1,2-disubstituted-6-oxo-3-phenyl-piperidine-3-carboxamides and combinatorial libraries thereof

A combinatorial library of two or more compounds of the formula:

• 3
• wherein:
• X is selected from the group consisting of N and H;
• R1 is selected from the group consisting of a substituted aromatic heterocyclic ring, C3-C12 substituted alicycle and substituted phenyl;
• R2 is selected from the group consisting of C1 to C7 alkoxy;
• C1 to C7 substituted alkoxy;
• C2-C7 alkenyl;
• C1 to C7 substituted alkenyl;
• C2 to C7 alkynyl;
• C2 to C7 substituted alkynyl;
• unsubstituted phenyl;
• naphthyl;
• substituted phenoxy;
• C2 to C7 heterocyclic ring;
• substituted C2 to C7 heterocyclic ring;
• substituted cyclic C2 to C7 alkylene;
• C1 to C6 alkyl;
• C1 to C6 substituted alkyl;
• C3 to C7 cycloalkyl;
• C3 to C7 substituted cycloalkyl;
• C1 to C7 alkoxy;
• halo;
• C1 to C10 alkylthio;
• C1 to C10 substituted alkylthio;
• C1 to C10 alkylnitrile;
• a C7 to C18 substituted phenylalkyl;
• and substituted phenyl;
• R3 and R4 are independently selected from the group consisting of —OH;
• H;
• C1 to C6 alkyl;
• C1 to C6 substituted alkyl;
• C2 to C7 alkenyl;
• C1 to C7 alkoxy;
• C1 to C7 substituted alkoxy;
• C3 to C7 cycloalkyl;
• C3 to C7 substituted cycloalkyl;
• C1 to C10 alkylthio;
• C1 to C10 alkylnitrile;
• C1 to C4 alcohol;
• phenyl;
• substituted phenyl;
• C1 to C6 substituted alkyl;
• C1 to C7 alkoxy;
• C3 to C7 cycloalkyl;
• and C3 to C7 substituted cycloalkyl;
• C2 to C7 heterocyclic ring;
• C2 to C7 substituted heterocyclic ring;
• phenoxy;
• and substituted phenoxy,
• R5 is selected from the group consisting of H and NH2, and
• R6 is selected from the group consisting of phenyl, substituted phenyl, C2 to C7 heterocyclic ring, and substituted C2 to C7 heterocyclic ring;
• and wherein
• said C1 to C6 substituted alkyl, said C1 to C4 substituted alkylthio and said C1 to C7 substituted alkoxy are substituted by one or more substituents independently selected from the group consisting of halogen, hydroxy, protected hydroxy, oxo, protected oxo, C3 to C7 cycloalkyl, naphthyl, amino, protected amino, substituted amino, protected substituted amino, guanidino, protected guanidino, heterocyclic ring, substituted heterocyclic ring, imidazolyl, indolyl, pyrrolidinyl, C1 to C7 alkoxy, C1 to C7 acyl, C1 to C7 acyloxy, nitro, carboxy, protected carboxy, carbamoyl, carboxamide, protected carboxamide, N-(C1 to C6 alkyl)carboxamide, protected N-(C1 to C6 alkyl)carboxamide, N,N-di(C1 to C6 alkyl)carboxamide, cyano, methylsulfonylamino, thiol, phenyl, substituted phenyl, C1 to C4 alkylthio and C1 to C4 alkylsulfonyl groups,
• said C3 to C7 substituted cycloalkyl is substituted by one or more substituents independently selected from the group consisting of halogen, hydroxy, protected hydroxy, C1 to C4 alkylthio, C1 to C4 alkylsulfoxide, C1 to C4 alkylsulfonyl, C1 to C4 substituted alkylthio, C1 to C4 substituted alkylsulfoxide, C, to C4 substituted alkylsulfonyl, C1 to C6 alkyl, C1 to C7 alkoxy, C1 to C6 substituted alkyl, C1 to C7 alkoxy, oxo, protected oxo, substituted amino, trifluoromethyl, carboxy, protected carboxy, phenyl, substituted phenyl, phenylthio, phenylsulfoxide, phenylsulfonyl, amino, and protected amino groups,
