Diketodiazacyclic compounds, diazacyclic compounds and combinatorial libraries thereof

Abstract

The synthesis of individual di- and tri-substituted-1,4-diazacyclic compounds having 6- to 8-atoms in the cyclic ring, their corresponding 1,6-diketo-2,5-diazacyclic compounds and similar 1,4-diazacyclic ring compounds having one ring carbonyl gorup and 6-8 atoms in the ring is disclosed, as are libraries of such compounds. Methods of preparing and using the libraries of compounds as well as individual compounds of the libraries are also disclosed.

1 . A compound having a structure corresponding to that shown in Formula I, below, or a pharmaceutically acceptable salt thereof:  
       
         
           
           
               
               
           
         
       
       wherein: 
 q is an integer having a value of 1-7;  
 W is a saturated or unsaturated chain of 2-4 carbon atoms that are bonded at each terminus of the chain to the depicted nitrogen atoms, wherein (1) zero, one or two of those carbon atoms of the chain is doubly bonded to an oxygen atom, (2) (a) each of the remaining carbon atoms of the chain is independently bonded to one or two substituents selected from the group consisting of a hydrido, C 1 -C 10  alkyl, C 1 -C 10  substituted alkyl, C 1 -C 10  phenylalkyl, C 7 -C 16  substituted phenyalkyl, phenyl, substituted phenyl, C 3 -C 7  cycloalkyl, and a C 3 -C 7  substituted cycloalkyl group or (b) two of those remaining carbon atoms of the chain form a saturated or unsaturated mono- or bicyclic ring containing 5- to 8-members in each ring and zero to three heteroatoms in each ring that are independently oxygen, nitrogen or sulfur;  
 R 1  is selected from the group consisting of a hydrido, C 1 -C 10  alkyl, C 1 -C 10  substituted alkyl, C 1 -C 10  phenylalkyl, C 7 -C 16  substituted phenyalkyl, phenyl, substituted phenyl, C 3 -C 7  cycloalkyl, and a C 3 -C 7  substituted cycloalkyl group;  
 R 2  is selected from the group consisting of a C 1 -C 10  alkyl, C 2 -C 10  alkenyl, benzyl, substituted benzyl, naphthyl, or substituted naphthyl group and preferably is a methyl, ethyl, benzyl, allyl, and a naphthylmethyl group;  
 R 3  is selected from the group consisting of a hydrido, C 1 -C 10  alkyl, C 1 -C 10  substituted alkyl, C 1 -C 16  phenylalkyl, C 7 -C 16  substituted phenylalkyl, phenyl, substituted phenyl, C 3 -C 7  cycloalkyl, and a C 3 -C 7  substituted cycloalkyl group;  
 R 4  is selected from the group consisting of a hydrido, C 1 -C 10  alkyl, C 2 -C 10  alkenyl, C 1 -C 10  substituted alkyl, C 3 -C 7  substituted cycloalkyl, C 7 -C 16  phenylalkyl, C 7 -C 16  phenylalkenyl, C 7 -C 16  phenylalkenyl and a C 7 -C 16  substituted phenyl-alkenyl group; and  
 R 5  is selected from the group consisting of a hydrido, C 1 -C 10  acyl, aroyl, C 1 -C 10  alkylaminocarbonyl, C 1 -C 10  alkylthiocarbonyl, arylaminocarbonyl, and an arylthiocarbonyl group.  
 
     
     
         2 . The compound according to  claim 1  wherein the carbon chain W contains one double bond.  
     
     
         3 . The compound according to  claim 1  wherein the carbon chain W contains zero, one or two carbonyl groups.  
     
     
         4 . The compound according to  claim 3  wherein the carbon chain W contains one or two carbonyl groups that are arrayed symmetrically between the two depicted nitrogen atoms.  
     
     
         5 . The compound according to  claim 3  wherein two carbonyl groups are present, and each is bonded to a nitrogen atom forming two amide groups.  
     
     
         6 . The compound according to  claim 3  wherein one carbonyl group is present, and that carbonyl group is present as a keto group.  
     
