US 11,548,893 B2Granted

Enantiomerically pure adamantane carboxamides for the treatment of filovirus infection

AssigneeArisan Therapeutics Inc.

InventorsMichael Bruno Plewe, Kenneth McCormack, Gregory Henkel, Nadezda V. Sokolova, Eric Brown, Vidyasagar Reddy Gantla

Life of this patent

Estimating the term…

Abstract

The compounds of the invention as shown by general structure I, as shown below, are effective in treating filovirus infections. X is selected from the group consisting of O and H; R1 is selected from (C6 to C10) aryl and (C2 to C9) heteroaryl, and R2 is selected from (C1 to C10) alkyl, (C1 to C10) alkenyl, (C1 to C10) alkynyl, (C3 to C10) cycloalkyl, and (C5 to C10) cycloalkenyl, and NR3aR3b is defined in the specification. These compounds are effective in treating filovirii infections including Ebolavirus and Marburg virus.

Claims52

Dependent claims

A method of treating infections associated with viruses of the Filoviridae enveloped virus, or any virus expressing filovirus glycoproteins to mediate cell entry comprising administration of a therapeutically effective amount of a compound of Structural Formula I

or a pharmaceutically acceptable salt, and a pharmaceutically acceptable carrier, diluent, or vehicle thereof, wherein:
R1 is phenyl;
R2 is selected from the group consisting of (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C3 to C10) cycloalkyl, and (C5 to C10) cycloalkenyl, wherein
each of the said (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C3 to C10) cycloalkyl, and (C5 to C10) cycloalkenyl is optionally substituted with at least one R8 group;
NR3aR3bb is selected from the group consisting of
each R8 is independently selected from hydrogen, halogen, OH, nitro, CF3, —NR9aR9b, oxo, (C1 to C10) alkyl, (C1 to C10) alkenyl, (C1 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, cyano, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C9) cycloheteroalkyl, (C6 to C10) aryl, (C2 to C9) heteroaryl, (C6 to C10) arylene, (C2 to C9) heteroarylene, (C3 to C10) cycloalkylene, (C2 to C10) cycloheteroalkylene, —C(O)R10, —C(O)NR9aR9b, —S(O)mR10, —S(O)mNR9aR9b, —NR9aS(O)mR10, —(CH2)nC(O)OR10, —(CH2)nC(O)N(R9aR9b), —(CH2)nN(R9aR9b), —OC(O)R15, —O(CH2)nO—, —NR9aC(O)R10, and —NR9aC(O)N(R9aR9b), wherein
each of the said (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C10) cycloheteroalkyl, (C6 to C10) aryl, (C2 to C9) heteroaryl, (C6 to C10) arylene, (C2 to C9) heteroarylene, (C3 to C10) cycloalkylene, and (C2 to C10) cycloheteroalkylene is optionally substituted with at least one R11 group;
each of the R9a and R9b is independently selected from hydrogen, (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C5) cycloheteroalkyl, (C6 to C10) aryl, (C2 to C9) heteroaryl, (C6 to C10) arylene, and (C2 to C9) heteroarylene, wherein
each of the said (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C10) cycloheteroalkyl, (C6 to C10) aryl, (C2 to C9) heteroaryl, (C6 to C10) arylene, and (C2 to C9) heteroarylene is optionally substituted with at least one R11 group,
or R9a and R9b may be taken together with the nitrogen atom to which they are attached to form a (C2 to C10) cycloheteroalkyl ring, wherein
said (C2 to C10) cycloheteroalkyl ring has 1 to 3 ring heteroatoms selected from the group consisting of N, O, and S, and wherein the said (C2 to C10) cycloheteroalkyl ring is optionally substituted with at least one R11 group;
each R10 is independently selected from hydrogen, (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C10) cycloheteroalkyl, (C6 to C10) aryl, and (C2 to C9) heteroaryl, wherein
each of the said (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C10) cycloheteroalkyl, (C6 to C10) aryl, and (C2 to C9) heteroaryl is optionally substituted with at least one R11 group;
each R4 is independently selected from hydrogen, (C1 to C10) alkyl, (C1 to C10) alkenyl, (C1 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C9) cycloheteroalkyl, (C6 to C10) aryl, (C2 to C9) heteroaryl, (C6 to C10) arylene, and (C2 to C9) heteroarylene, wherein
each of the said (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C10) cycloheteroalkyl, (C2 to C9) heteroaryl, (C6 to C10) aryl, (C6 to C10) arylene, (C2 to C9) heteroarylene, (C3 to C10) cycloalkylene, and (C2 to C10) cycloheteroalkylene is optionally substituted with at least one R14 group;
each of the R12a and R12b is independently selected from hydrogen, (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C10) cycloheteroalkyl, (C6 to C10) aryl, (C2 to C9) heteroaryl, (C6 to C10) arylene, and (C2 to C9) heteroarylene, wherein
each of the said (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C10) cycloheteroalkyl, (C6 to C10) aryl, (C2 to C9) heteroaryl, (C6 to C10) arylene, and (C2 to C9) heteroarylene is optionally substituted with at least one R14 group,
or R12a and R12b may be taken together with the nitrogen atom to which they are attached to form a (C2 to C10) cycloheteroalkyl ring, wherein
said (C2 to C10) cycloheteroalkyl ring has 1 to 3 ring heteroatoms selected from the group consisting of N, O, and S, and wherein
the said (C2 to C10) cycloheteroalkyl ring is optionally substituted with at least one R14 group;
each R13 is independently selected from hydrogen, halogen, OH, nitro, CF3, (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, cyano, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C10) cycloheteroalkyl, (C6 to C10) aryl, and (C2 to C9) heteroaryl, wherein
each of the said (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C10) cycloheteroalkyl, (C2 to C9) heteroaryl, and (C5 to C10) aryl is optionally substituted with at least one R14 group;
each R4 is independently selected from hydrogen, (C1 to C10) alkyl, (C1 to C10) alkenyl, (C1 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C9) cycloheteroalkyl, (C6 to C10) aryl, (C2 to C9) heteroaryl, (C6 to C10) arylene, and (C2 to C9) heteroarylene, wherein
each of the said (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C10) cycloheteroalkyl, (C6 to C10) aryl, (C2 to C9) heteroaryl, (C6 to C10) arylene, (C2 to C9) heteroarylene, (C3 to C10) cycloalkylene, and (C2 to C10) cycloheteroalkylene is optionally substituted with at least one R17 group;
each of the R16a and R16b is independently selected from hydrogen, (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C10) cycloheteroalkyl, (C6 to C10) aryl, and (C2 to C9) heteroaryl, wherein
each of the said (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C10) cycloheteroalkyl, (C6 to C10) aryl, and (C2 to C9) heteroaryl is optionally substituted with at least one R17 group,
or R16a and R16b may be taken together with the nitrogen atom to which they are attached to form a (C2 to C10) cycloheteroalkyl ring, wherein
said (C2 to C10) cycloheteroalkyl ring has 1 to 3 ring heteroatoms selected from the group consisting of N, O, and S, and wherein the said (C2 to C10) cycloheteroalkyl ring is optionally substituted with at least one R17 group;
each R16 is independently selected from hydrogen, halogen, OH, nitro, CF3, (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, cyano, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C10) cycloheteroalkyl, (C6 to C10) aryl, and (C2 to C9) heteroaryl;
each R4 is independently selected from hydrogen, (C1 to C10) alkyl, (C1 to C10) alkenyl, (C1 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C9) cycloheteroalkyl, (C6 to C10) aryl, (C2 to C9) heteroaryl, (C6 to C10) arylene, and (C2 to C9) heteroarylene, wherein
each of the said (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C10) cycloheteroalkyl, (C6 to C10) aryl, (C2 to C9) heteroaryl, (C6 to C10) arylene, (C2 to C9) heteroarylene, (C3 to C10) cycloalkylene, and (C2 to C10) cycloheteroalkylene is optionally substituted with at least one R20 group;
each of the R18a and R18b is independently selected from hydrogen, (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C10) cycloheteroalkyl, (C2 to C9) heteroaryl, and (C5 to C10) aryl;
each R19 is independently selected from hydrogen, halogen, OH, nitro, CF3, (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, cyano, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C10) cycloheteroalkyl, (C6 to C10) aryl, (C2 to C9) heteroaryl;
each R20 is independently selected from hydrogen, halogen, OH, nitro, CF3, —NR21aR21b, oxo, (C1 to C10) alkyl, (C1 to C10) alkenyl, (C1 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, cyano, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C10) cycloheteroalkyl, (C6 to C10) aryl, (C2 to C9) heteroaryl, (C6 to C10) arylene, (C2 to C9) heteroarylene, (C3 to C10) cycloalkylene, (C2 to C10) cycloheteroalkylene, —C(O)R22, —C(O)NR21aR21b, —S(O)mR22, —S(O)mNR21aR21b, —NR21aS(O)mR22, —(CH2)nC(O)OR22, —(CH2)nC(O)N(R21aR21b), —(CH2)nN(R21aR21b), —OC(O)R22, —NR21aC(O)R22, and —NR21aC(O)N(R21aR21b), wherein
each of the said (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C10) cycloheteroalkyl, (C6 to C10) aryl, (C2 to C9) heteroaryl, (C6 to C10) arylene, (C2 to C9) heteroarylene, (C3 to C10) cycloalkylene, and (C2 to C10) cycloheteroalkylene is optionally substituted with at least one R22 group;
each of the R21a and R21b is independently selected from hydrogen, (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C10) cycloheteroalkyl, (C6 to C10) aryl, and (C2 to C9) heteroaryl,
or R21a and R21b may be taken together with the nitrogen atom to which they are attached to form a (C2 to C10) cycloheteroalkyl ring, wherein
said (C2 to C10) cycloheteroalkyl ring has 1 to 3 ring heteroatoms selected from the group consisting of N, O, and S;
each R22 is independently selected from hydrogen, halogen, OH, nitro, CF3, (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, cyano, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C10) cycloheteroalkyl, (C6 to C10) aryl, and (C2 to C9) heteroaryl;
i is 2, 3, 4, 5, or 6;
j is 0, 1, 2, 3, 4, or 5;
k is 1, 2, 3, 4, or 5;
m is 0, 1 or 2;
n is 0, 1, 2, 3, or 4.