• said substituted phenyl, substituted aromatic heterocyclic ring and substituted alicycle are substituted with at least one substituent independently selected from the group consisting of H, halogen, hydroxy, protected hydroxy, cyano, nitro, C1 to C6 alkyl, C1 to C6 substituted alkyl, C1 to C7 alkoxy, C1 to C7 substituted alkoxy, C1 to C7 acyl, C1 to C7 substituted acyl, thio, C1 to C7 alkylthio, C1 to C7 acyloxy, carboxy, protected carboxy, carboxymethyl, protected carboxymethyl, hydroxymethyl, protected hydroxymethyl, amino, protected amino, substituted amino, protected substituted amino, carboxamide, protected carboxamide, N-(C1 to C6 alkyl)carboxamide, protected N-(C1 to C6 alkyl)carboxamide, N,N-di(C1 to C6 alkyl)carboxamide, trifluoromethyl, N-((C1 to C6 alkyl)sulfonyl)amino, NB(phenylsulfonyl)amino, phenyl and substituted phenyl, said substituted amino is substituted with one or two substituents independently selected from the group consisting of phenyl, substituted phenyl, C1 to C6 alkyl, C1 to C6 substituted alkyl, C1 to C7 acyl, C1 to C7 substituted acyl, C2 to C7 alkenyl, C2 to C7 substituted alkenyl, C2 to C7 alkynyl, C2 to C7 substituted alkynyl, C7 to C12 phenylalkyl, C7 to C12 substituted phenylalkyl and a heterocyclic ring,
• said substituted phenoxy is substituted with one or more substituents independently selected from the group consisting of halogen, hydroxy, protected hydroxy, cyano, nitro, C1 to C12 alkyl, C1 to C12 alkoxy, C1 to C12 substituted alkoxy, C1 to C12 acyl, C1 to C12 acyloxy, carboxy, protected carboxy, carboxymethyl, protected carboxymethyl, hydroxymethyl, protected hydroxymethyl, amino, protected amino, substituted amino, protected substituted amino, carboxamide, protected carboxamide, N-(C1 to C12 alkyl)carboxamide, protected N-(C1 to C12 alkyl)carboxamide, N,N-di(C1 to C12 alkyl)carboxamide, trifluoromethyl, N-((C1 to C12 alkyl)sulfonyl)amino and N-(phenylsulfonyl)amino,
• said C7 to C18 substituted phenylalkyl and said C1 to C12 substituted heterocycloalkyl are substituted with one or more substituents independently selected from the group consisting of halogen, hydroxy, protected hydroxy, oxo, protected oxo, amino, protected amino, substituted amino, protected substituted amino, guanidino, protected guanidino, heterocyclic ring, substituted heterocyclic ring, C1 to C12 alkyl, C1 to C12 substituted alkyl, C1 to C12 alkoxy, C1 to C12 substituted alkoxy, C1 to C12 acyl, C1 to C12 substituted acyl, C1 to C12 acyloxy, nitro, carboxy, protected carboxy, carbamoyl, carboxamide, protected carboxamide, N-(C1 to C12 alkyl)carboxamide, protected N-(C1 to C12 alkyl)carboxamide, N,N-(C1 to C12 dialkyl)carboxamide, cyano, N-(C1 to C12 alkylsulfonyl)amino, thiol, C1 to C10 alkylthio, and C1 to C10 alkylsulfonyl;
• and if substituted any phenyl group is substituted with at least one substituent independently selected from the group consisting of halogen, hydroxy, protected hydroxy, cyano, nitro, C1 to C12 alkyl, C1 to C12 substituted alkyl, C1 to C12 alkoxy, C1 to C12 substituted alkoxy, C1 to C12 acyl, C1 to C12 substituted acyl, C1 to C12 acyloxy, carboxy, protected carboxy, carboxymethyl, protected carboxymethyl, hydroxymethyl, protected hydroxymethyl, amino, protected amino, substituted amino, protected substituted amino, carboxamide, protected carboxamide, N-(C1 to C12 alkyl)carboxamide, protected N-(C1 to C12 alkyl)carboxamide, N,N-di(C1 to C12 alkyl)carboxamide, trifluoromethyl, N-((C1 to C12 alkyl)sulfonyl)amino, N-(phenylsulfonyl)amino, cyclic C2 to C12 alkylene and a substituted or unsubstituted phenyl group, and
• said substituted heterocyclic ring is substituted with at least one substituent independently selected from the group consisting of halogen, hydroxy, protected hydroxy, cyano, nitro, C1 to C12 alkyl, C1 to C12 alkoxy, C1 to C12 substituted alkoxy, C1 to C12 acyl, C1 to C12 acyloxy, carboxy, protected carboxy, carboxymethyl, protected carboxymethyl, hydroxymethyl, protected hydroxymethyl, amino, protected amino, substituted amino, protected substituted amino, carboxamide, protected carboxamide, N-(C1 to C12 alkyl)carboxamide, protected N-(C1 to C12 alkyl)carboxamide, N,N-di(C1 to C12 alkyl)carboxamide, trifluoromethyl, N-((C1 to C12 alkyl)sulfonyl)amino, N-(phenylsulfonyl)amino, heterocycle and substituted heterocycle.