     
         7 . A compound having a structure corresponding to that shown in Formula II, below, or a pharmaceutically acceptable salt thereof:  
       
         
           
           
               
               
           
         
       
       wherein: 
 q is an integer that is one through seven;  
 each of =Z 1  and =Z 2  is independently ═O or =Z 1  is —R c1  and —R c2  and =Z 2  is —R c3  and —R c4 , wherein —R c1 , —R c2 , —R c3  and —R c4  are independently selected from the group consisting of a hydrido, C 1 -C 10  alkyl, C 1 -C 10  substituted alkyl, C 1 -C 10  phenylalkyl, C 7 -C 16  substituted phenyalkyl, phenyl, substituted phenyl, C 3 -C 7  cycloalkyl, and a C 3 -C 7  substituted cycloalkyl group;  
 x and y are independently zero or one, and the sum of x+y is zero, one or two;  
 the dotted line between the carbon atom of R a1  and R a2  and the carbon atom of R b1  and R b2  indicates the presence or absence of one additional bond between those depicted carbon atoms, so that when present, the additional bond is shown as a solid line, following usual conventions of organic chemistry, and R a2  and R b2  are absent;  
 (a) R a1 , R a2 , R b1  and R b2  are independently selected from the group consisting of a hydrido, C 1 -C 10  alkyl, C 1 -C 10  substituted alkyl, C 1 -C 10  phenylalkyl, C 7 -C 16  substituted phenyalkyl, phenyl, substituted phenyl, C 3 -C 7  cycloalkyl, and a C 3 -C 7  substituted cycloalkyl group or (b) each of R a1  and R b1  is also bonded to the same saturated or unsaturated mono- or bicyclic ring that contains 5- to 8-members in each ring and zero to three heteroatoms in each ring that are independently oxygen, nitrogen or sulfur, or (c) one or both of R a1  and R a2  and R b1  and R b2  together are ═O, and wherein R a2  and R b2  are absent when a double bond is present between the depicted carbon atoms;  
 R 1  is selected from the group consisting of a hydrido, C 1 -C 10  alkyl, C 1 -C 10  substituted alkyl, C 1 -C 10  phenylalkyl, C 7 -C 16  substituted phenyalkyl, phenyl, substituted phenyl, C 3 -C 7  cycloalkyl, and a C 3 -C 7  substituted cycloalkyl group;  
 R 2  is selected from the group consisting of a C 1 -C 10  alkyl, C 2 -C 10  alkenyl, benzyl, substituted benzyl, naphthyl, and a substituted naphthyl group;  
 R 3  is selected from the group consisting of a hydrido, C 1 -C 10  alkyl, C 1 -C 10  substituted alkyl, C 1 -C 16  phenylalkyl, C 7 -C 16  substituted phenylalkyl, phenyl, substituted phenyl, C 3 -C 7  cycloalkyl, and a C 3 -C 7  substituted cycloalkyl group;  
 R 4  is selected from the group consisting of a hydrido, C 1 -C 10  alkyl, C 2 -C 10  alkenyl, C 1 -C 10  substituted alkyl, C 3 -C 7  substituted cycloalkyl, C 7 -C 16  phenylalkyl, C 7 -C 16  phenylalkenyl, C 7 -C 16  phenylalkenyl and a C 7 -C 16  substituted phenyl-alkenyl group; and  
 R 5  is selected from the group consisting of a hydrido, C 1 -C 10  acyl, aroyl, C 1 -C 10  alkylaminocarbonyl, C 1 -C 10  alkylthiocarbonyl, arylaminocarbonyl, and an arylthiocarbonyl group.  
 
     
     
         8 . The compound according to  claim 7  wherein x and y are one, and the sum of x+y is two.  
     
     
         9 . The compound according to  claim 8  wherein each of R a1  and R b1  is also bonded to the same saturated or unsaturated mono- or bicyclic ring that contains 5- to 8-members in each ring and zero to three heteroatoms in each ring that are independently oxygen, nitrogen or sulfur.  
     
     
         10 . The compound according to  claim 9  that corresponds in structure to a formula below  
       
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
       
     
     
         11 . The compound according to  claim 7  wherein x and y are zero, and the sum of x+y is zero.  
     
