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US 12,624,024 B2Granted
EP2 antagonist compounds
AssigneeReservoir Neuroscience, Inc.
InventorsMatthew Alexander James Duncton, Vladimir V. Senatorov, Jr., Aaron R. Friedman, Steven Howard Olson
Life of this patent
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Abstract
Described herein are compounds of Formula (II): that are EP2 antagonists, methods of making such compounds, pharmaceutical compositions and medicaments comprising such compounds, and methods of using such compounds in the treatment of diseases or conditions associated with EP2 activity.
Claims24
A compound having the structure of Formula (II):
- or a pharmaceutically acceptable salt thereof, wherein:
- R1 and R2 are each independently hydrogen, deuterium, halogen, or C1-4 alkyl;
- R3 and R4 are each independently hydrogen, deuterium, halogen, or C1-4 alkyl;
- R5 and R6 are each independently hydrogen, deuterium, halogen, or C1-4 alkyl;
- or R5 and R6 are taken together with the carbon atom to which they are attached to form an oxetane;
- R7 and R8 are each independently hydrogen, deuterium, halogen, —CN, —C1-4 alkyl, —C1-4 haloalkyl, —OH, —O(C1-4 alkyl), —O(C1-4 haloalkyl), —NH2, —NH(C1-4 alkyl), —N(C1-4 alkyl)2, —(C1-4 alkyl)O(C1-4 alkyl), —C(O)OH, —C(O)O(C1-4 alkyl), —C(O)NH2, —C(O)NH(C1-4 alkyl), —C(O)N(C1-4 alkyl)2, substituted or unsubstituted C3-6 cycloalkyl, or substituted or unsubstituted 3- to 6-membered heterocycloalkyl;
- or R7 and R8 are taken together with the carbon atom to which they are attached to form a cyclopropane or an oxetane;
- R9 and R10 are each independently hydrogen, deuterium, halogen, or C1-4 alkyl;
- or R9 and R10 are taken together with the carbon atom to which they are attached to form an oxetane;
- RA1 is halogen, C1-4 alkyl, or cyclopropyl;
- and
- RA2 is hydrogen, deuterium, halogen, or optionally deuterated or halogenated methyl;
- each RB is independently selected from the group consisting of halogen, —CN, —C1-4 alkyl, —C1-4 haloalkyl, —C1-4 aminoalkyl, —C1-4 hydroxyalkyl, —C1-4 methoxyalkyl, —(C1-4 alkyl)O(C1-4 alkyl), —C(O)(C1-4 alkyl), —C(O)OH, —C(O)O(C1-4 alkyl), —C(O)NH2, —C(O)NH(C1-4 alkyl), —C(O)N(C1-4 alkyl)2, —NH2, —NH(C1-4 alkyl), —NH(C3-6 cycloalkyl), —NH(C3-6 heterocycloalkyl), —N(C1-4 alkyl)2, —NHC(O)C1-4 alkyl, —NHC(O)O(C1-4 alkyl), —NHS(O)2C1-4 alkyl, —OH, —O(C1-4 alkyl), —O(C1-4 haloalkyl), —SH, —S(C1-4 alkyl), —S(O)(C1-4 alkyl), —S(O)(NH)(C1-4 alkyl), —S(O)2(C1-4 alkyl), —S(O)2NH2, —S(O2)NHCH3, substituted or unsubstituted C3-6 cycloalkyl, or substituted or unsubstituted 3- to 6-membered heterocyclyl;
- Ring C is bicyclic heterocycle having one or more nitrogen atoms;
- or Ring C is Ring C′;
- each RC is independently selected from the group consisting of halogen, —CN, —C1-4 alkyl, —C1-4 haloalkyl, —(C1-4 alkyl)O(C1-4 alkyl), —C(O)OH, —C(O)O(C1-4 alkyl), —C(O)NH2, —C(O)NH(C1-4 alkyl), —C(O)N(C1-4 alkyl)2, —NH2, —NH(C1-4 alkyl), —N(C1-4 alkyl)2, —OH, —O(C1-4 alkyl), —O(C1-4 haloalkyl), —S(C1-4 alkyl), —SO2C1-4 alkyl, —SO2NHC1-4 alkyl, substituted or unsubstituted C3-6 cycloalkyl, or substituted or unsubstituted 3- to 6-membered heterocyclyl;
- or two RC taken together form a carbonyl;
- m is 0 to 3;
- n is 1, 2 or 3;
- and
- Ring C′ is selected from the group consisting of:
18 more elements
Dependencies are inferred from the claim text.