Diketodiazacyclic compounds, diazacyclic compounds and combinatorial libraries thereof

A compound having a structure corresponding to that shown in Formula II, below, or a pharmaceutically acceptable salt thereof:

• 51
• wherein:
• q is an integer that is one through seven;
• each of ═Z1 and ═Z2 is independently ═O or ═Z1 is —Rc1 and —Rc2 and ═Z2 is —Rc3 and —Rc4, wherein —Rc1, —Rc2, —Rc3 and —Rc4 are independently selected from the group consisting of a hydrido, C1-C10 alkyl, C1-C10 substituted alkyl, C1-C10 phenylalkyl, C7-C16 substituted phenyalkyl, phenyl, substituted phenyl, C3-C7 cycloalkyl, and a C3-C7 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 Ra1 and Ra2 and the carbon atom of Rb1 and Rb2 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 Ra2 and Rb2 are absent;
• (a) Ra1, Ra2, Rb1 and Rb2 are independently selected from the group consisting of a hydrido, C1-C10alkyl, C1-C10 substituted alkyl, C1-C10 phenylalkyl, C7-C16 substituted phenyalkyl, phenyl, substituted phenyl, C3-C7 cycloalkyl, and a C3-C7 substituted cycloalkyl group or (b) each of Ra1 and Rb1 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 Ra1 and Ra2 and Rb1 and Rb2 together are ═O, and wherein Ra2 and Rb2 are absent when a double bond is present between the depicted carbon atoms;
• R1 is selected from the group consisting of a hydrido, C1-C10 alkyl, C1-C10 substituted alkyl, C1-C10 phenylalkyl, C7-C16 substituted phenyalkyl, phenyl, substituted phenyl, C3-C7 cycloalkyl, and a C3-C7 substituted cycloalkyl group;
• R2 is selected from the group consisting of a C1-C10 alkyl, C2-C10 alkenyl, benzyl, substituted benzyl, naphthyl, and a substituted naphthyl group;
• R3 is selected from the group consisting of a hydrido, C1-C10 alkyl, C1-C10 substituted alkyl, C1-C16 phenylalkyl, C7-C16 substituted phenylalkyl, phenyl, substituted phenyl, C3-C7 cycloalkyl, and a C3-C7 substituted cycloalkyl group;
• R4 is selected from the group consisting of a hydrido, C1-C10 alkyl, C2-C10 alkenyl, C1-C10 substituted alkyl, C3-C7 substituted cycloalkyl, C7-C16 phenylalkyl, C7-C16 phenylalkenyl, C7-C16 phenylalkenyl and a C7-C16 substituted phenyl-alkenyl group;
• and
• R5 is selected from the group consisting of a hydrido, C1-C10 acyl, aroyl, C1-C10 alkylaminocarbonyl, C1-C10 alkylthiocarbonyl, arylaminocarbonyl, and an arylthiocarbonyl group.

A compound having a structure corresponding to that shown in Formula III, below, or a pharmaceutically acceptable salt thereof:

• 53
• wherein:
• ═Z is ═O or (—H)2;
• Ra2 and Rb2 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 Ra1 and Ra2 and the carbon atom of Rb1 and Rb2 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 Ra2 and Rb2 are absent;
• (a) Ra1, Ra2, Rb1 and Rb2 are independently selected from the group consisting of a hydrido, C1-C10 alkyl, C1-C10 substituted alkyl, C1-C10 phenylalkyl, C7-C16 substituted phenyalkyl, phenyl, substituted phenyl, C3-C7 cycloalkyl, and a C3-C7 substituted cycloalkyl group or (b) each of Ra1 and Rb1 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 Ra1 and Ra2 and Rb1 and Rb2 together are ═O, and wherein Ra2 and Rb2 are absent when a double bond is present between the depicted carbon atoms;
• R1 is selected from the group consisting of a hydrido, C1-C10 alkyl, C1-C10 substituted alkyl, C1-C10 phenylalkyl, C7-C16 substituted phenyalkyl, phenyl, substituted phenyl, C3-C7 cycloalkyl, and a C3-C7 substituted cycloalkyl group;
• R2 is selected from the group consisting of a C1-C10 alkyl, C2-C10 alkenyl, benzyl, substituted benzyl, naphthyl, and a substituted naphthyl group;
• R3 is selected from the group consisting of a hydrido, C1-C10 alkyl, C1-C10 substituted alkyl, C1-C16 phenylalkyl, C7-C16 substituted phenylalkyl, phenyl, substituted phenyl, C3-C7 cycloalkyl, and a C3-C7 substituted cycloalkyl group;
• R4 is selected from the group consisting of a hydrido, C1-C10 alkyl, C2-C10 alkenyl, C1-C10 substituted alkyl, C3-C7 substituted cycloalkyl, C7-C16 phenylalkyl, C7-C16 phenylalkenyl, C7-C16 phenylalkenyl and a C7-C16 substituted phenyl-alkenyl group;
• and
• R5 is selected from the group consisting of a hydrido, C1-C10 acyl, aroyl, C1-C10 alkylaminocarbonyl, C1-C10 alkylthiocarbonyl, arylaminocarbonyl, and an arylthiocarbonyl group.

A library of compounds having a structure corresponding to that shown in Formula I, below, or a pharmaceutically acceptable salt thereof:

• 55
• 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, C1-C10 alkyl, C1-C10 substituted alkyl, C1-C10 phenylalkyl, C7-C16 substituted phenyalkyl, phenyl, substituted phenyl, C3-C7 cycloalkyl, and a C3-C7 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;
• R1 is selected from the group consisting of a hydrido, C1-C10 alkyl, C1-C10 substituted alkyl, C1-C10 phenylalkyl, C7-C16 substituted phenyalkyl, phenyl, substituted phenyl, C3-C7 cycloalkyl, and a C3-C7 substituted cycloalkyl group;
• R2 is selected from the group consisting of a C1-C10 alkyl, C2-C10 alkenyl, benzyl, substituted benzyl, naphthyl, or substituted naphthyl group and preferably is a methyl, ethyl, benzyl, allyl, and a naphthylmethyl group;
• R3 is selected from the group consisting of a hydrido, C1-C10 alkyl, C1-C10 substituted alkyl, C1-C16 phenylalkyl, C7-C16 substituted phenylalkyl, phenyl, substituted phenyl, C3-C7 cycloalkyl, and a C3-C7 substituted cycloalkyl group;
• R4 is selected from the group consisting of a hydrido, C1-C10 alkyl, C2-C10 alkenyl, C1-C10 substituted alkyl, C3-C7 substituted cycloalkyl, C7-C16 phenylalkyl, C7-C16 phenylalkenyl, C7-C16 phenylalkenyl and a C7-C16 substituted phenyl-alkenyl group;
• and
• R5 is selected from the group consisting of a hydrido, C1-C10 acyl, aroyl, C1-C10 alkylaminocarbonyl, C1-C10 alkylthiocarbonyl, arylaminocarbonyl, and an arylthiocarbonyl group.

A library of compounds having a structure corresponding to that shown in Formula II, below, or a pharmaceutically acceptable salt thereof:

• 56
• wherein:
• q is an integer that is one through seven;
• each of ═Z1 and ═Z2 is independently ═O or ═Z1 is —Rc1 and —Rc2 and ═Z2 is —Rc3 and —Rc4, wherein —Rc1, —Rc2, —Rc3 and —Rc4 are independently selected from the group consisting of a hydrido, C1-C10 alkyl, C1-C10 substituted alkyl, C1-C10 phenylalkyl, C7-C16 substituted phenyalkyl, phenyl, substituted phenyl, C3-C7 cycloalkyl, and a C3-C7 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 Ral and Ra2 and the carbon atom of Rb1 and Rb2 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 Ra2 and Rb2 are absent;
• (a) Ra1, Ra2, Rb1 and Rb2 are independently selected from the group consisting of a hydrido, C1-C10 alkyl, C1-C10 substituted alkyl, C1-C10 phenylalkyl, C7-C16 substituted phenyalkyl, phenyl, substituted phenyl, C3-C7 cycloalkyl, and a C3-C7 substituted cycloalkyl group or (b) each of Ra1 and Rb1 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 Ra1 and Ra2 and Rb1 and Rb2 together are ═O, and wherein Ra2 and Rb2 are absent when a double bond is present between the depicted carbon atoms;
• R1 is selected from the group consisting of a hydrido, C1-C10 alkyl, C1-C10 substituted alkyl, C1-C10 phenylalkyl, C7-C16 substituted phenyalkyl, phenyl, substituted phenyl, C3-C7 cycloalkyl, and a C3-C7 substituted cycloalkyl group;
• R2 is selected from the group consisting of a C1-C10 alkyl, C2-C10 alkenyl, benzyl, substituted benzyl, naphthyl, and a substituted naphthyl group;
• R3 is selected from the group consisting of a hydrido, C1-C10 alkyl, C1-C10 substituted alkyl, C1-C16 phenylalkyl, C7-C16 substituted phenylalkyl, phenyl, substituted phenyl, C3-C7 cycloalkyl, and a C3-C7 substituted cycloalkyl group;
• R4 is selected from the group consisting of a hydrido, C1-C10 alkyl, C2-C10 alkenyl, C1-C10 substituted alkyl, C3-C7 substituted cycloalkyl, C7-C16 phenylalkyl, C7-C16 phenylalkenyl, C7-C16 phenylalkenyl and a C7-C16 substituted phenyl-alkenyl group;
• and
• R5 is selected from the group consisting of a hydrido, C1-C10 acyl, aroyl, C1-C10 alkylaminocarbonyl, C1-C10 alkylthiocarbonyl, arylaminocarbonyl, and an arylthiocarbonyl group.

A library of compounds having a structure corresponding to that shown in Formula III, below, or a pharmaceutically acceptable salt thereof:

• 58
• wherein:
• ═Z is ═O or (—H)2;
• Ra2 and Rb2 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 Ra1 and Ra2 and the carbon atom of Rb1 and Rb2 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 Ra2 and Rb2 are absent;
• (a) Ra1, Ra2, Rb1 and Rb2 are independently selected from the group consisting of a hydrido, C1C10 alkyl, C1-C10 substituted alkyl, C1-C10 phenylalkyl, C7-C16 substituted phenyalkyl, phenyl, substituted phenyl, C3-C7 cycloalkyl, and a C3-C7 substituted cycloalkyl group or (b) each of Ra1 and Rb1 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 Ra1 and Ra2 and Rb1 and Rb2 together are ═O, and wherein Ra2 and Rb2 are absent when a double bond is present between the depicted carbon atoms;
• R1 is selected from the group consisting of a hydrido, C0-C10 alkyl, C1-C10 substituted alkyl, C1-C10 phenylalkyl, C7-C16 substituted phenyalkyl, phenyl, substituted phenyl, C3-C7 cycloalkyl, and a C3-C7 substituted cycloalkyl group;
• R2 is selected from the group consisting of a C1-C10 alkyl, C2-C10 alkenyl, benzyl, substituted benzyl, naphthyl, and a substituted naphthyl group;
• R3 is selected from the group consisting of a hydrido, C1-C10 alkyl, C1-C10 substituted alkyl, C1-C16 phenylalkyl, C7-C16 substituted phenylalkyl, phenyl, substituted phenyl, C3-C7 cycloalkyl, and a C3-C7 substituted cycloalkyl group;
• R4 is selected from the group consisting of a hydrido, C1-C10 alkyl, C2-C10alkenyl, C1-C10 substituted alkyl, C3-C7 substituted cycloalkyl, C7-C16 phenylalkyl, C7-C16 phenylalkenyl, C7-C16 phenylalkenyl and a C7-C16 substituted phenyl-alkenyl group;
• and
• R5 is selected from the group consisting of a hydrido, C1-C10 acyl, aroyl, C1-C10 alkylaminocarbonyl, C1-C10 alkylthiocarbonyl, arylaminocarbonyl, and an arylthiocarbonyl group.