41 more elements

or a pharmaceutically acceptable salt, and a pharmaceutically acceptable carrier, diluent, or vehicle thereof, wherein:
R1 is selected from (C6 to C10) aryl and (C2 to C9) heteroaryl, wherein
each of the said (C6 to C10) aryl and (C2 to C9) heteroaryl is optionally substituted with at least one R4 group;
R2 is selected from (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C3 to C10) cycloalkyl, and (C5 to C10) cycloalkenyl, wherein
each of the said (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C3 to C10) cycloalkyl, and (C5 to C10) cycloalkenyl is optionally substituted with at least one R8 group;
NR3aR3b is selected from the group consisting of
Z is selected from the group consisting of —O—, —S—, —S(O)—, and —S(O)2—;
each R4 is independently selected from hydrogen, (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C9) cycloheteroalkyl, (C6 to C10) aryl, (C2 to C9) heteroaryl, (C6 to C10) arylene, and (C2 to C9) heteroarylene, wherein
each of the said (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C9) cycloheteroalkyl, (C6 to C10) aryl, (C2 to C9) heteoaryl, (C6 to C10) arylene, and (C2 to C9) heteroarylene is optionally substituted with at least one R8 group;
each of the R5a, R5b, and R5c is independently selected from hydrogen, halogen, OH, nitro, CF3, —NR6aR6b, (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, cyano, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C9) cycloheteroalkyl, (C6 to C10) aryl, (C2 to C9) heteroaryl, —C(O)R7, —C(O)NR6aR6b, —S(O)mR7, —S(O)mNR6aR6b, —NR6aS(O)mR7, —(CH2)nC(O)OR7, —(CH2)nC(O)N(R6aR6b), —(CH2)nN(R6aR6b), —OC(O)R7, —NR6aC(O)R7, and —NR6aC(O)N(R6aR6b), wherein
each of the said (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C9) cycloheteroalkyl, (C6 to C10) aryl, and (C2 to C9) heteroaryl is optionally substituted with at least one R8 group;
each of the R6a and R6b is independently selected from hydrogen, (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C9) cycloheteroalkyl, (C6 to C10) aryl, (C2 to C9) heteroaryl, (C6 to C10) arylene, and (C2 to C9) heteroarylene, wherein
each of the said (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C9) cycloheteroalkyl, (C6 to C10) aryl, (C2 to C9) heteroaryl, (C6 to C10) arylene, and (C2 to C9) heteroarylene is optionally substituted with at least one R8 group,
or R6a and R6b may be taken together with the nitrogen atom to which they are attached to form a (C2 to C10) cycloheteroalkyl ring, wherein
said (C2 to C10) cycloheteroalkyl ring has 1 to 3 ring heteroatoms selected from the group consisting of N, O, and S, and wherein
the said (C2 to C10) cycloheteroalkyl ring is optionally substituted with at least one R8 group;
each of the R7 is independently selected from hydrogen, (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C9) cycloheteroalkyl, (C6 to C10) aryl, and (C2 to C9) heteroaryl, wherein
each of the said (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C9) cycloheteroalkyl, (C6 to C10) aryl, and (C2 to C9) heteroaryl is optionally substituted with at least one R8 group;
each R8 is independently selected from hydrogen, halogen, OH, nitro, CF3, —NR9aR9b, oxo, (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, cyano, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C9) cycloheteroalkyl, (C6 to C10) aryl, (C2 to C9) heteroaryl, (C6 to C10) arylene, (C2 to C9) heteroarylene, (C3 to C10) cycloalkylene, (C2 to C10) cycloheteroalkylene, —C(O)R10, —C(O)NR9aR9b, —S(O)mR10, —S(O)mNR9aR9b, —NR9aS(O)mR10, —(CH2)nC(O)OR10, —(CH2)nC(O)N(R9aR9b), —(CH2)nN(R9aR9b), —OC(O)R15, —O(CH2)nO—, —NR9aC(O)R10, and —NR9aC(O)N(R9aR9b), wherein
each of the said (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C10) cycloheteroalkyl, (C6 to C10) aryl, (C2 to C9) heteroaryl, (C6 to C10) arylene, (C2 to C9) heteroarylene, (C3 to C10) cycloalkylene, and (C2 to C10) cycloheteroalkylene is optionally substituted with at least one R11 group;
each of the R9a and R9b is independently selected from hydrogen, (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C9) cycloheteroalkyl, (C6 to C10) aryl, (C2 to C9) heteroaryl, (C6 to C10) arylene, and (C2 to C9) heteroarylene, wherein
each of the said (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C10) cycloheteroalkyl, (C6 to C10) aryl, (C2 to C9) heteroaryl, (C6 to C10) arylene, and (C2 to C9) heteroarylene is optionally substituted with at least one R11 group,
or R9a and R9b may be taken together with the nitrogen atom to which they are attached to form a (C2 to C10) cycloheteroalkyl ring, wherein
said (C2 to C10) cycloheteroalkyl ring has 1 to 3 ring heteroatoms selected from the group consisting of N, O, and S, and wherein
the said (C2 to C10) cycloheteroalkyl ring is optionally substituted with at least one R11 group;
each R10 is independently selected from hydrogen, (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C10) cycloheteroalkyl, (C6 to C10) aryl, and (C2 to C9) heteroaryl, wherein
each of the said (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C10) cycloheteroalkyl, (C6 to C10) aryl, and (C2 to C9) heteroaryl is optionally substituted with at least one R11 group;
each R11 is independently selected from hydrogen, halogen, OH, nitro, CF3, —NR12aR12b, oxo, (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, cyano, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C10) cycloheteroalkyl, (C6 to C10) aryl, (C2 to C9) heteroaryl, (C6 to C10) arylene, (C2 to C9) heteroarylene, (C3 to C10) cycloalkylene, (C2 to C10) cycloheteroalkylene, —C(O)R10, —C(O)NR9aR9b, —S(O)mR10, —S(O)mNR9aR9b, —NR9aS(O)mR10, —(CH2)nC(O)OR10, —(CH2)nC(O)N(R9aR9b), —(CH2)nN(R9aR9b), —OC(O)R15, —O(CH2)nO—, —NR9aC(O)R10, and —NR9aC(O)N(R9aR9b), wherein
each of the said (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C10) cycloheteroalkyl, (C2 to C9) heteroaryl, (C6 to C10) aryl, (C6 to C10) arylene, (C2 to C9) heteroarylene, (C3 to C10) cycloalkylene, and (C2 to C10) cycloheteroalkylene is optionally substituted with at least one R14 group;
each of the R12a and R12b is independently selected from hydrogen, (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C10) cycloheteroalkyl, (C6 to C10) aryl, (C2 to C9) heteroaryl, (C6 to C10) arylene, and (C2 to C9) heteroarylene, wherein
each of the said (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C10) cycloheteroalkyl, (C6 to C10) aryl, (C2 to C9) heteroaryl, (C6 to C10) arylene, and (C2 to C9) heteroarylene is optionally substituted with at least one R14 group,
or R12a and R12b may be taken together with the nitrogen atom to which they are attached to form a (C2 to C10) cycloheteroalkyl ring, wherein
said (C2 to C10) cycloheteroalkyl ring has 1 to 3 ring heteroatoms selected from the group consisting of N, O, and S, and wherein
the said (C2 to C10) cycloheteroalkyl ring is optionally substituted with at least one R14 group;
each R13 is independently selected from hydrogen, halogen, OH, nitro, CF3, (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, cyano, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C10) cycloheteroalkyl, (C6 to C10) aryl, and (C2 to C9) heteroaryl, wherein
each of the said (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C10) cycloheteroalkyl, (C2 to C9) heteroaryl, and (C6 to C10) aryl is optionally substituted with at least one R14 group;
each R14 is independently selected from hydrogen, halogen, OH, nitro, CF3, —NR15aR15b, oxo, (C1 to C10) alkyl, (C1 to C10) alkenyl, (C1 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, cyano, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C10) cycloheteroalkyl, (C6 to C10) aryl, (C2 to C9) heteroaryl, (C6 to C10) arylene, (C2 to C9) heteroarylene, (C3 to C10) cycloalkylene, (C2 to C10) cycloheteroalkylene, —C(O)R16, —C(O)NR15aR15b, —S(O)mR16, —S(O)mNR15aR15b, —NR15aS(O)mR16, —(CH2)nC(O)OR16, —(CH2)nC(O)N(R15aR15b), —(CH2)nN(R15aR15b), —OC(O)R16, —NR15aC(O)R16, and —NR15aC(O)N(R15aR15b), wherein
each of the said (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C10) cycloheteroalkyl, (C6 to C10) aryl, (C2 to C9) heteroaryl, (C6 to C10) arylene, (C2 to C9) heteroarylene, (C3 to C10) cycloalkylene, and (C2 to C10) cycloheteroalkylene is optionally substituted with at least one R17 group;
each of the R15a and R15b is independently selected from hydrogen, (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C10) cycloheteroalkyl, (C6 to C10) aryl, and (C2 to C9) heteroaryl, wherein
each of the said (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C10) cycloheteroalkyl, (C6 to C10) aryl, and (C2 to C9) heteroaryl is optionally substituted with at least one R17 group,
or R15a and R15b may be taken together with the nitrogen atom to which they are attached to form a (C2 to C10) cycloheteroalkyl ring, wherein
said (C2 to C10) cycloheteroalkyl ring has 1 to 3 ring heteroatoms selected from the group consisting of N, O, and S, and wherein
the said (C2 to C10) cycloheteroalkyl ring is optionally substituted with at least one R17 group;
each R16 is independently selected from hydrogen, halogen, OH, nitro, CF3, (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, cyano, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C10) cycloheteroalkyl, (C6 to C10) aryl, and (C2 to C9) heteroaryl;
each R17 is independently selected from hydrogen, halogen, OH, nitro, CF3, —NR18aR18b, oxo, (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, cyano, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C10) cycloheteroalkyl, (C6 to C10) aryl, (C2 to C9) heteroaryl, (C6 to C10) arylene, (C2 to C9) heteroarylene, (C3 to C10) cycloalkylene, (C2 to C10) cycloheteroalkylene, —C(O)R19, —C(O)NR18aR18b, —S(O)mR19, —S(O)mNR18aR18b, —NR18aS(O)mR19, (CH2)nC(O)OR19, —(CH2)nC(O)N(R18aR18b), —(CH2)nN(R18aR18b), —OC(O)R19, —NR18aC(O)R19, and —NR18aC(O)N(R18aR18b), wherein
each of the said (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C10) cycloheteroalkyl, (C6 to C10) aryl, (C2 to C9) heteroaryl, (C6 to C10) arylene, (C2 to C9) heteroarylene, (C3 to C10) cycloalkylene, and (C2 to C10) cycloheteroalkylene is optionally substituted with at least one R20 group;
each of the R18a and R18b is independently selected from hydrogen, (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C10) cycloheteroalkyl, (C2 to C9) heteroaryl, and (C6 to C10) aryl;
each R19 is independently selected from hydrogen, halogen, OH, nitro, CF3, (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, cyano, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C10) cycloheteroalkyl, (C6 to C10) aryl, (C2 to C9) heteroaryl;
each R20 is independently selected from hydrogen, halogen, OH, nitro, CF3, —NR21aR21b, oxo, (C1 to C10) alkyl, (C1 to C10) alkenyl, (C1 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, cyano, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C10) cycloheteroalkyl, (C6 to C10) aryl, (C2 to C9) heteroaryl, (C6 to C10) arylene, (C2 to C9) heteroarylene, (C3 to C10) cycloalkylene, (C2 to C10) cycloheteroalkylene, —C(O)R22, —C(O)NR21aR21b, —S(O)mR22, —S(O)mNR21aR21b, —NR21aS(O)mR22, —(CH2)nC(O)OR22, —(CH2)nC(O)N(R21aR21b), —(CH2)nN(R21aR21b), —OC(O)R22, —NR21aC(O)R22, and —NR21aC(O)N(R21aR21b), wherein
each of the said (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C10) cycloheteroalkyl, (C6 to C10) aryl, (C2 to C9) heteroaryl, (C6 to C10) arylene, (C2 to C9) heteroarylene, (C3 to C10) cycloalkylene, and (C2 to C10) cycloheteroalkylene is optionally substituted with at least one R22 group;
each of the R21a and R21b is independently selected from hydrogen, (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C10) cycloheteroalkyl, (C6 to C10) aryl, and (C2 to C9) heteroaryl,
or R21a and R21b may be taken together with the nitrogen atom to which they are attached to form a (C2 to C10) cycloheteroalkyl ring, wherein
said (C2 to C10) cycloheteroalkyl ring has 1 to 3 ring heteroatoms selected from the group consisting of N, O, and S;
each R22 is independently selected from hydrogen, halogen, OH, nitro, CF3, (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, cyano, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C10) cycloheteroalkyl, (C6 to C10) aryl, and (C2 to C9) heteroaryl;
i is 2, 3, 4, 5, or 6;
j is 0, 1, 2, 3, 4, or 5;
k is 1, 2, 3, 4, or 5;
m is 0, 1 or 2;
n is 0, 1, 2, 3, or 4.

