IP Library Granted Patent US 10,500,208
Granted Patent B2
US 10,500,208 · App. 15/398,928 · Granted Dec 10, 2019

Emulsion formulations of aprepitant

Inventors: Thomas B. Ottoboni (Belmont, CA); Han Han (Mountain View, CA)
Assignee: HERON THERAPEUTICS, INC.
A61K31/5377A61K9/0019A61K9/0024A61K9/107A61K31/573A61K47/10A61K47/12A61K47/18A61K47/24A61K47/26A61K47/44
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Quick Facts
Patent No.
US 10,500,208
App. No.
15/398,928
Granted
Dec 10, 2019
Kind
B2
Abstract

Disclosed herein are novel pharmaceutical formulations of aprepitant suitable for parenteral administration including intravenous administration. Also included are formulations including both aprepitant and dexamethasone sodium phosphate. The pharmaceutical formulations are stable oil-in-water emulsions for non-oral treatment of emesis and are particularly useful for treatment of subjects undergoing highly emetogenic cancer chemotherapy.

Claims (31)

1. An injectable emulsion comprising:

aprepitant;

11 wt/wt % to 15 wt/wt % of an emulsifier;

an oil;

a co-emulsifier which is an alcohol;

a tonicity modifier;

a pH modifier; and

water;

wherein the pH of the emulsion ranges from about 7.5 to 9.0,

wherein the emulsion is physically stable.

2. The emulsion according to claim 1 , wherein the ratio of the oil to the aprepitant in the emulsion ranges from about 11:1 to 15:1 (wt/wt %).

3. The emulsion according to claim 1 , wherein the ratio of the emulsifier to the aprepitant in the emulsion ranges from about 15:1 to 30:1 (wt/wt %).

4. The emulsion according to claim 1 , wherein the ratio of emulsifier to oil ranges from about 1:1 to 3:1 (wt/wt %).

5. The emulsion according to claim 4 , wherein the emulsifier is a phospholipid.

6. The emulsion according to claim 1 , further comprising dexamethasone sodium phosphate, wherein the dexamethasone sodium phosphate is present in the aqueous phase.

7. The emulsion according to claim 1 , wherein the emulsifier is an egg lecithin.

8. The emulsion according to claim 1 , further comprising a buffer.

9. The emulsion according to claim 1 , wherein the pH modifier is sodium oleate.

10. The emulsion according to claim 8 , wherein the buffer is Tris buffer.

11. The emulsion according to claim 1 , wherein the oil is soybean oil.

12. The emulsion according to claim 1 , wherein the alcohol is ethanol.

13. The emulsion according to claim 12 , wherein the ethanol is present at less than 10 wt/wt %.

14. A method for preparing a pharmaceutical emulsion according to claim 1 comprising:

combining the aprepitant, the emulsifier, and the alcohol with the oil to generate an oil phase;

combining water, the Tonicity agent, the pH modifier, and optionally the buffer to generate an aqueous phase;

homogenizing, the oil phase with the aqueous phase to generate a coarse emulsion premix;

homogenizing the coarse emulsion premix at a pressure between 10,000 and 30,000 psi using a microfluidizer to generate the pharmaceutical emulsion; and

sterilizing the pharmaceutical emulsion.

15. The method according to claim 14 , wherein homogenizing the coarse emulsion premix comprises 4 to 15 passes through the microfluidizer.

16. The method according to claim 14 , wherein the sterilizing comprising passing the pharmaceutical emulsion through a filter having a pore size of about 0.2 microns.

17. The method according to claim 14 , further comprising adding a solution of dexamethasone sodium phosphate to the fine emulsion prior to sterile filtration.

Assignments (2)
INTELLECTUAL PROPERTY SECURITY AGREEMENT Recorded Aug 9, 2023
From: HERON THERAPEUTICS, INC.
To: HERCULES CAPITAL, INC., AS AGENT
Reel/Frame 064546/0453 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 8, 2017
From: OTTOBONI, THOMAS B.; HAN, HAN
To: HERON THERAPEUTICS, INC.
Reel/Frame 041207/0898 →
Continuity (4)
Continuation 15083071 · Mar 28, 2016
Continuation 14859013 · Sep 18, 2015
Provisional Application 62052948 · Sep 19, 2014
Related Publication 20170112847A1 · Apr 27, 2017
Cited By (2)
US 12,194,047 US 12,290,520