# US 10,501,456 B2 · Therapeutic agents for the treatment of HBV infection

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- Number: US 10,501,456 B2
- Document ID: US10501456B2
- Status: Granted
- Kind: B2
- Application number: 16/269,824
- Filed: 2019-02-07
- Published: 2019-06-06
- Granted: 2019-12-10
- Earliest claimed: 2016-07-29
- Assignees: Newave Pharmaceutical Inc.
- Applicants: Newave Pharmaceutical Inc.
- Inventors: Yi Chen; Yan Lou
- Web page: https://patentgrep.com/patent/US10501456B2

## CPC

- C07D 455/06: containing benzo [a] quinolizine ring systems
- A61P 31/20: for DNA viruses
- C07D 471/04: Ortho-condensed systems
- C07D 498/04: Ortho-condensed systems
- C07D: HETEROCYCLIC COMPOUNDS (macromolecular compounds C08)
- A61P: SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS

## Abstract

The disclosure includes compounds of Formula (I) wherein Z1, Z2, Z3, X, R1, R2, R3, R4, R5, R6, and R7 are defined herein. Also disclosed is a method for treating HBV infection.

## Claims

### Claim 1

A compound or an N-oxide thereof, or a pharmaceutically acceptable salt, stereoisomer, enantiomer, or tautomer thereof, wherein the compound is represented by Formula (A):
wherein
X is C(R0), in which R0 is H or D;
Z1 is O;
—Z2—R4 is halo or —O-alkyl;
Z3 is O;
R1 is alkyl, or cycloalkyl;
each of R2, R3, and R6, is H; and
R5 is H, alkyl, in which said alkyl is optionally substituted with alkoxy.

### Claim 2

A compound, or an N-oxide thereof, or a pharmaceutically acceptable salt, stereoisomer, enantiomer, or tautomer thereof, wherein the compound is

### Claim 3

A compound, or a pharmaceutically acceptable salt, an enantiomer, or a mixture thereof, wherein the compound is

### Claim 4 (depends on 1)

A pharmaceutical composition comprising the compound of claim 1 or an N-oxide thereof, or a pharmaceutically acceptable salt, stereoisomer, enantiomer, or tautomer thereof, and a pharmaceutically acceptable diluent or carrier.

### Claim 5 (depends on 2)

A pharmaceutical composition comprising the compound of claim 2, or an N-oxide thereof, or a pharmaceutically acceptable salt, stereoisomer, enantiomer, or tautomer thereof, and a pharmaceutically acceptable diluent or carrier.

### Claim 6 (depends on 3)

A pharmaceutical composition comprising the compound of claim 3, or a pharmaceutically acceptable salt, enantiomer, or a mixture thereof, and a pharmaceutically acceptable diluent or carrier.

### Claim 7 (depends on 3)

A method of treating HBV infection, comprising administering to a subject in need thereof an effective amount of the compound of claim 3, or a pharmaceutically acceptable salt, an enantiomer, or a mixture thereof.