56 more elements

or a pharmaceutically acceptable salt, and a pharmaceutically acceptable carrier, diluent, or vehicle thereof, wherein:
R1 is selected from (C6 to C10) aryl and (C2 to C9) heteroaryl, wherein
each of the said (C6 to C10) aryl and (C2 to C9) heteroaryl is optionally substituted with at least one R4 group;
R2 is selected from (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C3 to C10) cycloalkyl, and (C5 to C10) cycloalkenyl, wherein
each of the said (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C3 to C10) cycloalkyl, and (C5 to C10) cycloalkenyl is optionally substituted with at least one R8 group;
NR3aR3b is selected from the group consisting of
Z is selected from the group consisting of —O—, —S—, —S(O)—, and —S(O)2—;
each R4 is independently selected from hydrogen, (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C9) cycloheteroalkyl, (C6 to C10) aryl, (C2 to C9) heteroaryl, (C6 to C10) arylene, and (C2 to C9) heteroarylene, wherein
each of the said (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C9) cycloheteroalkyl, (C6 to C10) aryl, (C2 to C9) heteoaryl, (C6 to C10) arylene, and (C2 to C9) heteroarylene is optionally substituted with at least one R8 group;
each of the R5a, R5b, and R5c is independently selected from hydrogen, halogen, OH, nitro, CF3, —NR6aR6b, (C1 to C10) alkyl, (C1 to C10) alkenyl, (C1 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, cyano, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C9) cycloheteroalkyl, (C6 to C10) aryl, (C2 to C9) heteroaryl, —C(O)R7, —C(O)NR6aR6b, —S(O)mR7, —S(O)mNR6aR6b, —NR6aS(O)mR7, —(CH2)nC(O)OR7, —(CH2)nC(O)N(R6aR6b), —(CH2)nN(R6aR6b), —OC(O)R7, —NR6aC(O)R7, and —NR6aC(O)N(R6aR6b), wherein
each of the said (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C9) cycloheteroalkyl, (C6 to C10) aryl, and (C2 to C9) heteroaryl is optionally substituted with at least one R8 group;
each of the R6a and R6b is independently selected from hydrogen, (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C9) cycloheteroalkyl, (C6 to C10) aryl, (C2 to C9) heteroaryl, (C6 to C10) arylene, and (C2 to C9) heteroarylene, wherein
each of the said (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C9) cycloheteroalkyl, (C6 to C10) aryl, (C2 to C9) heteroaryl, (C6 to C10) arylene, and (C2 to C9) heteroarylene is optionally substituted with at least one R8 group,
or R6a and R6b may be taken together with the nitrogen atom to which they are attached to form a (C2 to C10) cycloheteroalkyl ring, wherein
said (C2 to C10) cycloheteroalkyl ring has 1 to 3 ring heteroatoms selected from the group consisting of N, O, and S, and wherein
the said (C2 to C10) cycloheteroalkyl ring is optionally substituted with at least one R8 group;
each of the R7 is independently selected from hydrogen, (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C9) cycloheteroalkyl, (C6 to C10) aryl, and (C2 to C9) heteroaryl, wherein
each of the said (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C9) cycloheteroalkyl, (C6 to C10) aryl, and (C2 to C9) heteroaryl is optionally substituted with at least one R8 group;
each R8 is independently selected from hydrogen, halogen, OH, nitro, CF3, —NR9aR9b, oxo, (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, cyano, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C9) cycloheteroalkyl, (C6 to C10) aryl, (C2 to C9) heteroaryl, (C6 to C10) arylene, (C2 to C9) heteroarylene, (C3 to C10) cycloalkylene, (C2 to C10) cycloheteroalkylene, cycloheteroalkylene, —C(O)R10, —C(O)NR9aR9b, —S(O)mR10, —S(O)mNR9aR9b, —NR9aS(O)mR10, —(CH2)nC(O)OR10, —(CH2)nC(O)N(R9aR9b), —(CH2)nN(R9aR9b), —OC(O)R15, —O(CH2)nO—, —NR9aC(O)R10, and —NR9aC(O)N(R9aR9b), wherein
each of the said (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C10) cycloheteroalkyl, (C6 to C10) aryl, (C2 to C9) heteroaryl, (C6 to C10) arylene, (C2 to C9) heteroarylene, (C3 to C10) cycloalkylene, and (C2 to C10) cycloheteroalkylene is optionally substituted with at least one R11 group;
each of the R9a and R9b is independently selected from hydrogen, (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C9) cycloheteroalkyl, (C6 to C10) aryl, (C2 to C9) heteroaryl, (C6 to C10) arylene, and (C2 to C9) heteroarylene, wherein
each of the said (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C10) cycloheteroalkyl, (C6 to C10) aryl, (C2 to C9) heteroaryl, (C6 to C10) arylene, and (C2 to C9) heteroarylene is optionally substituted with at least one R11 group,
or R9a and R9b may be taken together with the nitrogen atom to which they are attached to form a (C2 to C10) cycloheteroalkyl ring, wherein
said (C2 to C10) cycloheteroalkyl ring has 1 to 3 ring heteroatoms selected from the group consisting of N, O, and S, and wherein
the said (C2 to C10) cycloheteroalkyl ring is optionally substituted with at least one R11 group;
each R10 is independently selected from hydrogen, (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C10) cycloheteroalkyl, (C6 to C10) aryl, and (C2 to C9) heteroaryl, wherein
each of the said (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C10) cycloheteroalkyl, (C6 to C10) aryl, and (C2 to C9) heteroaryl is optionally substituted with at least one R11 group;
each R11 is independently selected from hydrogen, halogen, OH, nitro, CF3, —NR12aR12b, oxo, (C1 to C10) alkyl, (C1 to C10) alkenyl, (C1 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, cyano, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C10) cycloheteroalkyl, (C6 to C10) aryl, (C2 to C9) heteroaryl, (C6 to C10) arylene, (C2 to C9) heteroarylene, (C3 to C10) cycloalkylene, (C2 to C10) cycloheteroalkylene, —C(O)R18, —C(O)NR12aR12b, —S(O)mR13, —S(O)mNR12aR12b, —NR12aS(O)mR13, —(CH2)nC(O)OR13, —(CH2)nC(O)N(R12aR12b), —(CH2)nN(R12aR12b), —OC(O)R13, —NR12aC(O)R13, and —NR12aC(O)N(R12aR12b), wherein
each of the said (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C10) cycloheteroalkyl, (C2 to C9) heteroaryl, (C6 to C10) aryl, (C6 to C10) arylene, (C2 to C9) heteroarylene, (C3 to C10) cycloalkylene, and (C2 to C10) cycloheteroalkylene is optionally substituted with at least one R14 group;
each of the R12a and R12b is independently selected from hydrogen, (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C10) cycloheteroalkyl, (C6 to C10) aryl, (C2 to C9) heteroaryl, (C6 to C10) arylene, and (C2 to C9) heteroarylene, wherein
each of the said (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C10) cycloheteroalkyl, (C6 to C10) aryl, (C2 to C9) heteroaryl, (C6 to C10) arylene, and (C2 to C9) heteroarylene is optionally substituted with at least one R14 group,
or R12a and R12b may be taken together with the nitrogen atom to which they are attached to form a (C2 to C10) cycloheteroalkyl ring, wherein
said (C2 to C10) cycloheteroalkyl ring has 1 to 3 ring heteroatoms selected from the group consisting of N, O, and S, and wherein
the said (C2 to C10) cycloheteroalkyl ring is optionally substituted with at least one R14 group;
each R13 is independently selected from hydrogen, halogen, OH, nitro, CF3, (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, cyano, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C10) cycloheteroalkyl, (C6 to C10) aryl, and (C2 to C9) heteroaryl, wherein
each of the said (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C10) cycloheteroalkyl, (C2 to C9) heteroaryl, and (C6 to C10) aryl is optionally substituted with at least one R14 group;
each R14 is independently selected from hydrogen, halogen, OH, nitro, CF3, —NR15aR15b, oxo, (C1 to C10) alkyl, (C1 to C10) alkenyl, (C1 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, cyano, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C10) cycloheteroalkyl, (C6 to C10) aryl, (C2 to C9) heteroaryl, (C6 to C10) arylene, (C2 to C9) heteroarylene, (C3 to C10) cycloalkylene, (C2 to C10) cycloheteroalkylene, —C(O)R16, —C(O)NR15aR15b, —S(O)mR16, —S(O)mNR15aR15b, —NR15aS(O)mR16, —(CH2)nC(O)OR16, —(CH2)nC(O)N(R15aR15b), —(CH2)nN(R15aR15b), —OC(O)R16, —NR15aC(O)R16, and —NR15aC(O)N(R15aR15b), wherein
each of the said (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C10) cycloheteroalkyl, (C6 to C10) aryl, (C2 to C9) heteroaryl, (C6 to C10) arylene, (C2 to C9) heteroarylene, (C3 to C10) cycloalkylene, and (C2 to C10) cycloheteroalkylene is optionally substituted with at least one R17 group;
each of the R15a and R15b is independently selected from hydrogen, (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C10) cycloheteroalkyl, (C6 to C10) aryl, and (C2 to C9) heteroaryl, wherein
each of the said (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C10) cycloheteroalkyl, (C6 to C10) aryl, and (C2 to C9) heteroaryl is optionally substituted with at least one R17 group,
or R15a and R15b may be taken together with the nitrogen atom to which they are attached to form a (C2 to C10) cycloheteroalkyl ring, wherein
said (C2 to C10) cycloheteroalkyl ring has 1 to 3 ring heteroatoms selected from the group consisting of N, O, and S, and wherein
the said (C2 to C10) cycloheteroalkyl ring is optionally substituted with at least one R17 group;
each R16 is independently selected from hydrogen, halogen, OH, nitro, CF3, (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, cyano, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C10) cycloheteroalkyl, (C6 to C10) aryl, and (C2 to C9) heteroaryl;
each R17 is independently selected from hydrogen, halogen, OH, nitro, CF3, —NR18aR18b, oxo, (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, cyano, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C10) cycloheteroalkyl, (C6 to C10) aryl, (C2 to C9) heteroaryl, (C6 to C10) arylene, (C2 to C9) heteroarylene, (C3 to C10) cycloalkylene, (C2 to C10) cycloheteroalkylene, —C(O)R19, —C(O)NR18aR18b, —S(O)mR19, —S(O)mNR18aR18b, —NR18aS(O)mR19, (CH2)nC(O)OR19, —(CH2)nC(O)N(R18aR18b), —(CH2)nN(R18aR18b), —OC(O)R19, —NR18aC(O)R19, and —NR18aC(O)N(R18aR18b), wherein
each of the said (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C10) cycloheteroalkyl, (C6 to C10) aryl, (C2 to C9) heteroaryl, (C6 to C10) arylene, (C2 to C9) heteroarylene, (C3 to C10) cycloalkylene, and (C2 to C10) cycloheteroalkylene is optionally substituted with at least one R20 group;
each of the R18a and R18b is independently selected from hydrogen, (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C10) cycloheteroalkyl, (C2 to C9) heteroaryl, and (C6 to C10) aryl;
each R19 is independently selected from hydrogen, halogen, OH, nitro, CF3, (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, cyano, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C10) cycloheteroalkyl, (C6 to C10) aryl, (C2 to C9) heteroaryl;
each R20 is independently selected from hydrogen, halogen, OH, nitro, CF3, —NR21aR21b, oxo, (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, cyano, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C10) cycloheteroalkyl, (C6 to C10) aryl, (C2 to C9) heteroaryl, (C6 to C10) arylene, (C2 to C9) heteroarylene, (C3 to C10) cycloalkylene, (C2 to C10) cycloheteroalkylene, —C(O)R22, —C(O)NR21aR21b, —S(O)mR22, —S(O)mNR21aR21b, —NR21aS(O)mR22, —(CH2)nC(O)OR22, —(CH2)nC(O)N(R21aR21b), —(CH2)nN(R21aR21b), —OC(O)R22, —NR21aC(O)R22, and —NR21aC(O)N(R21aR21b), wherein
each of the said (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C10) cycloheteroalkyl, (C6 to C10) aryl, (C2 to C9) heteroaryl, (C6 to C10) arylene, (C2 to C9) heteroarylene, (C3 to C10) cycloalkylene, and (C2 to C10) cycloheteroalkylene is optionally substituted with at least one R22 group;
each of the R21a and R21b is independently selected from hydrogen, (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C10) cycloheteroalkyl, (C6 to C10) aryl, and (C2 to C9) heteroaryl,
or R21a and R21b may be taken together with the nitrogen atom to which they are attached to form a (C2 to C10) cycloheteroalkyl ring, wherein
said (C2 to C10) cycloheteroalkyl ring has 1 to 3 ring heteroatoms selected from the group consisting of N, O, and S;
each R22 is independently selected from hydrogen, halogen, OH, nitro, CF3, (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, cyano, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C10) cycloheteroalkyl, (C6 to C10) aryl, and (C2 to C9) heteroaryl;
i is 2, 3, 4, 5, or 6;
j is 0, 1, 2, 3, 4, or 5;
k is 1, 2, 3, 4, or 5;
m is 0, 1 or 2;
n is 0, 1, 2, 3, or 4.

