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US 9,102,681 B2Granted
Antioxidant inflammation modulators: oleanolic acid derivatives with amino and other modifications at C-17
AssigneeReata Pharmaceuticals, Inc.
InventorsEric Anderson, Xin Jiang, Melean Visnick
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Abstract
This invention provides, but is not limited to, novel oleanolic acid derivatives having the formula: wherein the variables are defined herein. Also provided are pharmaceutical compositions, kits and articles of manufacture comprising such compounds, methods and intermediates useful for making the compounds, and methods of using the compounds and compositions.
Claims11
A compound of the formula:
- wherein:
- X1 is hydrogen, ORb, NRbRc, or SRb, wherein Rb and Rc are each independently:
- hydrogen;
- alkyl(C≦8), aryl(C≦8), aralkyl(C≦8), acyl(C≦8), or a substituted version of any of these groups;
- or
- provided that Rb is absent when the atom to which it is bound is part of a double bond, further provided that when Rb is absent the atom to which it is bound is part of a double bond;
- R1′ is:
- hydrogen, cyano, hydroxy, halo, or amino;
- or
- alkyl(C≦8), alkenyl(C≦8), alkynyl(C≦8), aryl(C≦8), aralkyl(C≦8), heteroaryl(C≦8), heteroaralkyl(C≦8), acyl(C≦8), alkoxy(C≦8), aryloxy(C≦8), acyloxy(C≦8), alkylamino(C≦8), arylamino(C≦8), amido(C≦8), or a substituted version of any of these groups;
- R4 and R5 are each independently alkyl(C≦8) or substituted alkyl(C≦8);
- and
- R6 and R7 are each independently hydrogen or hydroxy;
- or a salt or a tautomer thereof.
11 more elements
A compound of the formula:
- wherein:
- Rb is absent or hydrogen:
- provided that Rb is absent when the oxygen atom to which it is bound is part of a double bond, further provided that when Rb is absent the oxygen atom to which it is bound is part of a double bond
- provided that Rb is hydrogen when the oxygen atom to which it is bound is not part of a double bond, further provided that when Rb is hydrogen, the oxygen atom to which it is bound is not part of a double bond;
- Y1 is hydroxy, or —OC(O)H;
- R2′ is hydrogen or ═C(H)(OH);
- R3 is absent or hydrogen:
- provided that R3 is absent when the oxygen atom to which it is bound is part of a double bond, further provided that when R3 is absent the oxygen atom to which it is bound is part of a double bond;
- or a salt or a tautomer thereof.
6 more elements
A compound of the formula:
Dependencies are inferred from the claim text.