     
         12 . A compound having a structure corresponding to that shown in Formula III, below, or a pharmaceutically acceptable salt thereof:  
       
         
           
           
               
               
           
         
       
       wherein: 
 =Z is ═O or (—H) 2 ;  
 R a2  and R b2  are hydrido or are absent;  
 q is an integer that is one through seven;  
 x and y are independently zero or one, and the sum of x+y is zero, one or two;  
 the dotted line between the carbon atom of R a1  and R a2  and the carbon atom of R b1  and R b2  indicates the presence or absence of one additional bond between those depicted carbon atoms, so that when present, the additional bond is shown as a solid line, following usual conventions of organic chemistry, and R a2  and R b2  are absent;  
 (a) R a1 , R a2 , R b1  and R b2  are independently selected from the group consisting of a hydrido, C 1 -C 10  alkyl, C 1 -C 10  substituted alkyl, C 1 -C 10  phenylalkyl, C 7 -C 16  substituted phenyalkyl, phenyl, substituted phenyl, C 3 -C 7  cycloalkyl, and a C 3 -C 7  substituted cycloalkyl group or (b) each of R a1  and R b1  is also bonded to the same saturated or unsaturated mono- or bicyclic ring that contains 5- to 8-members in each ring and zero to three heteroatoms in each ring that are independently oxygen, nitrogen or sulfur, or (c) one or both of R a1  and R a2  and R b1  and R b2  together are ═O, and wherein R a2  and R b2  are absent when a double bond is present between the depicted carbon atoms;  
 R 1  is selected from the group consisting of a hydrido, C 1 -C 10  alkyl, C 1 -C 10  substituted alkyl, C 1 -C 10  phenylalkyl, C 7 -C 16  substituted phenyalkyl, phenyl, substituted phenyl, C 3 -C 7  cycloalkyl, and a C 3 -C 7  substituted cycloalkyl group;  
 R 2  is selected from the group consisting of a C 1 -C 10  alkyl, C 2 -C 10  alkenyl, benzyl, substituted benzyl, naphthyl, and a substituted naphthyl group;  
 R 3  is selected from the group consisting of a hydrido, C 1 -C 10  alkyl, C 1 -C 10  substituted alkyl, C 1 -C 16  phenylalkyl, C 7 -C 16  substituted phenylalkyl, phenyl, substituted phenyl, C 3 -C 7  cycloalkyl, and a C 3 -C 7  substituted cycloalkyl group;  
 R 4  is selected from the group consisting of a hydrido, C 1 -C 10  alkyl, C 2 -C 10  alkenyl, C 1 -C 10  substituted alkyl, C 3 -C 7  substituted cycloalkyl, C 7 -C 16  phenylalkyl, C 7 -C 16  phenylalkenyl, C 7 -C 16  phenylalkenyl and a C 7 -C 16  substituted phenyl-alkenyl group; and  
 R 5  is selected from the group consisting of a hydrido, C 1 -C 10  acyl, aroyl, C 1 -C 10  alkylaminocarbonyl, C 1 -C 10  alkylthiocarbonyl, arylaminocarbonyl, and an arylthiocarbonyl group.  
 
     
     
         13 . The compound according to  claim 12  wherein x and y are one, and the sum of x+y is two.  
     
     
         14 . The compound according to  claim 13  wherein each of R a1  and R b1  is also bonded to the same saturated or unsaturated mono- or bicyclic ring that contains 5- to 8-members in each ring and zero to three heteroatoms in each ring that are independently oxygen, nitrogen or sulfur.  
     
     
         15 . The compound according to  claim 12  wherein R 2  is methyl, benzyl or naphthylmethyl.  
     
     
         16 . The compound according to  claim 12  wherein x and y are zero, and the sum of x+y is zero.  
     
     
         17 . The compound according to  claim 12  wherein q is one.  
     