56 more elements

A compound represented by Structural Formula I

or a pharmaceutically acceptable salt, and a pharmaceutically acceptable carrier, diluent, or vehicle thereof, wherein:
R1 is phenyl;
R2 is selected from (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C3 to C10) cycloalkyl, and (C5 to C10) cycloalkenyl, wherein
each of the said (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C3 to C10) cycloalkyl, and (C5 to C10) cycloalkenyl is optionally substituted with at least one R8 group;
NR3aR3b is selected from the group consisting of
each R8 is independently selected from hydrogen, halogen, OH, nitro, CF3, —NR9aR9b, oxo, (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, cyano, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C9) cycloheteroalkyl, (C6 to C10) aryl, (C2 to C9) heteroaryl, (C6 to C10) arylene, (C2 to C9) heteroarylene, (C3 to C10) cycloalkylene, (C2 to C10) cycloheteroalkylene, —C(O)R10, —C(O)NR9aR9b, —S(O)mR10, —S(O)mNR9aR9b, —NR9aS(O)mR10, —(CH2)nC(O)OR10, —(CH2)nC(O)N(R9aR9b), —(CH2)nN(R9aR9b), —OC(O)R15, —O(CH2)nO—, —NR9aC(O)R10, and —NR9aC(O)N(R9aR9b), wherein
each of the said (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C10) cycloheteroalkyl, (C6 to C10) aryl, (C2 to C9) heteroaryl, (C6 to C10) arylene, (C2 to C9) heteroarylene, (C3 to C10) cycloalkylene, and (C2 to C10) cycloheteroalkylene is optionally substituted with at least one R11 group;
each of the R9a and R9b is independently selected from hydrogen, (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C5) cycloheteroalkyl, (C6 to C10) aryl, (C2 to C9) heteroaryl, (C6 to C10) arylene, and (C2 to C9) heteroarylene, wherein
each of the said (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C10) cycloheteroalkyl, (C6 to C10) aryl, (C2 to C9) heteroaryl, (C6 to C10) arylene, and (C2 to C9) heteroarylene is optionally substituted with at least one R11 group,
or R9a and R9b may be taken together with the nitrogen atom to which they are attached to form a (C2 to C10) cycloheteroalkyl ring, wherein
said (C2 to C10) cycloheteroalkyl ring has 1 to 3 ring heteroatoms selected from the group consisting of N, O, and S, and wherein
the said (C2 to C10) cycloheteroalkyl ring is optionally substituted with at least one R11 group;
each R10 is independently selected from hydrogen, (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C10) cycloheteroalkyl, (C6 to C10) aryl, and (C2 to C9) heteroaryl, wherein
each of the said (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C10) cycloheteroalkyl, (C6 to C10) aryl, and (C2 to C9) heteroaryl is optionally substituted with at least one R11 group;
each R11 is independently selected from hydrogen, halogen, OH, nitro, CF3, —NR12aR12b, oxo, (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, cyano, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C10) cycloheteroalkyl, (C6 to C10) aryl, (C2 to C9) heteroaryl, (C6 to C10) arylene, (C2 to C9) heteroarylene, (C3 to C10) cycloalkylene, (C2 to C10) cycloheteroalkylene, —C(O)R18, —C(O)NR12aR12b, —S(O)mR13, —S(O)mNR12aR12b, —NR12aS(O)mR13, —(CH2)nC(O)OR13, —(CH2)nC(O)N(R12aR12b), —(CH2)nN(R12aR12b), —OC(O)R13, —NR12aC(O)R13, and —NR12aC(O)N(R12aR12b), wherein
each of the said (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C10) cycloheteroalkyl, (C2 to C9) heteroaryl, (C6 to C10) aryl, (C6 to C10) arylene, (C2 to C9) heteroarylene, (C3 to C10) cycloalkylene, and (C2 to C10) cycloheteroalkylene is optionally substituted with at least one R14 group;
each of the R12a and R12b is independently selected from hydrogen, (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C10) cycloheteroalkyl, (C6 to C10) aryl, (C2 to C9) heteroaryl, (C6 to C10) arylene, and (C2 to C9) heteroarylene, wherein
each of the said (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C10) cycloheteroalkyl, (C6 to C10) aryl, (C2 to C9) heteroaryl, (C6 to C10) arylene, and (C2 to C9) heteroarylene is optionally substituted with at least one R14 group,
or R12a and R12b may be taken together with the nitrogen atom to which they are attached to form a (C2 to C10) cycloheteroalkyl ring, wherein
said (C2 to C10) cycloheteroalkyl ring has 1 to 3 ring heteroatoms selected from the group consisting of N, O, and S, and wherein
the said (C2 to C10) cycloheteroalkyl ring is optionally substituted with at least one R14 group;
each R13 is independently selected from hydrogen, halogen, OH, nitro, CF3, (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, cyano, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C10) cycloheteroalkyl, (C6 to C10) aryl, and (C2 to C9) heteroaryl, wherein
each of the said (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C10) cycloheteroalkyl, (C2 to C9) heteroaryl, and (C6 to C10) aryl is optionally substituted with at least one R14 group;
each R14 is independently selected from hydrogen, halogen, OH, nitro, CF3, —NR15aR15b, oxo, (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, cyano, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C10) cycloheteroalkyl, (C6 to C10) aryl, (C2 to C9) heteroaryl, (C6 to C10) arylene, (C2 to C9) heteroarylene, (C3 to C10) cycloalkylene, (C2 to C10) cycloheteroalkylene, —C(O)R16, —C(O)NR15aR15b, —S(O)mR16, —S(O)mNR15aR15b, —NR15aS(O)mR16, —(CH2)nC(O)OR16, —(CH2)nC(O)N(R15aR15b), —(CH2)nN(R15aR15b), —OC(O)R16, —NR15aC(O)R16, and —NR15aC(O)N(R15aR15b), wherein
each of the said (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C10) cycloheteroalkyl, (C6 to C10) aryl, (C2 to C9) heteroaryl, (C6 to C10) arylene, (C2 to C9) heteroarylene, (C3 to C10) cycloalkylene, and (C2 to C10) cycloheteroalkylene is optionally substituted with at least one R17 group;
each of the R15a and R15b is independently selected from hydrogen, (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C10) cycloheteroalkyl, (C6 to C10) aryl, and (C2 to C9) heteroaryl, wherein
each of the said (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C10) cycloheteroalkyl, (C6 to C10) aryl, and (C2 to C9) heteroaryl is optionally substituted with at least one R17 group,
or R15a and R15b may be taken together with the nitrogen atom to which they are attached to form a (C2 to C10) cycloheteroalkyl ring, wherein
said (C2 to C10) cycloheteroalkyl ring has 1 to 3 ring heteroatoms selected from the group consisting of N, O, and S, and wherein
the said (C2 to C10) cycloheteroalkyl ring is optionally substituted with at least one R17 group;
each R16 is independently selected from hydrogen, halogen, OH, nitro, CF3, (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, cyano, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C10) cycloheteroalkyl, (C6 to C10) aryl, and (C2 to C9) heteroaryl;
each R17 is independently selected from hydrogen, halogen, OH, nitro, CF3, —NR18aR18b, oxo, (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, cyano, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C10) cycloheteroalkyl, (C6 to C10) aryl, (C2 to C9) heteroaryl, (C6 to C10) arylene, (C2 to C9) heteroarylene, (C3 to C10) cycloalkylene, (C2 to C10) cycloheteroalkylene, —C(O)R19, —C(O)NR18aR18b, —S(O)mR19, —S(O)mNR18aR18b, —NR18aS(O)mR19, (CH2)nC(O)OR19, —(CH2)nC(O)N(R18aR18b), —(CH2)nN(R18aR18b), —OC(O)R19, —NR18aC(O)R19, and —NR18aC(O)N(R18aR18b), wherein
each of the said (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C10) cycloheteroalkyl, (C6 to C10) aryl, (C2 to C9) heteroaryl, (C6 to C10) arylene, (C2 to C9) heteroarylene, (C3 to C10) cycloalkylene, and (C2 to C10) cycloheteroalkylene is optionally substituted with at least one R20 group;
each of the R18a and R18b is independently selected from hydrogen, (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C10) cycloheteroalkyl, (C2 to C9) heteroaryl, and (C6 to C10) aryl;
each R19 is independently selected from hydrogen, halogen, OH, nitro, CF3, (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, cyano, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C10) cycloheteroalkyl, (C6 to C10) aryl, (C2 to C9) heteroaryl;
each R20 is independently selected from hydrogen, halogen, OH, nitro, CF3, —NR21aR21b, oxo, (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, cyano, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C10) cycloheteroalkyl, (C6 to C10) aryl, (C2 to C9) heteroaryl, (C6 to C10) arylene, (C2 to C9) heteroarylene, (C3 to C10) cycloalkylene, (C2 to C10) cycloheteroalkylene, —C(O)R22, —C(O)NR21aR21b, —S(O)mR22, —S(O)mNR21aR21b, —NR21aS(O)mR22, —(CH2)nC(O)OR22, —(CH2)nC(O)N(R21aR21b), —(CH2)nN(R21aR21b), —OC(O)R22, —NR21aC(O)R22, and —NR21aC(O)N(R21aR21b), wherein
each of the said (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C10) cycloheteroalkyl, (C6 to C10) aryl, (C2 to C9) heteroaryl, (C6 to C10) arylene, (C2 to C9) heteroarylene, (C3 to C10) cycloalkylene, and (C2 to C10) cycloheteroalkylene is optionally substituted with at least one R22 group;
each of the R21a and R21b is independently selected from hydrogen, (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C10) cycloheteroalkyl, (C6 to C10) aryl, and (C2 to C9) heteroaryl,
or R21a and R21b may be taken together with the nitrogen atom to which they are attached to form a (C2 to C10) cycloheteroalkyl ring, wherein
said (C2 to C10) cycloheteroalkyl ring has 1 to 3 ring heteroatoms selected from the group consisting of N, O, and S;
each R22 is independently selected from hydrogen, halogen, OH, nitro, CF3, (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, cyano, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C10) cycloheteroalkyl, (C6 to C10) aryl, and (C2 to C9) heteroaryl;
i is 2, 3, 4, 5, or 6;
j is 0, 1, 2, 3, 4, or 5;
k is 1, 2, 3, 4, or 5;
m is 0, 1 or 2;
n is 0, 1, 2, 3, or 4.

