IP Library Granted Patent US 12,186,360
Granted Patent B2
US 12,186,360 · App. 18/663,349 · Granted Jan 7, 2025

Lisinopril formulations

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Quick Facts
Patent No.
US 12,186,360
App. No.
18/663,349
Granted
Jan 7, 2025
Kind
B2
Abstract

Provided herein are stable lisinopril oral liquid formulations. Also provided herein are methods of using lisinopril oral liquid formulations for the treatment of certain diseases including hypertension, heart failure and acute myocardial infarction.

Claims (31)

1. An oral liquid formulation, comprising:

(i) lisinopril or a pharmaceutically acceptable salt thereof;

(ii) a preservative, wherein the preservative is selected from ascorbic acid, BHA, BHT, citric acid, erythorbic acid, sodium ascorbate, methylparaben, ethylparaben, propylparaben, butylparaben, benzoic acid, sodium benzoate, potassium sorbate, and pharmaceutically acceptable salts thereof;

(iii) a liquid vehicle, wherein the liquid vehicle comprises water; and

(iv) a means for providing a sweet taste for the oral liquid formulation;

wherein the pH of the formulation is between about 4 and about 8;

wherein the formulation is stable at about 25+5° C. for at least 6 months.

2. The formulation of claim 1 , wherein the lisinopril is lisinopril dihydrate.

3. The formulation of claim 1 , comprising the lisinopril at about 1 mg/ml or a pharmaceutically acceptable salt thereof.

4. The formulation of claim 1 , wherein the pH is between about 4 to about 5.2.

5. The formulation of claim 1 , wherein the lisinopril or a pharmaceutically acceptable salt thereof functions as a buffer.

6. The formulation of claim 1 , wherein the formulation is stable at about 25±5° C. for at least 12 months.

7. The formulation of claim 1 , wherein the formulation is stable at about 25±5° C. for at least 18 months.

8. The formulation of claim 1 , wherein the means for providing a sweet taste is a natural or synthetic sugar, a natural or artificial sweetener, or a combination thereof.

9. The formulation of claim 1 , wherein the means for providing a sweet taste is a sweetener selected from xylitol, mannitol, sorbitol, glycerin, maltitol, sucrose, aspartame sucralose, saccharin, acesulfame, a pharmaceutically acceptable salt thereof, and combinations thereof.

10. An oral liquid formulation, comprising:

(i) lisinopril or a pharmaceutically acceptable salt thereof;

(ii) a means for providing anti-microbial activity in the oral liquid formulation;

(iii) a liquid vehicle, wherein the liquid vehicle comprises water;

(iv) a sweetener, wherein the sweetener comprises xylitol, mannitol, sorbitol, glycerin, maltitol, sucrose, aspartame sucralose, saccharin, acesulfame, or a pharmaceutically acceptable salt thereof; and

wherein the pH of the formulation is between about 4 and about 8;

wherein the formulation is stable at about 25±5° C. for at least 6 months.

11. The formulation of claim 10 , wherein the lisinopril is lisinopril dihydrate.

12. The formulation of claim 10 , comprising the lisinopril at about 1 mg/ml or a pharmaceutically acceptable salt thereof.

13. The formulation of claim 10 , wherein the sweetener is xylitol or sucralose.

14. The formulation of claim 10 , wherein the lisinopril or a pharmaceutically acceptable salt thereof functions as a buffer.

15. The formulation of claim 10 , wherein the pH is between about 5 to about 8.

16. The formulation of claim 10 , wherein the pH is between about 4 to about 5.2.

17. The formulation of claim 10 , wherein the formulation is stable at about 25±5° C. for at least 12 months.

18. The formulation of claim 10 , wherein the formulation is stable at about 25±5° C. for at least 18 months.

19. The formulation of claim 10 , wherein the means for providing anti-microbial activity is a preservative selected from sodium benzoate, benzoic acid, asorbic acid, methylparaben, ethylparaben, propylparaben, butylparaben, a pharmaceutically acceptable salts thereof, and combinations thereof.

Assignments (3)
CONFIRMATORY GRANT OF SECURITY INTEREST IN UNITED STATES PATENTS Recorded Mar 17, 2025
From: ARBOR PHARMACEUTICALS, LLC; AZURITY PHARMACEUTICALS, INC.; AZURITY PHARMACEUTICALS IRELAND LIMITED; SILVERGATE PHARMACEUTICALS, INC.
To: HPS INVESTMENT PARTNERS, LLC, AS ADMINISTRATIVE AGENT
Reel/Frame 070531/0487 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 9, 2024
From: SILVERGATE PHARMACEUTICALS, INC.
To: AZURITY PHARMACEUTICALS, INC.
Reel/Frame 067934/0541 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 9, 2024
From: MOSHER, GEROLD L.; MILES, DAVID W.
To: SILVERGATE PHARMACEUTICALS, INC.
Reel/Frame 068240/0123 →