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US 12,545,701 B2Granted
C4-modified oleanolic acid derivatives for inhibition of IL-17 and other uses
AssigneeReata Pharmaceuticals, Inc.
InventorsMelean Visnick, Xin Jiang, Martha R. Hotema, Chitase Lee, Bradley William Caprathe, William H. Roark, Gary L. Bolton
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Abstract
Disclosed herein are C4 modified oleanolic acid derivatives of the formula: as well as analogs thereof, wherein the variables are defined herein. In addition, disclosed herein are pharmaceutical compositions of these derivatives or analogs, methods for their manufacture, and methods for their use, including for the prevention and treatment of diseases or disorders associated with overproduction of IL-17.
Claims10
A compound of the formula:
- wherein:
- R3 is hydrogen, hydroxy, or R3 is taken together with Y as described below;
- Y is heteroaryl(C≤8) or substituted heteroaryl(C≤8);
- —C(O)Rc, wherein
- Rc is:
- hydroxy, alkoxy(C≤8), substituted alkoxy(C≤8), alkylamino(C≤8), substituted alkylamino(c≤8), dialkylamino(C≤8), or substituted dialkylamino(C≤8);
- —NRdC(O)Re, wherein
- Rd is hydrogen;
- and
- Re is alkyl(C≤8), alkoxy(C≤8), or a substituted version of either group;
- or
- Y is taken together with R3 and is-C(O)O—;
- and
- R5 is acyloxy(C≤8) or substituted acyloxy(C≤8);
- wherein when the terms alkyl, alkoxy, acyloxy, alkylamino, dialkylamino, and heteroaryl are used with the substituted modifier, one or more hydrogen atom has been independently replaced by —OH, —F, —Cl, —Br, —I, —NH2, —NO2, —CO2H, —CO2CH3, —CN, —SH, —OCH3, —OCH2CH3, —C(O)CH3, —NHCH3, —NHCH2CH3, —N(CH3)2, —C(O)NH2, —C(O)NHCH3, —C(O)N(CH3)2, —OC(O)CH3, —NHC(O)CH3, —S(O)2OH, or —S(O)2NH2;
- or a pharmaceutically acceptable salt thereof.
13 more elements
Dependencies are inferred from the claim text.