43 more elements

An enantiomerically pure compound represented by Structural Formula Ia

or a pharmaceutically acceptable salt, and a pharmaceutically acceptable carrier, diluent, or vehicle thereof, wherein:
R1 is selected from (C6 to C10) aryl and (C2 to C9) heteroaryl, wherein
each of the said (C6 to C10) aryl and (C2 to C9) heteroaryl is optionally substituted with at least one R4 group;
R2 is selected from (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C3 to C10) cycloalkyl, and (C5 to C10) cycloalkenyl, wherein
each of the said (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C3 to C10) cycloalkyl, and (C5 to C10) cycloalkenyl is optionally substituted with at least one R8 group;
NR3aR3b is selected from the group consisting of
Z is selected from the group consisting of —O—, —S—, —S(O)—, and —S(O)2—;
each R4 is independently selected from hydrogen, (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C9) cycloheteroalkyl, (C6 to C10) aryl, (C2 to C9) heteroaryl, (C6 to C10) arylene, and (C2 to C9) heteroarylene, wherein
each of the said (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C9) cycloheteroalkyl, (C6 to C10) aryl, (C2 to C9) heteoaryl, (C6 to C10) arylene, and (C2 to C9) heteroarylene is optionally substituted with at least one R8 group;
each of the R5a, R5b, and R5c is independently selected from hydrogen, halogen, OH, nitro, CF3, —NR6aR6b, (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, cyano, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C9) cycloheteroalkyl, (C6 to C10) aryl, (C2 to C9) heteroaryl, —C(O)R7, —C(O)NR6aR6b, —S(O)mR7, —S(O)mNR6aR6b, —NR6aS(O)mR7, —(CH2)nC(O)OR7, —(CH2)nC(O)N(R6aR6b), —(CH2)nN(R6aR6b), —OC(O)R7, —NR6aC(O)R7, and —NR6aC(O)N(R6aR6b), wherein
each of the said (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C9) cycloheteroalkyl, (C6 to C10) aryl, and (C2 to C9) heteroaryl is optionally substituted with at least one R8 group;
each of the R6a and R6b is independently selected from hydrogen, (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C5) cycloheteroalkyl, (C6 to C10) aryl, (C2 to C9) heteroarylene, wherein
each of the said (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C9) cycloheteroalkyl, (C6 to C10) aryl, (C2 to C9) heteroaryl, (C6 to C10) arylene, and (C2 to C9) heteroarylene is optionally substituted with at least one R8 group,
or R6a and R6b may be taken together with the nitrogen atom to which they are attached to form a (C2 to C10) cycloheteroalkyl ring, wherein
said (C2 to C10) cycloheteroalkyl ring has 1 to 3 ring heteroatoms selected from the group consisting of N, O, and S, and wherein
the said (C2 to C10) cycloheteroalkyl ring is optionally substituted with at least one R8 group;
each of the R7 is independently selected from hydrogen, (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C9) cycloheteroalkyl, (C6 to C10) aryl, and (C2 to C9) heteroaryl, wherein
each of the said (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C9) cycloheteroalkyl, (C6 to C10) aryl, and (C2 to C9) heteroaryl is optionally substituted with at least one R8 group;
each R8 is independently selected from hydrogen, halogen, OH, nitro, CF3, —NR9aR9b, oxo, (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, cyano, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C9) cycloheteroalkyl, (C6 to C10) aryl, (C2 to C9) heteroaryl, (C6 to C10) arylene, (C2 to C9) heteroarylene, (C3 to C10) cycloalkylene, (C2 to C10) cycloheteroalkylene, —C(O)R10, —C(O)NR9aR9b, —S(O)mR10, —S(O)mNR9aR9b, —NR9aS(O)mR10, —(CH2)nC(O)OR10, —(CH2)nC(O)N(R9aR9b), —(CH2)nN(R9aR9b), —OC(O)R15, —O(CH2)nO—, —NR9aC(O)R10, and —NR9aC(O)N(R9aR9b), wherein
each of the said (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C10) cycloheteroalkyl, (C6 to C10) aryl, (C2 to C9) heteroaryl, (C6 to C10) arylene, (C2 to C9) heteroarylene, (C3 to C10) cycloalkylene, and (C2 to C10) cycloheteroalkylene is optionally substituted with at least one R11 group;
each of the R9a and R9b is independently selected from hydrogen, (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C5) cycloheteroalkyl, (C6 to C10) aryl, (C2 to C9) heteroaryl, (C6 to C10) arylene, and (C2 to C9) heteroarylene, wherein
each of the said (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C10) cycloheteroalkyl, (C6 to C10) aryl, (C2 to C9) heteroaryl, (C6 to C10) arylene, and (C2 to C9) heteroarylene is optionally substituted with at least one R11 group,
or R9a and R9b may be taken together with the nitrogen atom to which they are attached to form a (C2 to C10) cycloheteroalkyl ring, wherein
said (C2 to C10) cycloheteroalkyl ring has 1 to 3 ring heteroatoms selected from the group consisting of N, O, and S, and wherein
the said (C2 to C10) cycloheteroalkyl ring is optionally substituted with at least one R11 group;
each R10 is independently selected from hydrogen, (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C10) cycloheteroalkyl, (C6 to C10) aryl, and (C2 to C9) heteroaryl, wherein
each of the said (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C10) cycloheteroalkyl, (C6 to C10) aryl, and (C2 to C9) heteroaryl is optionally substituted with at least one R11 group;
each R11 is independently selected from hydrogen, halogen, OH, nitro, CF3, —NR12aR12b, oxo, (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, cyano, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C10) cycloheteroalkyl, (C6 to C10) aryl, (C2 to C9) heteroaryl, (C6 to C10) arylene, (C2 to C9) heteroarylene, (C3 to C10) cycloalkylene, (C2 to C10) cycloheteroalkylene, —C(O)R18, —C(O)NR12aR12b, —S(O)mR13, —S(O)mNR12aR12b, —NR12aS(O)mR13, —(CH2)nC(O)OR13, —(CH2)nC(O)N(R12aR12b), —(CH2)nN(R12aR12b), —OC(O)R13, —NR12aC(O)R13, and —NR12aC(O)N(R12aR12b), wherein
each of the said (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C10) cycloheteroalkyl, (C2 to C9) heteroaryl, (C6 to C10) aryl, (C6 to C10) arylene, (C2 to C9) heteroarylene, (C3 to C10) cycloalkylene, and (C2 to C10) cycloheteroalkylene is optionally substituted with at least one R14 group;
each of the R12a and R12b is independently selected from hydrogen, (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C10)cycloheteroalkyl, (C6 to C10) aryl, (C2 to C9) heteroaryl, (C6 to C10) arylene, and (C2 to C9) heteroarylene, wherein
each of the said (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C10) cycloheteroalkyl, (C6 to C10) aryl, (C2 to C9) heteroaryl, (C6 to C10) arylene, and (C2 to C9) heteroarylene is optionally substituted with at least one R14 group,
or R12a and R12b may be taken together with the nitrogen atom to which they are attached to form a (C2 to C10) cycloheteroalkyl ring, wherein
said (C2 to C10) cycloheteroalkyl ring has 1 to 3 ring heteroatoms selected from the group consisting of N, O, and S, and wherein
the said (C2 to C10) cycloheteroalkyl ring is optionally substituted with at least one R14 group;
each R13 is independently selected from hydrogen, halogen, OH, nitro, CF3, (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, cyano, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C10) cycloheteroalkyl, (C6 to C10) aryl, and (C2 to C9) heteroaryl, wherein
each of the said (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C10) cycloheteroalkyl, (C2 to C9) heteroaryl, and (C6 to C10) aryl is optionally substituted with at least one R14 group;
each R14 is independently selected from hydrogen, halogen, OH, nitro, CF3, —NR15aR15b, oxo, (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, cyano, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C10) cycloheteroalkyl, (C6 to C10) aryl, (C2 to C9) heteroaryl, (C6 to C10) arylene, (C2 to C9) heteroarylene, (C3 to C10) cycloalkylene, (C2 to C10) cycloheteroalkylene, —C(O)R16, —C(O)NR15aR15b, —S(O)mR16, —S(O)mNR15aR15b, —NR15aS(O)mR16, —(CH2)nC(O)OR16, —(CH2)nC(O)N(R15aR15b), —(CH2)nN(R15aR15b), —OC(O)R16, —NR15aC(O)R16, and —NR15aC(O)N(R15aR15b), wherein
each of the said (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C10) cycloheteroalkyl, (C6 to C10) aryl, (C2 to C9) heteroaryl, (C6 to C10) arylene, (C2 to C9) heteroarylene, (C3 to C10) cycloalkylene, and (C2 to C10) cycloheteroalkylene is optionally substituted with at least one R17 group;
each of the R15a and R15b is independently selected from hydrogen, (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C10) cycloheteroalkyl, (C6 to C10) aryl, and (C2 to C9) heteroaryl, wherein
each of the said (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C10) cycloheteroalkyl, (C6 to C10) aryl, and (C2 to C9) heteroaryl is optionally substituted with at least one R17 group,
or R15a and R15b may be taken together with the nitrogen atom to which they are attached to form a (C2 to C10) cycloheteroalkyl ring, wherein
said (C2 to C10) cycloheteroalkyl ring has 1 to 3 ring heteroatoms selected from the group consisting of N, O, and S, and wherein
the said (C2 to C10) cycloheteroalkyl ring is optionally substituted with at least one R17 group;
each R16 is independently selected from hydrogen, halogen, OH, nitro, CF3, (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, cyano, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C10) cycloheteroalkyl, (C6 to C10) aryl, and (C2 to C9) heteroaryl;
each R17 is independently selected from hydrogen, halogen, OH, nitro, CF3, —NR18aR18b, oxo, (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, cyano, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C10) cycloheteroalkyl, (C6 to C10) aryl, (C2 to C9) heteroaryl, (C6 to C10) arylene, (C2 to C9) heteroarylene, (C3 to C10) cycloalkylene, (C2 to C10) cycloheteroalkylene, —C(O)R19, —C(O)NR18aR18b, —S(O)mR19, —S(O)mNR18aR18b, —NR18aS(O)mR19, (CH2)nC(O)OR19, —(CH2)nC(O)N(R18aR18b), —(CH2)nN(R18aR18b), —OC(O)R19, —NR18aC(O)R19, and —NR18aC(O)N(R18aR18b), wherein
each of the said (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C10) cycloheteroalkyl, (C6 to C10) aryl, (C2 to C9) heteroaryl, (C6 to C10) arylene, (C2 to C9) heteroarylene, (C3 to C10) cycloalkylene, and (C2 to C10) cycloheteroalkylene is optionally substituted with at least one R20 group;
each of the R18a and R18b is independently selected from hydrogen, (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C10) cycloheteroalkyl, (C2 to C9) heteroaryl, and (C6 to C10) aryl;
each R19 is independently selected from hydrogen, halogen, OH, nitro, CF3, (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, cyano, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C10) cycloheteroalkyl, (C6 to C10) aryl, (C2 to C9) heteroaryl;
each R20 is independently selected from hydrogen, halogen, OH, nitro, CF3, —NR21aR21b, oxo, (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, cyano, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C10) cycloheteroalkyl, (C6 to C10) aryl, (C2 to C9) heteroaryl, (C6 to C10) arylene, (C2 to C9) heteroarylene, (C3 to C10) cycloalkylene, (C2 to C10) cycloheteroalkylene, —C(O)R22, —C(O)NR21aR21b, —S(O)mR22, —S(O)mNR21aR21b, —NR21aS(O)mR22, —(CH2)nC(O)OR22, —(CH2)nC(O)N(R21aR21b), —(CH2)nN(R21aR21b), —OC(O)R22, —NR21aC(O)R22, and —NR21aC(O)N(R21aR21b), wherein
each of the said (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C10) cycloheteroalkyl, (C6 to C10) aryl, (C2 to C9) heteroaryl, (C6 to C10) arylene, (C2 to C9) heteroarylene, (C3 to C10) cycloalkylene, and (C2 to C10) cycloheteroalkylene is optionally substituted with at least one R22 group;
each of the R21a and R21b is independently selected from hydrogen, (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C10) cycloheteroalkyl, (C6 to C10) aryl, and (C2 to C9) heteroaryl,
or R21a and R21b may be taken together with the nitrogen atom to which they are attached to form a (C2 to C10) cycloheteroalkyl ring, wherein
said (C2 to C10) cycloheteroalkyl ring has 1 to 3 ring heteroatoms selected from the group consisting of N, O, and S;
each R22 is independently selected from hydrogen, halogen, OH, nitro, CF3, (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, cyano, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C10) cycloheteroalkyl, (C6 to C10) aryl, and (C2 to C9) heteroaryl;
i is 2, 3, 4, 5, or 6;
j is 0, 1, 2, 3, 4, or 5;
k is 1, 2, 3, 4, or 5;
m is 0, 1 or 2;
n is 0, 1, 2, 3, or 4.