     
         18 . The compound according to  claim 17  that corresponds in structure to a formula below  
       
         
           
           
               
               
           
         
         
           
           
               
               
           
         
       
     
     
         19 . The compound according to  claim 18  wherein R 1  is selected from the group consisting of a hydrido, methyl, benzyl, 2-butyl, N,N-dimethylaminobutyl, N-methylaminobutyl, 2-methylpropyl, methylsulfinylethyl, methylthioethyl, hydroxymethyl, 1-hydroxyethyl, 2-propyl, 4-hydroxybenzyl, propyl, butyl, cyclohexylmethyl, phenyl, and a 2-naphthylmethyl substituent; 
 R 2  is methyl;    R 3  is selected from the group consisting of a hydrido, methyl, benzyl, 3-hydroxypropyl, 2-butyl, 2-methylpropyl, methylsulfinylethyl, methylthioethyl, hydroxymethyl, 1-hydroxyethyl, 2-propyl,4-hydroxybenzyl, propyl, butyl, cyclohexylmethyl, phenyl, and a 2-naphthylmethyl substituent;    R 4  is selected from the group consisting of a 1-phenyl-1-cyclopropylmethyl, m-tolylethyl, 3-fluorophenethyl, (α,α,α-trifluoro-m-tolyl)ethyl, p-tolylethyl, 3-methoxyphenethyl, 4-methoxyphenethyl, 4-ethoxyphenethyl, 4-isobutyl-α-methylphenethyl, 3,4-dichlorophenethyl, 3,5-bis(trifluoromethyl)phenethyl, phenethyl, 3-phenylpropyl, 4-phenylbutyl, butyl, heptyl, isobutyryl, isovaleryl, 4-methylvaleryl, cyclohexylmethyl, cyclohexylethyl, cyclohexylbutyl, cycloheptylmethyl, ethyl, 2-methyl-1-cyclopropylmethyl, cyclobutylmethyl, cyclopentylmethyl, cyclohexanepropyl, 4-methyl-1-cyclohexylmethyl, 4-tert-butyl-1-cyclohexylmethyl, 4-methylcyclo-hexylethyl, 1-adamantylethyl, 3,3-diphenylpropyl, cyclopentylethyl, 2,2-dicyclohexylethyl, 2-indol-3-ylethyl, 1-naphthylethyl, 3-(3,4,5-trimethoxyphenyl)-propyl, 2-norbornylethyl, cyclopentylethyl, a 2-ethylbutyl substituent; and    R 5  is hydrido.    
     
     
         20 . The compound according to  claim 18  wherein 
 R 1  is selected from the group consisting of a hydrido, methyl, benzyl, 2-butyl, N-methyl,N-benzylaminobutyl, N-methylaminobutyl, 2-methylpropyl, methylsulfinylethyl, methylthioethyl, hydroxymethyl, 1-hydroxyethyl, 2-propyl, 4-hydroxybenzyl, propyl, butyl, cyclohexylmethyl, phenyl, and a 2-naphthylmethyl substituent;    R 2  is benzyl;    R 3  is selected from the group consisting of a hydrido, methyl, benzyl, 3-hydroxypropyl, 2-butyl, 2-methylpropyl, methylsulfinylethyl, methylthioethyl, hydroxymethyl, 1-hydroxyethyl, 2-propyl, 4-hydroxybenzyl, propyl, butyl, cyclohexylmethyl, phenyl, and a 2-naphthylmethyl substituent;    R 4  is selected from the group consisting of a 1-phenyl-1-cyclopropylmethyl, m-tolylethyl, 3-fluorophenethyl, (α,α,α-trifluoro-m-tolyl)ethyl, p-tolylethyl, 3-methoxyphenethyl, 4-methoxyphenethyl, 4-ethoxyphenethyl, 4-isobutyl-α-methylphenethyl, 3,4-dichlorophenethyl, 3,5-bis(trifluoromethyl)phenethyl, phenethyl, 3-phenylpropyl, 4-phenylbutyl, butyl, heptyl, isobutyryl, isovaleryl, 4-methylvaleryl, cyclohexylmethyl, cyclohexylethyl, cyclohexylbutyl, cycloheptylmethyl, ethyl, 2-methyl-1-cyclopropylmethyl, cyclobutylmethyl, cyclopentylmethyl, cyclohexanepropyl, 4-methyl-1-cyclohexylmethyl, 4-tert-butyl-1-cyclohexylmethyl, 4-methylcyclo-hexylethyl, 1-adamantylethyl, 3,3-diphenylpropyl, cyclopentylethyl, 2,2-dicyclohexylethyl, 2-indol-3-ylethyl, 1-naphthylethyl, 3-(3,4,5-trimethoxyphenyl)propyl, 2-norbornylethyl, cyclopentylethyl, and a 2-ethylbutyl substituent; and    R 5  is hydrido.    
     
