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US 11,530,220 B2Granted
Substituted imidazo[1,5-a]pyrazines and [1,2,4]triazolo[4,3-a]pyrazines for the modulation of AhR
AssigneeIdeaya Biosciences, Inc.
InventorsHilary Plake Beck, Marcos Gonzalez-Lopez, James Clifford Sutton, Jr.
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Abstract
Provided herein are compounds, compositions and methods of using the compounds and compositions for the treatment of diseases modulated, as least in part, by AhR. The compounds are represented by formula: wherein the letters and symbols a, b, c, d, e, f, A, R1, X1, Ar1 and Ar2 have the meanings provided in the specification.
Claims21
A compound having formula Ib or formula Id:
- or a pharmaceutically acceptable salt thereof,
- wherein:
- X1 is C1-6 alkylene;
- Ar1 is a 5- to 9-membered heteroaryl, wherein the 5- to 9-membered heteroaryl contains at least one N heteroatom, and further wherein the 5- to 9-membered heteroaryl is substituted with 0, 1, 2, or 3 substituents independently selected from the group consisting of deuterium, halogen, CN, C1-4 alkyl, C1-4 deuteroalkyl, C1-4 haloalkyl, C(O)Ra, C(O)NRaRb, C(O)ORa, NRaRb, NRbC(O)Ra, NRaC(O)NRaRb, NRbC(O)ORc, ORa, OC(O)Ra, OC(O)NRaRb, S(O)0-2Ra, and S(O)2NRaRb;
- Ar2 is phenyl or a 5- to 9-membered heteroaryl, wherein the phenyl is substituted with 0, 1, 2, or 3 substituents independently selected from the group consisting of deuterium, halogen, CN, C1-4 alkyl, C1-4 deuteroalkyl, C1-4 haloalkyl, C(O)Rc, C(O)NRaRb, C(O)ORa, NRaRb, NRbC(O)Ra, NRaC(O)NRaRb, NRbC(O)ORc, ORa, OC(O)Ra, OC(O)NRaRb, S(O)0-2Ra, and S(O)2NRaRb, and further wherein the 5- to 9-membered heteroaryl is substituted with 0, 1, 2, or 3 substituents independently selected from the group consisting of deuterium, halogen, CN, C1-4 alkyl, C1-4 deuteroalkyl, C1-4 haloalkyl, C(O)Rc, C(O)NRaRb, C(O)ORa, NRaRb, NRbC(O)Ra, NRaC(O)NRaRb, NRbC(O)ORc, ORa, OC(O)Ra, OC(O)NRaRb, S(O)0-2Ra, and S(O)2NRaRb;
- R1 is C1-6 alkyl, C1-6 haloalkyl, C1-6 hydroxyalkyl, C3-7 cycloalkyl, or C3-7 heterocycloalkyl;
- each Ra is independently H, C1-4 alkyl, or C1-4 haloalkyl;
- each Rb is independently H, C1-4 alkyl, or C1-4 haloalkyl;
- or
- each Ra and Rb, together with the N heteroatom to which they are attached, independently forms a 4- to 6-membered ring, wherein each 4- to 6-membered ring independently contains 0, 1, or 2 additional ring heteroatoms or ring heteroatomic groups independently selected from the group consisting of N, O, S, S(O), and S(O)2;
- and
- each Rc is independently C1-4 alkyl or C1-4 haloalkyl.
9 more elements
Dependencies are inferred from the claim text.