56 more elements

An enantiomerically pure compound of Structural Formula Ib

or a pharmaceutically acceptable salt, and a pharmaceutically acceptable carrier, diluent, or vehicle thereof, wherein:
R1 is selected from (C6 to C10) aryl and (C2 to C9) heteroaryl, wherein
each of the said (C6 to C10) aryl and (C2 to C9) heteroaryl is optionally substituted with at least one R4 group;
R2 is selected from (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C3 to C10) cycloalkyl, and (C5 to C10) cycloalkenyl, wherein
each of the said (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C3 to C10) cycloalkyl, and (C5 to C10) cycloalkenyl is optionally substituted with at least one R8 group;
NR3aR3b is selected from the group consisting of
Z is selected from the group consisting of —O—, —S—, —S(O)—, and —S(O)2—;
each R4 is independently selected from hydrogen, (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C9) cycloheteroalkyl, (C6 to C10) aryl, (C2 to C9) heteroaryl, (C6 to C10) arylene, and (C2 to C9) heteroarylene, wherein
each of the said (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C9) cycloheteroalkyl, (C6 to C10) aryl, (C2 to C9) heteoaryl, (C6 to C10) arylene, and (C2 to C9) heteroarylene is optionally substituted with at least one R8 group;
each of the R5a, R5b, and R5c is independently selected from hydrogen, halogen, OH, nitro, CF3, —NR6aR6b, (C1 to C10) alkyl, (C1 to C10) alkenyl, (C1 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, cyano, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C9) cycloheteroalkyl, (C6 to C10) aryl, (C2 to C9) heteroaryl, —C(O)R7, —C(O)NR6aR6b, —S(O)mR7, —S(O)mNR6aR6b, —NR6aS(O)mR7, —(CH2)nC(O)OR7, —(CH2)nC(O)N(R6aR6b), —(CH2)nN(R6aR6b), —OC(O)R7, —NR6aC(O)R7, and —NR6aC(O)N(R6aR6b), wherein
each of the said (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C9) cycloheteroalkyl, (C6 to C10) aryl, and (C2 to C9) heteroaryl is optionally substituted with at least one R8 group;
each of the R6a and R6b is independently selected from hydrogen, (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C9) cycloheteroalkyl, (C6 to C10) aryl, (C2 to C9) heteroaryl, (C6 to C10) arylene, and (C2 to C9) heteroarylene, wherein
each of the said (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C9) cycloheteroalkyl, (C6 to C10) aryl, (C2 to C9) heteroaryl, (C6 to C10) arylene, and (C2 to C9) heteroarylene is optionally substituted with at least one R8 group,
or R6a and R6b may be taken together with the nitrogen atom to which they are attached to form a (C2 to C10) cycloheteroalkyl ring, wherein
said (C2 to C10) cycloheteroalkyl ring has 1 to 3 ring heteroatoms selected from the group consisting of N, O, and S, and wherein
the said (C2 to C10) cycloheteroalkyl ring is optionally substituted with at least one R8 group;
each of the R7 is independently selected from hydrogen, (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C9) cycloheteroalkyl, (C6 to C10) aryl, and (C2 to C9) heteroaryl, wherein
each of the said (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C9) cycloheteroalkyl, (C6 to C10) aryl, and (C2 to C9) heteroaryl is optionally substituted with at least one R8 group;
each R8 is independently selected from hydrogen, halogen, OH, nitro, CF3, —NR9aR9b, oxo, (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, cyano, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C9) cycloheteroalkyl, (C6 to C10) aryl, (C2 to C9) heteroaryl, (C6 to C10) arylene, (C2 to C9) heteroarylene, (C3 to C10) cycloalkylene, (C2 to C10) cycloheteroalkylene, —C(O)R10, —C(O)NR9aR9b, —S(O)mR10, —S(O)mNR9aR9b, —NR9aS(O)mR10, —(CH2)nC(O)OR10, —(CH2)nC(O)N(R9aR9b), —OC(O)R15, —O(CH2)nO—, —NR9aC(O)R10, and —NR9aC(O)N(R9aR9b), wherein
each of the said (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C10) cycloheteroalkyl, (C6 to C10) aryl, (C2 to C9) heteroaryl, (C6 to C10) arylene, (C2 to C9) heteroarylene, (C3 to C10) cycloalkylene, and (C2 to C10) cycloheteroalkylene is optionally substituted with at least one R11 group;
each of the R9a and R9b is independently selected from hydrogen, (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C5) cycloheteroalkyl, (C6 to C10) aryl, (C2 to C9) heteroaryl, (C6 to C10) arylene, and (C2 to C9) heteroarylene, wherein
each of the said (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C10) cycloheteroalkyl, (C6 to C10) aryl, (C2 to C9) heteroaryl, (C6 to C10) arylene, and (C2 to C9) heteroarylene is optionally substituted with at least one R11 group, or R9a and R9b may be taken together with the nitrogen atom to which they are attached to form a (C2 to C10) cycloheteroalkyl ring, wherein
said (C2 to C10) cycloheteroalkyl ring has 1 to 3 ring heteroatoms selected from the group consisting of N, O, and S, and wherein
the said (C2 to C10) cycloheteroalkyl ring is optionally substituted with at least one R11 group;
each R10 is independently selected from hydrogen, (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C10) cycloheteroalkyl, (C6 to C10) aryl, and (C2 to C9) heteroaryl, wherein
each of the said (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C10) cycloheteroalkyl, (C6 to C10) aryl, and (C2 to C9) heteroaryl is optionally substituted with at least one R11 group;
each R11 is independently selected from hydrogen, halogen, OH, nitro, CF3, —NR12aR12b, oxo, (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, cyano, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C10) cycloheteroalkyl, (C6 to C10) aryl, (C2 to C9) heteroaryl, (C6 to C10) arylene, (C2 to C9) heteroarylene, (C3 to C10) cycloalkylene, (C2 to C10) cycloheteroalkylene, —C(O)R18, —C(O)NR12aR12b, —S(O)mR13, —S(O)mNR12aR12b, —NR12aS(O)mR13, —(CH2)nC(O)OR13, —(CH2)nC(O)N(R12aR12b), —(CH2)nN(R12aR12b), —OC(O)R13, —NR12aC(O)R13, and —NR12aC(O)N(R12aR12b), wherein
each of the said (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C10) cycloheteroalkyl, (C2 to C9) heteroaryl, (C6 to C10) aryl, (C6 to C10) arylene, (C2 to C9) heteroarylene, (C3 to C10) cycloalkylene, and (C2 to C10) cycloheteroalkylene is optionally substituted with at least one R14 group;
each of the R12a and R12b is independently selected from hydrogen, (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C10) cycloheteroalkyl, (C6 to C10) aryl, (C2 to C9) heteroaryl, (C6 to C10) arylene, and (C2 to C9) heteroarylene, wherein
