IP Library Patent Application 13901978
Patent Application
App. No. 13/901,978

Aprepitant Injectable Formulations

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Patent No.
US None
App. No.
13/901,978
Abstract

An aqueous stable and ready-to-use formulation of aprepitant is prepared. Especially preferred formulations comprise a synergistic combination of a co-solvent and a surfactant and may further include a secondary co-solvent. Among other advantages of contemplated formulations, aprepitant is dissolved at high concentrations and remains dissolved and stable, even over prolonged periods of time.

Claims (33)

1 . A sterile liquid formulation of aprepitant for injection, comprising:

an aqueous single phase solvent system comprising water, a primary co-solvent, a surfactant, and a secondary co-solvent;

wherein the primary co-solvent and the surfactant are present in a synergistic ratio with respect to solubilization of aprepitant;

wherein the secondary co-solvent is present in an amount of equal or less than 6 volume % of the water and the primary co-solvent together; and

aprepitant at a concentration of at least 5 mg/ml.

2 . The sterile liquid formulation of claim 1 , wherein the primary co-solvent is a short-chain alcohol.

3 . The sterile liquid formulation of claim 2 , wherein the short-chain alcohol is ethanol.

4 . The sterile liquid formulation of claim 1 , wherein the surfactant is a nonionic surfactant.

5 . The sterile liquid formulation of claim 4 , wherein the non-ionic surfactant is a polysorbate.

6 . The sterile liquid formulation of claim 1 , wherein the secondary co-solvent is a short-chain polyethylene glycol or dimethylacetamide.

7 . The sterile liquid formulation of claim 6 , wherein the secondary co-solvent is a short-chain polyethylene glycol and is present in an amount of equal or less than 3 volume %.

8 . The sterile liquid formulation of claim 6 , wherein the secondary co-solvent is dimethylacetamide and is present in an amount of equal or less than 1 volume %.

9 . The sterile liquid formulation of claim 1 , wherein the primary co-solvent is ethanol, the secondary co-solvent is a short-chain polyethylene glycol or dimethylacetamide, and wherein the surfactant is a polysorbate.

10 . The sterile liquid formulation of claim 1 , wherein the secondary co-solvent is omitted from the sterile liquid formulation.

11 . A kit for preparation of a sterile liquid formulation of aprepitant for injection, the kit comprising:

(a) a first container that includes a solvent system comprising a primary co-solvent, a surfactant, and an optional secondary co-solvent;

wherein the primary co-solvent and the surfactant are present in a synergistic ratio with respect to solubilization of aprepitant;

wherein the optional secondary co-solvent is present in an amount of equal or less than 30 vol % of the primary co-solvent and the surfactant together;

aprepitant at a concentration of at least 9 mg/ml;

(b) a second container that includes a sterile aqueous diluent in an amount sufficient to dilute the aprepitant to a concentration of at least 5 mg/ml; and

wherein the non-aqueous solvent system and the sterile aqueous diluent are present in an amount such that the aprepitant at the concentration of at least 5 mg/ml is completely soluble and stable in the sterile liquid formulation.

12 . The kit of claim 11 wherein the primary co-solvent is a short-chain alcohol, and wherein the surfactant is a non-ionic surfactant.

13 . The kit of claim 11 wherein the secondary co-solvent is a short-chain polyethylene glycol or dimethylacetamide.

14 . The kit of claim 11 wherein the sterile aqueous diluent is water.

15 . A method of increasing solubility and stability of aprepitant in an aqueous solution, the method comprising:

preparing an aqueous single phase solvent system comprising water, a primary co-solvent, and a surfactant, wherein the primary co-solvent and the surfactant are present in a synergistic ratio with respect to solubilization of aprepitant;

dissolving aprepitant in a secondary co-solvent to form a concentrated aprepitant solution;

combining the concentrated aprepitant solution with the aqueous single phase solvent system to thereby form an aprepitant formulation with increased solubility and stability for aprepitant.

16 . The method of claim 15 wherein the primary co-solvent is a short-chain alcohol.

17 . The method of claim 15 wherein the surfactant is a nonionic surfactant.

18 . The method of claim 15 wherein the secondary co-solvent is a short-chain polyethylene glycol or dimethylacetamide.

19 . The method of claim 15 wherein aprepitant formulation contains at least 5 mg/ml aprepitant.

20 . The method of claim 15 wherein aprepitant in the aprepitant formulation remains in solution for at least one month when stored at 40° C. and 75% relative humidity.

Assignments (3)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 2, 2015
From: HINGORANI, TUSHAR; SOPPIMATH, KUMARESH; PEJAVER, SATISH; PURI, NAVNEET
To: INNOPHARMA, INC.
Reel/Frame 035064/0030 →
TERMINATION AND RELEASE OF SECURITY INTEREST IN PATENTS Recorded Sep 24, 2014
From: ATHYRIUM OPPORTUNITIES FUND (A) LP, AS ADMINISTRATIVE AGENT
To: INNOPHARMA, INC.
Reel/Frame 033812/0595 →
NOTICE OF GRANT OF SECURITY INTEREST IN PATENTS Recorded Oct 29, 2013
From: INNOPHARMA, INC.
To: ATHYRIUM OPPORTUNITIES FUND (A) LP
Reel/Frame 031508/0055 →