     
         21 . A library of compounds having a structure corresponding to that shown in Formula I, below, or a pharmaceutically acceptable salt thereof:  
       
         
           
           
               
               
           
         
       
       wherein: 
 q is an integer having a value of 1-7;  
 W is a saturated or unsaturated chain of 2-4 carbon atoms that are bonded at each terminus of the chain to the depicted nitrogen atoms, wherein (1) zero, one or two of those carbon atoms of the chain is doubly bonded to an oxygen atom, (2) (a) each of the remaining carbon atoms of the chain is independently bonded to one or two substituents selected from the group consisting of a hydrido, C 1 -C 10  alkyl, C 1 -C 10  substituted alkyl, C 1 -C 10  phenylalkyl, C 7 -C 16  substituted phenyalkyl, phenyl, substituted phenyl, C 3 -C 7  cycloalkyl, and a C 3 -C 7  substituted cycloalkyl group or (b) two of those remaining carbon atoms of the chain form a saturated or unsaturated mono- or bicyclic ring containing 5- to 8-members in each ring and zero to three heteroatoms in each ring that are independently oxygen, nitrogen or sulfur;  
 R 1  is selected from the group consisting of a hydrido, C 1 -C 10  alkyl, C 1 -C 10  substituted alkyl, C 1 -C 10  phenylalkyl, C 7 -C 16  substituted phenyalkyl, phenyl, substituted phenyl, C 3 -C 7  cycloalkyl, and a C 3 -C 7  substituted cycloalkyl group;  
 R 2  is selected from the group consisting of a C 1 -C 10  alkyl, C 2 -C 10  alkenyl, benzyl, substituted benzyl, naphthyl, or substituted naphthyl group and preferably is a methyl, ethyl, benzyl, allyl, and a naphthylmethyl group;  
 R 3  is selected from the group consisting of a hydrido, C 1 -C 10  alkyl, C 1 -C 10  substituted alkyl, C 1 -C 16  phenylalkyl, C 7 -C 16  substituted phenylalkyl, phenyl, substituted phenyl, C 3 -C 7  cycloalkyl, and a C 3 -C 7  substituted cycloalkyl group;  
 R 4  is selected from the group consisting of a hydrido, C 1 -C 10  alkyl, C 2 -C 10  alkenyl, C 1 -C 10  substituted alkyl, C 3 -C 7  substituted cycloalkyl, C 7 -C 16  phenylalkyl, C 7 -C 16  phenylalkenyl, C 7 -C 16  phenylalkenyl and a C 7 -C 16  substituted phenyl-alkenyl group; and  
 R 5  is selected from the group consisting of a hydrido, C 1 -C 10  acyl, aroyl, C 1 -C 10  alkylaminocarbonyl, C 1 -C 10  alkylthiocarbonyl, arylaminocarbonyl, and an arylthiocarbonyl group.  
 
     
     
         22 . The library according to  claim 21  wherein the carbon chain W contains one double bond.  
     
     
         23 . The library according to  claim 21  wherein the carbon chain W contains zero, one or two carbonyl groups.  
     
     
         24 . The library according to  claim 23  wherein the carbon chain W contains one or two carbonyl groups that are arrayed symmetrically between the two depicted nitrogen atoms.  
     
     
         25 . The library according to  claim 23  wherein two carbonyl groups are present, and each is bonded to a nitrogen atom forming two amide groups.  
     
     
         26 . The library according to  claim 23  wherein one carbonyl group is present, and that carbonyl group is present as a keto group.  
     