each of the said (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C10) cycloheteroalkyl, (C6 to C10) aryl, (C2 to C9) heteroaryl, (C6 to C10) arylene, and (C2 to C9) heteroarylene is optionally substituted with at least one R14 group,
or R12a and R12b may be taken together with the nitrogen atom to which they are attached to form a (C2 to C10) cycloheteroalkyl ring, wherein
said (C2 to C10) cycloheteroalkyl ring has 1 to 3 ring heteroatoms selected from the group consisting of N, O, and S, and wherein
the said (C2 to C10) cycloheteroalkyl ring is optionally substituted with at least one R14 group;
each R13 is independently selected from hydrogen, halogen, OH, nitro, CF3, (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, cyano, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C10) cycloheteroalkyl, (C6 to C10) aryl, and (C2 to C9) heteroaryl, wherein
each of the said (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C10) cycloheteroalkyl, (C2 to C9) heteroaryl, and (C5 to C10) aryl is optionally substituted with at least one R14 group;
each R14 is independently selected from hydrogen, halogen, OH, nitro, CF3, —NR15aR15b, oxo, (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, cyano, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C10) cycloheteroalkyl, (C6 to C10) aryl, (C2 to C9) heteroaryl, (C6 to C10) arylene, (C2 to C9) heteroarylene, (C3 to C10) cycloalkylene, (C2 to C10) cycloheteroalkylene, —C(O)R16, —C(O)NR15aR15b, —S(O)mR16, —S(O)mNR15aR15b, —NR15aS(O)mR16, —(CH2)nC(O)OR16, —(CH2)nC(O)N(R15aR15b), —(CH2)nN(R15aR15b), —OC(O)R16, —NR15aC(O)R16, and —NR15aC(O)N(R15aR15b), wherein
each of the said (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C10) cycloheteroalkyl, (C6 to C10) aryl, (C2 to C9) heteroaryl, (C6 to C10) arylene, (C2 to C9) heteroarylene, (C3 to C10) cycloalkylene, and (C2 to C10) cycloheteroalkylene is optionally substituted with at least one R17 group;
each of the R15a and R15b is independently selected from hydrogen, (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C10) cycloheteroalkyl, (C6 to C10) aryl, and (C2 to C9) heteroaryl, wherein
each of the said (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C10) cycloheteroalkyl, (C6 to C10) aryl, and (C2 to C9) heteroaryl is optionally substituted with at least one R17 group,
or R15a and R15b may be taken together with the nitrogen atom to which they are attached to form a (C2 to C10) cycloheteroalkyl ring, wherein
said (C2 to C10) cycloheteroalkyl ring has 1 to 3 ring heteroatoms selected from the group consisting of N, O, and S, and wherein
the said (C2 to C10) cycloheteroalkyl ring is optionally substituted with at least one R17 group;
each R16 is independently selected from hydrogen, halogen, OH, nitro, CF3, (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, cyano, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C10) cycloheteroalkyl, (C6 to C10) aryl, and (C2 to C9) heteroaryl;
each R17 is independently selected from hydrogen, halogen, OH, nitro, CF3, —NR18aR18b, oxo, (C1 to C10) alkyl, (C1 to C10) alkenyl, (C1 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, cyano, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C10) cycloheteroalkyl, (C6 to C10) aryl, (C2 to C9) heteroaryl, (C6 to C10) arylene, (C2 to C9) heteroarylene, (C3 to C10) cycloalkylene, (C2 to C10) cycloheteroalkylene, —C(O)R19, —C(O)NR18aR18b, —S(O)mR19, —S(O)mNR18aR18b, —NR18aS(O)mR19, (CH2)nC(O)OR19, —(CH2)nC(O)N(R18aR18b), —(CH2)nN(R18aR18b), —OC(O)R19, —NR18aC(O)R19, and —NR18aC(O)N(R18aR18b), wherein
each of the said (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C10) cycloheteroalkyl, (C6 to C10) aryl, (C2 to C9) heteroaryl, (C6 to C10) arylene, (C2 to C9) heteroarylene, (C3 to C10) cycloalkylene, and (C2 to C10) cycloheteroalkylene is optionally substituted with at least one R20 group;
each of the R18a and R18b is independently selected from hydrogen, (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C10) cycloheteroalkyl, (C2 to C9) heteroaryl, and (C5 to C10) aryl;
each R19 is independently selected from hydrogen, halogen, OH, nitro, CF3, (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, cyano, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C10) cycloheteroalkyl, (C6 to C10) aryl, (C2 to C9) heteroaryl;
each R20 is independently selected from hydrogen, halogen, OH, nitro, CF3, —NR21aR21b, oxo, (C1 to C10) alkyl, (C1 to C10) alkenyl, (C1 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, cyano, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C10) cycloheteroalkyl, (C6 to C10) aryl, (C2 to C9) heteroaryl, (C6 to C10) arylene, (C2 to C9) heteroarylene, (C3 to C10) cycloalkylene, (C2 to C10) cycloheteroalkylene, —C(O)R22, —C(O)NR21aR21b, —S(O)mR22, —S(O)mNR21aR21b, —NR21aS(O)mR22, —(CH2)nC(O)OR22, —(CH2)nC(O)N(R21aR21b), —(CH2)nN(R21aR21b), —OC(O)R22, —NR21aC(O)R22, and —NR21aC(O)N(R21aR21b), wherein
each of the said (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C10) cycloheteroalkyl, (C6 to C10) aryl, (C2 to C9) heteroaryl, (C6 to C10) arylene, (C2 to C9) heteroarylene, (C3 to C10) cycloalkylene, and (C2 to C10) cycloheteroalkylene is optionally substituted with at least one R22 group;
each of the R21a and R21b is independently selected from hydrogen, (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C10) cycloheteroalkyl, (C6 to C10) aryl, and (C2 to C9) heteroaryl,
or R21a and R2b may be taken together with the nitrogen atom to which they are attached to form a (C2 to C10) cycloheteroalkyl ring, wherein
said (C2 to C10) cycloheteroalkyl ring has 1 to 3 ring heteroatoms selected from the group consisting of N, O, and S;
each R22 is independently selected from hydrogen, halogen, OH, nitro, CF3, (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, cyano, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C10) cycloheteroalkyl, (C6 to C10) aryl, and (C2 to C9) heteroaryl;
i is 2, 3, 4, 5, or 6;
j is 0, 1, 2, 3, 4, or 5;
k is 1, 2, 3, 4, or 5;
m is 0, 1 or 2;
n is 0, 1, 2, 3, or 4.

55 more elements

Dependencies are inferred from the claim text.

Facts

Application: 16/629,882Filed 11 Jul 2018 · us provisional application
Priority: 15 Jul 2017
Published: US 2021/0171521 A110 Jun 2021
Granted: 10 Jan 2023
Term ends: Not estimatedThe source records don’t support an estimate.

