IP Library Granted Patent US 11,666,575
Granted Patent B2
US 11,666,575 · App. 17/234,349 · Granted Jun 6, 2023

Pyrazolo[1,5]pyrimidine-based compounds and methods of their use to treat viral infections

Inventors: Suma Gopinathan (Conroe, TX); Praveen Tyle (Spring, TX); Qi Melissa Yang (The Woodlands, TX)
Assignee: LEXICON PHARMACEUTICALS, INC.
A61K31/519A61P31/14
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Quick Facts
Patent No.
US 11,666,575
App. No.
17/234,349
Granted
Jun 6, 2023
Kind
B2
Abstract

Provided herein are methods of treating, managing and/or preventing viral infections. A particular method comprises administering to a subject in need thereof an effective amount of an adaptor associated kinase 1 inhibitor of the formula wherein R 1 , R 2 and R 3 are defined herein.

Claims (21)

1. A method of treating or managing a severe acute respiratory syndrome coronavirus 2 (SARS-CoV-2)-like coronavirus infection, the method comprising administering to a subject in need thereof a therapeutically effective amount of a compound, wherein the compound is (S)-1-((2′,6-bis(difluoromethyl)-[2,4′-bipyridin]-5-yl)oxy)-2,4-dimethylpentan-2-amine:

or a pharmaceutically acceptable salt thereof.

2. A method of treating or managing a CoV-229E-like coronavirus infection, the method comprising administering to a subject in need thereof a therapeutically effective amount of a compound, wherein the compound is (S)-1-((2′,6-bis(difluoromethyl)-[2,4′-bipyridin]-5-yl)oxy)-2,4-dimethylpentan-2-amine:

or a pharmaceutically acceptable salt thereof.

3. A method of treating or managing a CoV-OC43-like coronavirus infection, the method comprising administering to a subject in need thereof a therapeutically effective amount of a compound, wherein the compound is (S)-1-((2′,6-bis(difluoromethyl)-[2,4′-bipyridin]-5-yl)oxy)-2,4-dimethylpentan-2-amine:

or a pharmaceutically acceptable salt thereof.

4. The method of claim 1 , wherein the subject displays one or more of fever, cough, shortness of breath, difficulty breathing, persistent pain in the chest, pressure in the chest, bluish lips or face, tiredness, runny nose, or sore throat.

5. The method of claim 1 , wherein the SARS-CoV-2-like coronavirus has at least 80, 90, 95, or 98 percent sequence identity with SEQ ID NO 1.

6. The method of claim 1 , wherein the compound is administered to the subject in a pharmaceutical composition comprising the compound and a pharmaceutically acceptable carrier or excipient.

7. The method of claim 6 , wherein the pharmaceutical composition is in a pharmaceutical dosage form.

8. The method of claim 6 , wherein the administration is oral.

9. The method of claim 2 , wherein the subject displays one or more of fever, cough, shortness of breath, difficulty breathing, persistent pain in the chest, pressure in the chest, bluish lips or face, tiredness, runny nose, or sore throat.

10. The method of claim 2 , wherein the CoV-229E-like coronavirus has at least 80, 90, 95, or 98 percent sequence identity with SEQ ID NO 5.

11. The method of claim 2 , wherein the compound is administered to the subject in a pharmaceutical composition comprising the compound and a pharmaceutically acceptable carrier or excipient.

12. The method of claim 11 , wherein the pharmaceutical composition is in a pharmaceutical dosage form.

13. The method of claim 11 , wherein the administration is oral.

14. The method of claim 3 , wherein the subject displays one or more of fever, cough, shortness of breath, difficulty breathing, persistent pain in the chest, pressure in the chest, bluish lips or face, tiredness, runny nose, or sore throat.

15. The method of claim 3 , wherein the CoV-OC43-like coronavirus has at least 80, 90, 95, or 98 percent sequence identity with SEQ ID NO 9.

16. The method of claim 3 , wherein the compound is administered to the subject in a pharmaceutical composition comprising the compound and a pharmaceutically acceptable carrier or excipient.

17. The method of claim 16 , wherein the pharmaceutical composition is in a pharmaceutical dosage form.

18. The method of claim 16 , wherein the administration is oral.

Assignments (4)
RELEASE OF SECURITY INTEREST Recorded May 5, 2026
From: OXFORD FINANCE LLC
To: LEXICON PHARMACEUTICALS, INC.; LEXICON PHARMACEUTICALS
Reel/Frame 075545/0601 →
SECURITY INTEREST Recorded May 4, 2026
From: LEXICON PHARMACEUTICALS, INC.; LEXICON PHARMACEUTICALS (NEW JERSEY), INC.; LION ACQUISITION CORPORATION
To: HERCULES CAPITAL, INC., AS AGENT
Reel/Frame 075498/0899 →
AMENDMENT TO PREVIOUSLY FILED SECURITY INTEREST Recorded May 17, 2023
From: LEXICON PHARMACEUTICALS, INC.
To: OXFORD FINANCE LLC
Reel/Frame 063666/0326 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 10, 2021
From: GOPINATHAN, SUMA; TYLE, PRAVEEN; YANG, QI MELISSA
To: LEXICON PHARMACEUTICALS, INC.
Reel/Frame 056190/0904 →
Continuity (2)
Provisional Application 63013416 · Apr 21, 2020
Related Publication 20220096481A1 · Mar 31, 2022