US 2024/0238265 A1Published application

Adamantane amides and thioamides for the treatment of ebolavirus infection

AssigneeArisan Therapeutics Inc.

InventorsEric Brown, Vidyasagar Reddy Gantla, Nadezda V. Sokolova, Gregory Henkel, Kenneth McCormack, Craig Robert Johnson

Life of this patent

Estimating the term…

Abstract

Compounds of Structural Formulae I, II, III, IV, V, VI, VII, and VIII were developed for the treatment of Ebolavirus infection, wherein, R1, R2, R8, X, Y, Q, W, and NR3aR3b are defined in the specification.

Claims43

Dependent claims

A method of treating infections associated with viruses of the Ebolavirus 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:
X is
Y is CH2, and Q is CH2 or CR23R24;
or
X is CH, Y is
and Q is CH2;
W is selected from the group consisting of O and S;
and when X is
Y is CH2, and Q is CH2, then
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 R8 group;
R2 is selected from the group consisting of
Br, and
and
NR3aR3b is selected from the group consisting of
and when X is CH, Y is
and Q is CH2, then
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 R8 group;
R2 is selected from the group consisting of halogen, methyl, ethyl, propyl, chloromethyl, chloroethyl, methylthiomethyl, and thiomethyl;
NR3aR3b is selected from the group consisting of
and when X is
Y is CH2, and Q is CH2;
or
X is CH, Y is
and Q is CH2;
or
X is
Y is CH2, W is O or S, and Q is CR23R24, then
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 R8 group;
and when Q is CH2, then
R2 is 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;
and when Q is CR23R24 then R2 is hydrogen;
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, (C 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, (C 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;
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;
or R5a and R5b may be taken together with the carbon atom to which they are attached to form a (C3 to C10) cycloalkyl ring, wherein
the said (C3 to C10) cycloalkyl ring 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)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, (C 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, (C 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 (C 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, (C to C10) cycloalkenyl, (C2 to C10) cycloheteroalkyl, (Ceto 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, (C2 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, (Ceto C10) aryl, (C2 to C9) heteroaryl;
each R23 is independently selected from hydrogen, halogen, OH, nitro, CF3, —NR11aR11b, (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) cyclo-alkenyl, (C2 to C9) cycloheteroalkyl, (C6 to C10) aryl, (C2 to C9) heteroaryl, —C(O)R12, —C(O)NR11aR11b, —S(O)mR12, —S(O)mNR11aR11b, —NR11aS(O)mR12, —(CH2)nC(O)OR12, —(CH2)nC(O)N(R11aR11b), —(CH2)nN(R11aR11b), —OC(O)R12, —NR11aC(O)R12, and —NR11aC(O)N(R11aR11b) 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, (C5 to C10) aryl, and (C2 to C9) heteroaryl is optionally substituted with at least one R8 group;
each R24 is independently selected from halogen, OH, nitro, CF3, —NR11aR11b, (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) cyclo-alkenyl, (C2 to C9) cycloheteroalkyl, (C6 to C10) aryl, (C2 to C9) heteroaryl, —C(O)R12, —C(O)NR11aR11b, —S(O)mR12, —S(O)mNR11aR11b, —NR11aS(O)mR12, —(CH2)nC(O)OR12, —(CH2)nC(O)N(R11aR11b), —(CH2)nN(R11aR11b), —OC(O)R12, —NR11aC(O)R12, and —NR11aC(O)N(R11aR11b), 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;
or R23 and R24 may be taken together with the carbon atom to which they are attached to form a (C3 to C10) cycloalkyl or (C2 to C9) cycloheteroalkyl ring, wherein
the said (C3 to C10) cycloalkyl or (C2 to C9) cycloheteroalkyl ring is optionally substituted with at least one R8 group;
or R23 and R24 may be taken together with the carbon atom to which they are attached to form a carbonyl or alkene, which is optionally substituted with at least one R8 group;
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;
with the proviso that when R1 is phenyl, R2 is hydrogen, X is
Y is CH2, and Q is CH2, then NR3aR3b is not
and with the proviso that the following compounds are excluded:

98 more elements

A compound represented by Structural Formula

or a pharmaceutically acceptable salt, and a pharmaceutically acceptable carrier, diluent, or vehicle thereof, wherein:
X is
Y is CH2, and Q is CH2 or CR23R24, or
X is CH, Y is
and Q is CH2;
W is selected from the group consisting of O and S;
and when X is
Y is CH2, and Q is CH2, then
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 R8 group;
R2 is selected from the group consisting of
Br, and
and
NR3aR3b is selected from the group consisting of
and when X is CH, Y is
and Q is CH2, then
R1 is selected from (C6 to C10) aryl and (C2 to C9) heteroaryl, wherein
each of the said (C to C10) aryl and (C2 to C9) heteroaryl is optionally substituted with at least one R8 group;
R2 is selected from the group consisting of halogen, methyl, ethyl, propyl, chloromethyl, chloroethyl, methylthiomethyl, and thiomethyl;
NR3aR3b is selected from the group consisting of
and when X is
Y is CH2, and Q is CH2;
or
X is CH, Y is
and Q is CH2;
or
X is
Y is CH2, W is O or S, and Q is CR23R24 then
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 R8 group;
and when Q is CH2, then
R2 is 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;
and when Q is CR23R24 then R2 is hydrogen;
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, (C 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, (C 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;
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;
or R5a and R5b may be taken together with the carbon atom to which they are attached to form a (C3 to C10) cycloalkyl ring, wherein
the said (C3 to C10) cycloalkyl ring 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, (C 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)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, (C 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, (C 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, (C 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, (Ceto C10) aryl, (C2 to C9) heteroaryl;
each R23 is independently selected from hydrogen, halogen, OH, nitro, CF3, —NR11aR11b, (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) cyclo-alkenyl, (C2 to C9) cycloheteroalkyl, (C6 to C10) aryl, (C2 to C9) heteroaryl, —C(O)R12, —C(O)NR11aR11b, —S(O)mR12, —S(O)mNR11aR11b, —NR11aS(O)mR12, —(CH2)nC(O)OR12, —(CH2)nC(O)N(R11aR11b), —(CH2)nN(R11aR11b), —OC(O)R12, —NR11aC(O)R12, and —NR11aC(O)N(R11aR11b) 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 R24 is independently selected from halogen, OH, nitro, CF3, —NR11aR11b, (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) cyclo-alkenyl, (C2 to C9) cycloheteroalkyl, (C6 to C10) aryl, (C2 to C9) heteroaryl, —C(O)R12, —C(O)NR11aR11b, —S(O)mR12, —S(O)mNR11aR11b, —NR11aS(O)mR12, —(CH2)nC(O)OR12, —(CH2)nC(O)N(R11aR11b), —(CH2)nN(R11aR11b), —OC(O)R12, —NR11aC(O)R12, and —NR11aC(O)N(R11aR11b), 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, (C5 to C10) aryl, and (C2 to C9) heteroaryl is optionally substituted with at least one R8 group;
or R23 and R24 may be taken together with the carbon atom to which they are attached to form a (C3 to C10) cycloalkyl or (C2 to C9) cycloheteroalkyl ring, wherein
the said (C3 to C10) cycloalkyl or (C2 to C9) cycloheteroalkyl ring is optionally substituted with at least one R8 group;
or R23 and R24 may be taken together with the carbon atom to which they are attached to form a carbonyl or alkene, which is optionally substituted with at least one R8 group;
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;
with the proviso that when R1 is phenyl, R2 is hydrogen, X is
Y is CH2, and Q is CH2, then NR3aR3b is not
and with the proviso that the following compounds are excluded:

97 more elements

Dependencies are inferred from the claim text.

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