Classification34 codes

C07D 471/10
In which the condensed system contains two hetero rings: spiro-condensed systems
A61K 31/015
Hydrocarbons: carbocyclic
A61K 31/13
Medicinal preparations containing organic active ingredients: amines
A61K 31/165
Amides, e.g. hydroxamic acids: having aromatic rings, e.g. colchicine, atenolol, progabide

Family

Application62/533,029Us provisional application · filed 15 Jul 2017
US 2021/0171521 A1Pre-grant publication · published 10 Jun 2021
US 11,548,893 B2This patent

From the US filing history. Foreign family members aren’t listed.

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Abstract

or a pharmaceutically acceptable salt, and a pharmaceutically acceptable carrier, diluent, or vehicle thereof, wherein:
R1 is phenyl;
R2 is selected from the group consisting of (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C3 to C10) cycloalkyl, and (C5 to C10) cycloalkenyl, wherein
each of the said (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C3 to C10) cycloalkyl, and (C5 to C10) cycloalkenyl is optionally substituted with at least one R8 group;
NR3aR3bb is selected from the group consisting of
each R8 is independently selected from hydrogen, halogen, OH, nitro, CF3, —NR9aR9b, oxo, (C1 to C10) alkyl, (C1 to C10) alkenyl, (C1 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, cyano, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C9) cycloheteroalkyl, (C6 to C10) aryl, (C2 to C9) heteroaryl, (C6 to C10) arylene, (C2 to C9) heteroarylene, (C3 to C10) cycloalkylene, (C2 to C10) cycloheteroalkylene, —C(O)R10, —C(O)NR9aR9b, —S(O)mR10, —S(O)mNR9aR9b, —NR9aS(O)mR10, —(CH2)nC(O)OR10, —(CH2)nC(O)N(R9aR9b), —(CH2)nN(R9aR9b), —OC(O)R15, —O(CH2)nO—, —NR9aC(O)R10, and —NR9aC(O)N(R9aR9b), wherein
each of the said (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C10) cycloheteroalkyl, (C6 to C10) aryl, (C2 to C9) heteroaryl, (C6 to C10) arylene, (C2 to C9) heteroarylene, (C3 to C10) cycloalkylene, and (C2 to C10) cycloheteroalkylene is optionally substituted with at least one R11 group;
each of the R9a and R9b is independently selected from hydrogen, (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C5) cycloheteroalkyl, (C6 to C10) aryl, (C2 to C9) heteroaryl, (C6 to C10) arylene, and (C2 to C9) heteroarylene, wherein
each of the said (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C10) cycloheteroalkyl, (C6 to C10) aryl, (C2 to C9) heteroaryl, (C6 to C10) arylene, and (C2 to C9) heteroarylene is optionally substituted with at least one R11 group,
or R9a and R9b may be taken together with the nitrogen atom to which they are attached to form a (C2 to C10) cycloheteroalkyl ring, wherein
said (C2 to C10) cycloheteroalkyl ring has 1 to 3 ring heteroatoms selected from the group consisting of N, O, and S, and wherein the said (C2 to C10) cycloheteroalkyl ring is optionally substituted with at least one R11 group;
each R10 is independently selected from hydrogen, (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C10) cycloheteroalkyl, (C6 to C10) aryl, and (C2 to C9) heteroaryl, wherein
each of the said (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C10) cycloheteroalkyl, (C6 to C10) aryl, and (C2 to C9) heteroaryl is optionally substituted with at least one R11 group;
each R4 is independently selected from hydrogen, (C1 to C10) alkyl, (C1 to C10) alkenyl, (C1 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C9) cycloheteroalkyl, (C6 to C10) aryl, (C2 to C9) heteroaryl, (C6 to C10) arylene, and (C2 to C9) heteroarylene, wherein
each of the said (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C10) cycloheteroalkyl, (C2 to C9) heteroaryl, (C6 to C10) aryl, (C6 to C10) arylene, (C2 to C9) heteroarylene, (C3 to C10) cycloalkylene, and (C2 to C10) cycloheteroalkylene is optionally substituted with at least one R14 group;
each of the R12a and R12b is independently selected from hydrogen, (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C10) cycloheteroalkyl, (C6 to C10) aryl, (C2 to C9) heteroaryl, (C6 to C10) arylene, and (C2 to C9) heteroarylene, wherein
each of the said (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C10) cycloheteroalkyl, (C6 to C10) aryl, (C2 to C9) heteroaryl, (C6 to C10) arylene, and (C2 to C9) heteroarylene is optionally substituted with at least one R14 group,
or R12a and R12b may be taken together with the nitrogen atom to which they are attached to form a (C2 to C10) cycloheteroalkyl ring, wherein
said (C2 to C10) cycloheteroalkyl ring has 1 to 3 ring heteroatoms selected from the group consisting of N, O, and S, and wherein
the said (C2 to C10) cycloheteroalkyl ring is optionally substituted with at least one R14 group;
each R13 is independently selected from hydrogen, halogen, OH, nitro, CF3, (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, cyano, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C10) cycloheteroalkyl, (C6 to C10) aryl, and (C2 to C9) heteroaryl, wherein
each of the said (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C10) cycloheteroalkyl, (C2 to C9) heteroaryl, and (C5 to C10) aryl is optionally substituted with at least one R14 group;
each R4 is independently selected from hydrogen, (C1 to C10) alkyl, (C1 to C10) alkenyl, (C1 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C9) cycloheteroalkyl, (C6 to C10) aryl, (C2 to C9) heteroaryl, (C6 to C10) arylene, and (C2 to C9) heteroarylene, wherein
each of the said (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C10) cycloheteroalkyl, (C6 to C10) aryl, (C2 to C9) heteroaryl, (C6 to C10) arylene, (C2 to C9) heteroarylene, (C3 to C10) cycloalkylene, and (C2 to C10) cycloheteroalkylene is optionally substituted with at least one R17 group;
each of the R16a and R16b is independently selected from hydrogen, (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C10) cycloheteroalkyl, (C6 to C10) aryl, and (C2 to C9) heteroaryl, wherein
each of the said (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C10) cycloheteroalkyl, (C6 to C10) aryl, and (C2 to C9) heteroaryl is optionally substituted with at least one R17 group,
or R16a and R16b may be taken together with the nitrogen atom to which they are attached to form a (C2 to C10) cycloheteroalkyl ring, wherein
said (C2 to C10) cycloheteroalkyl ring has 1 to 3 ring heteroatoms selected from the group consisting of N, O, and S, and wherein the said (C2 to C10) cycloheteroalkyl ring is optionally substituted with at least one R17 group;
each R16 is independently selected from hydrogen, halogen, OH, nitro, CF3, (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, cyano, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C10) cycloheteroalkyl, (C6 to C10) aryl, and (C2 to C9) heteroaryl;
each R4 is independently selected from hydrogen, (C1 to C10) alkyl, (C1 to C10) alkenyl, (C1 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C9) cycloheteroalkyl, (C6 to C10) aryl, (C2 to C9) heteroaryl, (C6 to C10) arylene, and (C2 to C9) heteroarylene, wherein
each of the said (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C10) cycloheteroalkyl, (C6 to C10) aryl, (C2 to C9) heteroaryl, (C6 to C10) arylene, (C2 to C9) heteroarylene, (C3 to C10) cycloalkylene, and (C2 to C10) cycloheteroalkylene is optionally substituted with at least one R20 group;
each of the R18a and R18b is independently selected from hydrogen, (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C10) cycloheteroalkyl, (C2 to C9) heteroaryl, and (C5 to C10) aryl;
each R19 is independently selected from hydrogen, halogen, OH, nitro, CF3, (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, cyano, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C10) cycloheteroalkyl, (C6 to C10) aryl, (C2 to C9) heteroaryl;
each R20 is independently selected from hydrogen, halogen, OH, nitro, CF3, —NR21aR21b, oxo, (C1 to C10) alkyl, (C1 to C10) alkenyl, (C1 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, cyano, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C10) cycloheteroalkyl, (C6 to C10) aryl, (C2 to C9) heteroaryl, (C6 to C10) arylene, (C2 to C9) heteroarylene, (C3 to C10) cycloalkylene, (C2 to C10) cycloheteroalkylene, —C(O)R22, —C(O)NR21aR21b, —S(O)mR22, —S(O)mNR21aR21b, —NR21aS(O)mR22, —(CH2)nC(O)OR22, —(CH2)nC(O)N(R21aR21b), —(CH2)nN(R21aR21b), —OC(O)R22, —NR21aC(O)R22, and —NR21aC(O)N(R21aR21b), wherein
each of the said (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C10) cycloheteroalkyl, (C6 to C10) aryl, (C2 to C9) heteroaryl, (C6 to C10) arylene, (C2 to C9) heteroarylene, (C3 to C10) cycloalkylene, and (C2 to C10) cycloheteroalkylene is optionally substituted with at least one R22 group;
each of the R21a and R21b is independently selected from hydrogen, (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C10) cycloheteroalkyl, (C6 to C10) aryl, and (C2 to C9) heteroaryl,
or R21a and R21b may be taken together with the nitrogen atom to which they are attached to form a (C2 to C10) cycloheteroalkyl ring, wherein
said (C2 to C10) cycloheteroalkyl ring has 1 to 3 ring heteroatoms selected from the group consisting of N, O, and S;
each R22 is independently selected from hydrogen, halogen, OH, nitro, CF3, (C1 to C10) alkyl, (C2 to C10) alkenyl, (C2 to C10) alkynyl, (C1 to C10) alkoxy, aryloxy, cyano, (C3 to C10) cycloalkyl, (C5 to C10) cycloalkenyl, (C2 to C10) cycloheteroalkyl, (C6 to C10) aryl, and (C2 to C9) heteroaryl;
i is 2, 3, 4, 5, or 6;
j is 0, 1, 2, 3, 4, or 5;
k is 1, 2, 3, 4, or 5;
m is 0, 1 or 2;
n is 0, 1, 2, 3, or 4.

41 more elements

Facts

Application

16/629,882Filed 11 Jul 2018 · us provisional application

Priority

15 Jul 2017

Published

US 2021/0171521 A110 Jun 2021

Granted

10 Jan 2023

Term ends

Not estimatedThe source records don’t support an estimate.

Classification34 codes

C07D 471/10
In which the condensed system contains two hetero rings: spiro-condensed systems
A61K 31/015
Hydrocarbons: carbocyclic
A61K 31/13
Medicinal preparations containing organic active ingredients: amines
A61K 31/165
Amides, e.g. hydroxamic acids: having aromatic rings, e.g. colchicine, atenolol, progabide