     
         27 . A library of compounds having a structure corresponding to that shown in Formula II, below, or a pharmaceutically acceptable salt thereof:  
       
         
           
           
               
               
           
         
       
       wherein: 
 q is an integer that is one through seven;  
 each of =Z 1  and =Z 2  is independently ═O or =Z 1  is —R c1  and —R c2  and =Z 2  is —R c3  and —R c4 , wherein —R c1 , —R c2 , —R c3  and —R c4  are independently selected from the group consisting of a hydrido, C 1 -C 10  alkyl, C 1 -C 10  substituted alkyl, C 1 -C 10  phenylalkyl, C 7 -C 16  substituted phenyalkyl, phenyl, substituted phenyl, C 3 -C 7  cycloalkyl, and a C 3 -C 7  substituted cycloalkyl group;  
 x and y are independently zero or one, and the sum of x+y is zero, one or two;  
 the dotted line between the carbon atom of R a1  and R a2  and the carbon atom of R b1  and R b2  indicates the presence or absence of one additional bond between those depicted carbon atoms, so that when present, the additional bond is shown as a solid line, following usual conventions of organic chemistry, and R a2  and R b2  are absent;  
 (a) R a1 , R a2 , R b1  and R b2  are independently selected from the group consisting of a hydrido, C 1 -C 10  alkyl, C 1 -C 10  substituted alkyl, C 1 -C 10  phenylalkyl, C 7 -C 16  substituted phenyalkyl, phenyl, substituted phenyl, C 3 -C 7  cycloalkyl, and a C 3 -C 7  substituted cycloalkyl group or (b) each of R a1  and R b1  is also bonded to the same saturated or unsaturated mono- or bicyclic ring that contains 5- to 8-members in each ring and zero to three heteroatoms in each ring that are independently oxygen, nitrogen or sulfur, or (c) one or both of R a1  and R a2  and R b1  and R b2  together are ═O, and wherein R a2  and R b2  are absent when a double bond is present between the depicted carbon atoms;  
 R 1  is selected from the group consisting of a hydrido, C 1 -C 10  alkyl, C 1 -C 10  substituted alkyl, C 1 -C 10  phenylalkyl, C 7 -C 16  substituted phenyalkyl, phenyl, substituted phenyl, C 3 -C 7  cycloalkyl, and a C 3 -C 7  substituted cycloalkyl group;  
 R 2  is selected from the group consisting of a C 1 -C 10  alkyl, C 2 -C 10  alkenyl, benzyl, substituted benzyl, naphthyl, and a substituted naphthyl group;  
 R 3  is selected from the group consisting of a hydrido, C 1 -C 10  alkyl, C 1 -C 10  substituted alkyl, C 1 -C 16  phenylalkyl, C 7 -C 16  substituted phenylalkyl, phenyl, substituted phenyl, C 3 -C 7  cycloalkyl, and a C 3 -C 7  substituted cycloalkyl group;  
 R 4  is selected from the group consisting of a hydrido, C 1 -C 10  alkyl, C 2 -C 10  alkenyl, C 1 -C 10  substituted alkyl, C 3 -C 7  substituted cycloalkyl, C 7 -C 16  phenylalkyl, C 7 -C 16  phenylalkenyl, C 7 -C 16  phenylalkenyl and a C 7 -C 16  substituted phenyl-alkenyl group; and  
 R 5  is selected from the group consisting of a hydrido, C 1 -C 10  acyl, aroyl, C 1 -C 10  alkylaminocarbonyl, C 1 -C 10  alkylthiocarbonyl, arylaminocarbonyl, and an arylthiocarbonyl group.  
 
     
     
         28 . The library according to  claim 27  wherein x and y are one, and the sum of x+y is two.  
     
     
         29 . The library according to  claim 28  wherein each of R a1  and R b1  is also bonded to the same saturated or unsaturated mono- or bicyclic ring that contains 5- to 8-members in each ring and zero to three heteroatoms in each ring that are independently oxygen, nitrogen or sulfur.  
     
     
         30 . The library according to  claim 29  in which the compounds correspond in structure to a formula bellow  
       
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
       
     
     
         31 . The library according to  claim 27  wherein x and y are zero, and the sum of x+y is zero.  
     
