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US 2026/0125348 A1Published application
Aryl hydrocarbon receptor activators
AssigneeOregon State University
InventorsSiva Kumar Kolluri, Nancy I. Kerkvliet, Sebastian Bernales, Jit Chakravarty, Brahmam Pujala, Pasha Khan, Varun Kumar, Abhinandan Danodia, Gonzalo Ureta
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Abstract
Small molecule AhR ligands are disclosed. The ligands can induce the differentiation of Tr1 cells to suppress pathogenic immune responses without inducing nonspecific immune suppression. Methods of treatment of autoimmune diseases using the AhR ligands are also disclosed.
Claims20
A compound of the formula:
- or a tautomer thereof, a stereoisomer thereof, a hydrate thereof, or a pharmaceutically acceptable salt thereof, wherein:
- Q1 is an optionally substituted C6-C10 aryl;
- optionally substituted C5-C10 heteroaryl;
- optionally substituted C5-C10 heterocyclyl;
- optionally substituted C1-C10 alkyl, or optionally substituted C3-C10 cycloalkyl;
- Z is C, S(O),
- or Z is CH when X1 is absent, or Z(X1)Q1 is H;
- X1 is absent, O, NH, S, or X1 is
- wherein the wavy lines denote points of attachment to Z;
- X2 is CQ2;
- Q2 is H, CN, CONH2, COOH, CF3, halogen, optionally substituted C1-C10 alkyl, optionally substituted C3-C10 cycloalkyl, optionally substituted C3-C10 heteroalkyl, optionally substituted C3-C10 heterocyclyl, optionally substituted C6-C14 aryl, or optionally substituted C5-C14 heteroaryl;
- R1 is H, optionally substituted C1-C10 alkyl, optionally substituted C3-C10 cycloalkyl, optionally substituted C3-C10 heteroalkyl, optionally substituted C3-C10 heterocyclyl, optionally substituted C6-C10 aryl, optionally substituted C5-C10 heteroaryl, or C1-C12 acyl;
- R2, R3, R4, and R5 are independently H, halogen, CN, optionally substituted C1-C10 alkyl, optionally substituted C3-C10 cycloalkyl, optionally substituted C1-C6 alkoxy, SO2R7, CO2R7, or CONR7R6, or any one of R2 and R3, R3 and R4, and R4 and R5 pairs, together with the carbon atoms to which they are attached, forms an optionally substituted a five- or six-membered cycloalkenyl, heterocyclenyl, aryl or heteroaryl;
- and
- R6 and R7 are independently H, optionally substituted C1-C10 alkyl, or optionally substituted C3-C10 cycloalkyl, or R6 and R7, together with the nitrogen atom to which they are attached, form an optionally substituted 5-membered ring or an optionally substituted 6-membered ring.
12 more elements
Dependencies are inferred from the claim text.