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US 10,364,226 B2Granted
Pyridazinone compounds and uses thereof
AssigneeAlios BioPharma, Inc.
InventorsLeonid Beigelman, Robert Than Hendricks, Antitsa Dimitrova Stoycheva, Jerome Deval, Sarah Katherine Stevens
Life of this patent
Estimating the term…
Abstract
Disclosed herein are pyridazinone compounds, pharmaceutical compositions that include one or more pyridazinone compounds, and methods of synthesizing the same. Also disclosed herein are methods of ameliorating and/or treating a disease and/or a condition, including an orthomyxovirus infection, with a pyridazinone compounds. Examples of an orthomyxovirus viral infection includes an influenza infection.
Claims36
A compound of Formula (I), or a pharmaceutically acceptable salt thereof:
- wherein:
- G1 is selected from the group consisting of
- and R5;
- G2 is hydrogen, halogen, —CN, an optionally substituted C1-6 alkyl, an optionally substituted aryl, an optionally substituted heteroaryl, —CH2OH, —CH(Y1)(OH) or —C(O)Y1;
- G3 is selected from the group consisting of hydrogen, —C(O)Y2, —C(O)O—Y2, —(CH2)—OC(O)Y2, —(CH2)—OC(O)OY2, —(CHCH3)—OC(O)Y2 and —(CHCH3)—OC(O)OY2;
- Y1 and Y2 are independently an optionally substituted C1-6 alkyl or an optionally substituted aryl;
- R1 is selected from the group consisting of OR6, NH2, an optionally substituted alkyl, an optionally substituted aryl, an optionally substituted mono-substituted amine, an optionally substituted di-substituted amine, an optionally substituted heterocyclyl, an optionally substituted N-sulfonamido and an optionally substituted alkoxyamine,
- or R1 is R10;
- R2 is hydrogen, C1-6 alkyl, an optionally substituted C3-6 cycloalkyl, an optionally substituted aryl, an optionally substituted aryl(C1-6 alkyl) or an optionally substituted C-amido;
- R3 is hydrogen or C1-6 alkyl;
- or R2 and R3 are taken together with the carbon to which they are attached to form an optionally substituted C3-6 cycloalkyl or an optionally substituted 5 to 6 membered heterocyclyl,
- or R2 and R3 are taken together to form ═O;
- R4 is selected from the group consisting of an optionally substituted aryl, an optionally substituted cycloalkyl, an optionally substituted cycloalkenyl, an optionally substituted heteroaryl and an optionally substituted heterocyclyl;
- or R4 is A1RA4RB4, wherein A1 is CH or N;
- and RA4 and RB4 are each independently an optionally substituted phenyl;
- R5 is selected from the group consisting of an optionally substituted aryl, an optionally substituted cycloalkyl, an optionally substituted cycloalkenyl, an optionally substituted heteroaryl and an optionally substituted heterocyclyl;
- R6 is selected from the group consisting of hydrogen, C1-6 alkyl, —C(O)R7 and —C(O)NR8R9;
- R7 is selected from the group consisting of hydrogen, alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkenyl, cycloalkynyl, aryl, heteroaryl, heterocyclyl, aryl(C1-6 alkyl), heteroaryl(C1-6 alkyl) and heterocyclyl(C1-6 alkyl);
- and
- R8 and R9 are independently selected from the group consisting of hydrogen, alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkenyl, cycloalkynyl, aryl, heteroaryl, heterocyclyl, aryl(C1-6 alkyl), heteroaryl(C1-6 alkyl) and heterocyclyl(C1-6 alkyl);
- or R8 and R9 are taken together with the nitrogen to which they are attached to form an optionally substituted heterocyclyl;
- wherein when R1 is R10, then the compound of Formula (I) has the structure of Formula (Ih) or (Ij),
- wherein the ring containing R10, L1, and R4 is an 11- to 20-membered ring, and the ring containing R10, L1, and R5 is an 11- to 20-membered ring;
- R10 is optionally substituted —CH2—, optionally substituted —CH═CH—, O (oxygen), S (sulfur) or NR11;
- R11 is hydrogen or C1-6 alkyl;
- L1 is -L2- or -L3-L4-L5-;
- L2 is selected from the group consisting of an optionally substituted alkylene, an optionally substituted alkenylene, an optionally substituted heteroalkylene and an optionally substituted heteroalkenylene,
- L3 is an optionally substituted C1-6 alkylene,
- L4 is an optionally substituted cycloalkyl, an optionally substituted aryl, an optionally substituted heteroaryl, an optionally substituted heterocyclyl, O (oxygen), S (sulfur) or NR11;
- and
- L5 is an optionally substituted C1.6 alkylene or an optionally substituted heteroalkylene, and
- Z1 and Z2 are independently 0, 1, 2, 3 or 4.
29 more elements
Dependencies are inferred from the claim text.