     
         32 . A library of compounds having a structure corresponding to that shown in Formula III, below, or a pharmaceutically acceptable salt thereof:  
       
         
           
           
               
               
           
         
       
       wherein: 
 =Z is ═O or (—H) 2 ;  
 R a2  and R b2  are hydrido or are absent;  
 q is an integer that is one through seven;  
 x and y are independently zero or one, and the sum of x+y is zero, one or two;  
 the dotted line between the carbon atom of R a1  and R a2  and the carbon atom of R b1  and R b2  indicates the presence or absence of one additional bond between those depicted carbon atoms, so that when present, the additional bond is shown as a solid line, following usual conventions of organic chemistry, and R a2  and R b2  are absent;  
 (a) R a1 , R a2 , R b1  and R b2  are independently selected from the group consisting of a hydrido, C 1 -C 10  alkyl, C 1 -C 10  substituted alkyl, C 1 -C 10  phenylalkyl, C 7 -C 16  substituted phenyalkyl, phenyl, substituted phenyl, C 3 -C 7  cycloalkyl, and a C 3 -C 7  substituted cycloalkyl group or (b) each of R a1  and R b1  is also bonded to the same saturated or unsaturated mono- or bicyclic ring that contains 5- to 8-members in each ring and zero to three heteroatoms in each ring that are independently oxygen, nitrogen or sulfur, or (c) one or both of R a1  and R a2  and R b1  and R b2  together are ═O, and wherein R a2  and R b2  are absent when a double bond is present between the depicted carbon atoms;  
 R 1  is selected from the group consisting of a hydrido, C 1 -C 10  alkyl, C 1 -C 10  substituted alkyl, C 1 -C 10  phenylalkyl, C 7 -C 16  substituted phenyalkyl, phenyl, substituted phenyl, C 3 -C 7  cycloalkyl, and a C 3 -C 7  substituted cycloalkyl group;  
 R 2  is selected from the group consisting of a C 1 -C 10  alkyl, C 2 -C 10  alkenyl, benzyl, substituted benzyl, naphthyl, and a substituted naphthyl group;  
 R 3  is selected from the group consisting of a hydrido, C 1 -C 10  alkyl, C 1 -C 10  substituted alkyl, C 1 -C 16  phenylalkyl, C 7 -C 16  substituted phenylalkyl, phenyl, substituted phenyl, C 3 -C 7  cycloalkyl, and a C 3 -C 7  substituted cycloalkyl group;  
 R 4  is selected from the group consisting of a hydrido, C 1 -C 10  alkyl, C 2 -C 10  alkenyl, C 1 -C 10  substituted alkyl, C 3 -C 7  substituted cycloalkyl, C 7 -C 16  phenylalkyl, C 7 -C 16  phenylalkenyl, C 7 -C 16  phenylalkenyl and a C 7 -C 16  substituted phenyl-alkenyl group; and  
 R 5  is selected from the group consisting of a hydrido, C 1 -C 10  acyl, aroyl, C 1 -C 10  alkylaminocarbonyl, C 1 -C 10  alkylthiocarbonyl, arylaminocarbonyl, and an arylthiocarbonyl group.  
 
     
     
         33 . The library according to  claim 32  wherein x and y are one, and the sum of x+y is two.  
     
     
         34 . The library according to  claim 33  wherein each of R a1  and R b1  is also bonded to the same saturated or unsaturated mono- or bicyclic ring that contains 5- to 8-members in each ring and zero to three heteroatoms in each ring that are independently oxygen, nitrogen or sulfur.  
     
     
         35 . The library according to  claim 32  wherein R 2  is methyl, benzyl or naphthylmethyl.  
     
     
         36 . The library according to  claim 32  wherein x and y are zero, and the sum of x+y is zero.  
     
     
         37 . The library according to  claim 32  wherein q is one.  
     
     
         38 . The library according to  claim 37  that corresponds in structure to a formula below  
       
         
           
           
               
               
           
         
         
           
           
               
               
           
         
       
     
