl or heteroaryl;
• or
• 10
• wherein R6 and R7 are independently selected from H, alkyl or heteroalkyl of 1 to 6 carbon atoms, or wherein N is part of a cyclic or heterocyclic group comprising morpholine, triazole, imidazole, pyrrolidine, piperidine, piperazine, pyrrole, dihydropyridine, aziridine, thiazolidine, thiazoline, thiadiazolidine, or thiadiazoline;
• and
• R3 and R4 can be the same or different and can be a moiety selected from the group consisting of Cn-20alkyl, Cn-20 heteroalkyl, C2-20 alkenyl, aryl, C1-20 alkyl-aryl, C2-20 alkenyl-aryl, heteroaryl, C1-20 alkyl-heteroaryl, C2-20 alkenyl-heteroaryl, cycloalkyl, heterocycloalkyl, C1-20 alkyl-heterocycloalkyl, and C1-20 alkyl-cycloalkyl, any of which may be, optionally, substituted with a moiety selected from the group consisting of C1-6 alkyl, halogen, CN, NO2, or SO2-4, or wherein N is part of a cyclic or heterocyclic group, preferentially, but not limited to, morpholine, triazole, imidazole, pyrrolidine, piperidine, piperazine, pyrrole, dihydropyridine, aziridine, thiazolidine, thiazoline, thiadiazolidine, or thiadiazoline;
• wherein n is from 1-19.