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US 9,873,671 B2Granted
Azepane derivatives and methods of treating hepatitis B infections
AssigneeNovira Therapeutics, Inc.
InventorsGeorge D. Hartman, Scott Kuduk
Life of this patent
Estimating the term…
Abstract
Provided herein are compounds useful for the treatment of HBV infection in a subject in need thereof, pharmaceutical compositions thereof, and methods of inhibiting, suppressing, or preventing HBV infection in the subject.
Claims46
A compound of Formula III:
- or a pharmaceutically acceptable salt thereof;
- wherein
- R4 is H or —C1-C3 alkyl;
- each R1 is, independently at each occurrence, —OH, halo, —CN, —NO2, —C1-C6 alkyl, —O—C1-C6 alkyl, —C1-C6 heteroalkyl, —O—C1-C6 heteroalkyl, —C3-C10 cycloalkyl, —C3-C10 heterocycloalkyl, aryl, heteroaryl, —C1-C4 alkyl-(C3-C10 cycloalkyl), —C1-C4 alkyl-(C3-C10 heterocycloalkyl), —C1-C4 alkyl-(aryl), or —C1-C4 alkyl-(heteroaryl), wherein the alkyl, heteroalkyl, cycloalkyl, heterocycloalkyl, aryl and heteroaryl groups are optionally substituted 1-5 times with halo, —OH, —CN, or —NO2;
- R2 is —OH, halo, —CN, —NO2, R6, or —OR6, wherein R6 is, independently at each occurrence, —C1-C6 alkyl, —C1-C6 heteroalkyl, —C3-C10 cycloalkyl, —C3-C10 heterocycloalkyl, aryl, heteroaryl, —C1-C4 alkyl-(C3-C10 cycloalkyl), —C1-C4 alkyl-(C3-C10 heterocycloalkyl), —C1-C4 alkyl-(aryl), or —C1-C4 alkyl-(heteroaryl), wherein the alkyl, heteroalkyl, cycloalkyl, heterocycloalkyl, aryl and heteroaryl groups are optionally substituted 1-5 times with halo, —OH, —CN, or NO2;
- Cy is
- R7 and R8 are, independently at each occurrence, —C1-C6 alkyl, aryl, heteroaryl, —C1-C4 alkyl-(aryl), or —C1-C4 alkyl-(heteroaryl), wherein the aryl or heteroaryl groups are optionally substituted with —C1-C3 alkyl;
- or R7 and R8 join to form a 3- to 10-membered ring;
- R11 is, independently at each occurrence, —OH, halo, —CN, —NO2, ═O, —OC(O)CH3, —C1-C6 alkyl, —O—C1-C6 alkyl, —C1-C6 heteroalkyl, —O—C1-C6 heteroalkyl, —C3-C10 cycloalkyl, —O—C3-C10 cycloalkyl, —C3-C10 heterocycloalkyl, aryl, heteroaryl, —C1-C4 alkyl-(C3-C10 cycloalkyl), —C1-C4 alkyl-(C3-C10 heterocycloalkyl), —C1-C4 alkyl-(aryl), or —C1-C4 alkyl-(heteroaryl), wherein the alkyl, heteroalkyl, cycloalkyl, heterocycloalkyl, aryl and heteroaryl groups are optionally substituted 1-5 times with halo, —OH, —CN, or —NO2;
- R12 is, independently at each occurrence, H or —C1-C6 alkyl;
- R13 and R14, together with the carbons to which they are attached, join to form a cyclopropyl ring;
- m is 0, 1, 2, 3, or 4;
- n is 1, 2, 3, or 4;
- and
- x is 0, 1, 2, 3, 4, or 5.
12 more elements
A compound of Formula IV:
- or a pharmaceutically acceptable salt thereof;
- wherein
- R4 is H or C1-C3 alkyl;
- each R1 is, independently at each occurrence, OH, halo, —CN, —NO2, —C1-C6 alkyl, —O—C1-C6 alkyl, —C1-C6 heteroalkyl, —O—C1-C6 heteroalkyl, —C3-C10 cycloalkyl, —C3-C10 heterocycloalkyl, aryl, heteroaryl, —C1-C4 alkyl-(C3-C10 cycloalkyl), —C1-C4 alkyl-(C3-C10 heterocycloalkyl), —C1-C4 alkyl-(aryl), or —C1-C4 alkyl-(heteroaryl), wherein the alkyl, heteroalkyl, cycloalkyl, heterocycloalkyl, aryl and heteroaryl groups are optionally substituted 1-5 times with halo, —OH, —CN, or —NO2;
- each R3 is, independently at each occurrence, OH or —C1-C6 alkyl, wherein the alkyl group is substituted 1-3 times with halo or —OH;
- x is 0, 1, 2, 3, 4, or 5;
- and
- z is 1, 2, or 3.
5 more elements
Dependencies are inferred from the claim text.