IP Library Granted Patent US 12667577
Granted Patent B2
US 12667577 · App. 18/280,382 · Granted Jun 30, 2026

Pharmaceutical composition, and aprepitant injection and freeze-dried powder injection

Inventors: Ping Zou (Nantong, CN); Yiguang Qi (Guangzhou, CN); Pan Liu (Guangzhou, CN); Bohao Rong (Guangzhou, CN)
Assignees: WISDOM PHARMACEUTICAL CO., LTD; WISDOM PHARMACEUTICAL CO., LTD. GUANGZHOU BRANCH
A61K31/5377A61K9/19A61K9/5123A61K9/5138
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Quick Facts
Patent No.
US 12667577
App. No.
18/280,382
Filed
Sep 5, 2023
Granted
Jun 30, 2026
Kind
B2
Art Unit
1615
USPC
424/502
Abstract

Disclosed are a pharmaceutical composition, an aprepitant injection, and an aprepitant freeze-dried powder injection. The pharmaceutical composition comprises aprepitant, a primary stabilizer, and a secondary stabilizer, wherein the primary stabilizer comprises sodium deoxycholate and the secondary stabilizer comprises povidone. The aprepitant injection can be administered by injecting. The formulation uses a largely reduced amount of excipients, and is less irritative to an injection site, less prone to cause a hypersensitive reaction, and thus safer when being used by a patient. The formulation has good stability and can be stored and transported at room temperature, largely reducing production, storage, and transportation costs.

Claims (29)

1 . A pharmaceutical composition, comprising aprepitant, a primary stabilizer, and a secondary stabilizer, wherein the primary stabilizer is sodium deoxycholate and the secondary stabilizer is povidone, and a mass ratio of sodium deoxycholate to the povidone is in the range from 1: (1-7).

2 . The pharmaceutical composition according to claim 1 , wherein a mass ratio of sodium deoxycholate to the povidone is in the range from 1: (2-7); and/or a mass ratio of the aprepitant to a total of the sodium deoxycholate and the povidone is in the range from 1: (0.05-3.7).

3 . The pharmaceutical composition according to claim 1 , wherein the povidone has a molecular weight of less than 45000.

4 . The pharmaceutical composition according to claim 1 , wherein the pharmaceutical composition further comprises one or more selected from a pH adjuster and an osmotic pressure regulator.

5 . The pharmaceutical composition according to claim 1 , wherein the pharmaceutical composition is in the form of a suspension.

6 . The pharmaceutical composition according to claim 4 , comprising:

1 part by weight of the aprepitant; 0.04-0.45 parts by weight of the primary stabilizer; 0.04-3.2 parts by weight of the secondary stabilizer; 0.001-0.04 parts by weight of the pH adjuster; 0.005-0.05 parts by weight of the osmotic pressure regulator; and water.

7 . The pharmaceutical composition according to claim 4 , comprising:

1 part by weight of the aprepitant; 0.04-0.45 parts by weight of the sodium deoxycholate; 0.04-3.2 parts by weight of the povidone; 0.001-0.04 parts by weight of the pH adjuster; and 0.005-0.05 parts by weight of the osmotic pressure regulator; or

1 part by weight of the aprepitant; 0.05-0.38 parts by weight of the sodium deoxycholate; 0.1-2.00 parts by weight of the povidone; 0.001-0.04 parts by weight of the pH adjuster; and 0.005-0.05 parts by weight of the osmotic pressure regulator; or

1 part by weight of the aprepitant; 0.06-0.37 parts by weight of the sodium deoxycholate; 0.12-1.90 parts by weight of the povidone; 0.001-0.04 parts by weight of the pH adjuster; and 0.005-0.05 parts by weight of the osmotic pressure regulator; or

1 part by weight of the aprepitant; 0.06-0.35 parts by weight of the sodium deoxycholate;

0.12-1.75 parts by weight of the povidone; 0.001-0.04 parts by weight of the pH adjuster; and 0.005-0.05 parts by weight of the osmotic pressure regulator.

8 . An aprepitant injection, comprising the pharmaceutical composition of claim 1 .

9 . A method of preparing the pharmaceutical composition of claim 1 , comprising:

step (1): dissolving a primary stabilizer and a secondary stabilizer in water for injection, followed by stirring until complete dissolution, optionally adding a pH adjuster, and adding an aprepitant for homogeneous dispersion to form an initial suspension;

step (2): adding a milling medium into a milling chamber, and adding the initial suspension into a milling cylinder to start milling at velocity in the range from 6.0m/s to 17.0m/s, to obtain an aprepitant nanosuspension with a D 50 less than 200 nm; and

step (3) filling the aprepitant nanosuspension into a vial or an ampoule upon sterilization and filtration.

10 . The method of preparation according to claim 9 , wherein the milling medium is zirconia beads and/or polystyrene beads.

11 . An aprepitant freeze-dried powder injection, comprising a freeze-dried powder prepared by adding a lyoprotectant into the pharmaceutical composition of claim 1 , followed by freeze-drying.

12 . The aprepitant freeze-dried powder injection according to claim 11 , wherein the lyoprotectant is one or more selected from the group consisting of sucrose, lactose, mannitol, sorbitol, polyethylene glycol, and trehalose.

13 . The pharmaceutical composition according to claim 3 , wherein the povidone has a molecular weight of less than 15000.

14 . The pharmaceutical composition according to claim 3 , wherein the povidone has a molecular weight of less than 4000.

15 . The pharmaceutical composition according to claim 1 , wherein the povidone is one or more selected from the group consisting of povidone K30, povidone K18, povidone K17, povidone K15, and povidone K12.

16 . The pharmaceutical composition according to claim 4 , wherein the pH adjuster is one or more selected from the group consisting of hydrochloric acid, sodium hydroxide, citric acid, a citrate, tartaric acid, a tartrate, acetic acid, lactic acid, phosphoric acid, and a phosphate; and

the osmotic pressure regulator is one or more selected from the group consisting of sodium chloride, glucose, mannitol, and glycerin.

17 . The pharmaceutical composition according to claim 5 , wherein the suspension has a pH value in the range from 6.0 to 8.5; and/or the aprepitant in the suspension has a D 50 less than 200 nm.

18 . The pharmaceutical composition according to claim 5 , wherein the suspension has a pH value in the range from 6.5 to 8.0; and/or the aprepitant in the suspension has a D 50 less than 120 nm.

19 . The pharmaceutical composition according to claim 5 , wherein the suspension has a pH value in the range from 7.0 to 8.0; and/or the aprepitant in the suspension has a D 50 less than 100 nm.