     
         39 . The compound according to  claim 38  wherein R 1  is selected from the group consisting of a hydrido, methyl, benzyl, 2-butyl, N,N-dimethylaminobutyl, N-methylaminobutyl, 2-methylpropyl, methylsulfinylethyl, methylthioethyl, hydroxymethyl, 1-hydroxyethyl, 2-propyl, 4-hydroxybenzyl, propyl, butyl, cyclohexylmethyl, phenyl, and a 2-naphthylmethyl substituent; 
 R 2  is methyl;    R 3  is selected from the group consisting of a hydrido, methyl, benzyl, 3-hydroxypropyl, 2-butyl, 2-methylpropyl, methylsulfinylethyl, methylthioethyl, hydroxymethyl, 1-hydroxyethyl, 2-propyl, 4-hydroxybenzyl, propyl, butyl, cyclohexylmethyl, phenyl, and a 2-naphthylmethyl substituent;    R 4  is selected from the group consisting of a 1-phenyl-1-cyclopropylmethyl, m-tolylethyl, 3-fluorophenethyl, (α,α,α-trifluoro-m-tolyl)ethyl, p-tolylethyl, 3-methoxyphenethyl, 4-methoxyphenethyl, 4-ethoxyphenethyl, 4-isobutyl-α-methylphenethyl, 3,4-dichlorophenethyl, 3,5-bis(trifluoromethyl)phenethyl, phenethyl, 3-phenylpropyl, 4-phenylbutyl, butyl, heptyl, isobutyryl, isovaleryl, 4-methylvaleryl, cyclohexylmethyl, cyclohexylethyl, cyclohexylbutyl, cycloheptylmethyl, ethyl, 2-methyl-1-cyclopropylmethyl, cyclobutylmethyl, cyclopentylmethyl, cyclohexanepropyl, 4-methyl-1-cyclohexylmethyl, 4-tert-butyl-1-cyclohexylmethyl, 4-methylcyclo-hexylethyl, 1-adamantylethyl, 3,3-diphenylpropyl, cyclopentylethyl, 2,2-dicyclohexylethyl, 2-indol-3-ylethyl, 1-naphthylethyl, 3-(3,4,5-trimethoxyphenyl)-propyl, 2-norbornylethyl, cyclopentylethyl, a 2-ethylbutyl substituent; and    R 5  is hydrido.    
     
     
         40 . The library according to  claim 38  wherein R 1  is selected from the group consisting of a hydrido, methyl, benzyl, 2-butyl, N-methyl,N-benzylaminobutyl, N-methylaminobutyl, 2-methylpropyl, methylsulfinylethyl, methylthioethyl, hydroxymethyl, 1-hydroxyethyl, 2-propyl, 4-hydroxybenzyl, propyl, butyl, cyclohexylmethyl, phenyl, and a 2-naphthylmethyl substituent; 
 R 2  is benzyl;    R 3  is selected from the group consisting of a hydrido, methyl, benzyl, 3-hydroxypropyl, 2-butyl, 2-methylpropyl, methylsulfinylethyl, methylthioethyl, hydroxymethyl, 1-hydroxyethyl, 2-propyl, 4-hydroxybenzyl, propyl, butyl, cyclohexylmethyl, phenyl, and a 2-naphthylmethyl substituent;    R 4  is selected from the group consisting of a 1-phenyl-1-cyclopropylmethyl, m-tolylethyl, 3-fluorophenethyl, (α,α,α-trifluoro-m-tolyl)ethyl, p-tolylethyl, 3-methoxyphenethyl, 4-methoxyphenethyl, 4-ethoxyphenethyl, 4-isobutyl-α-methylphenethyl, 3,4-dichlorophenethyl, 3,5-bis(trifluoromethyl)phenethyl, phenethyl, 3-phenylpropyl, 4-phenylbutyl, butyl, heptyl, isobutyryl, isovaleryl, 4-methylvaleryl, cyclohexylmethyl, cyclohexylethyl, cyclohexylbutyl, cycloheptylmethyl, ethyl, 2-methyl-1-cyclopropylmethyl, cyclobutylmethyl, cyclopentylmethyl, cyclohexanepropyl, 4-methyl-1-cyclohexylmethyl, 4-tert-butyl-1-cyclohexylmethyl, 4-methylcyclo-hexylethyl, 1-adamantylethyl, 3,3-diphenylpropyl, cyclopentylethyl, 2,2-dicyclohexylethyl, 2-indol-3-ylethyl, 1-naphthylethyl, 3-(3,4,5-trimethoxyphenyl)propyl, 2-norbornylethyl, cyclopentylethyl, and a 2-ethylbutyl substituent; and    R 5  is hydrido.