Abiraterone acetate lipid formulations

• US 10,722,527 B2
• Filed: 03/25/2016
• Issued: 07/28/2020
• Est. Priority Date: 04/10/2015
• Status: Active Grant

• Current Assignee: Capsugel Belgium NV (Lonza Group AG)
• Original Assignee: Capsugel Belgium NV (Lonza Group AG)
• Inventors: Williams, Hywel, Agarwal, Prashant, Jule, Eduardo
• Primary Examiner(s): Tran, Susan T
• Application Number:
  US15/565,400
• Publication Number:
  US 20180125863A1
• Time in Patent Office: 1,586 Days
• Field of Search: None
• CPC Class Codes: A61K 31/58 containing heterocyclic rings, e.g. danazol, stanozolol, pancuronium or digitogenin digitoxin A61K31/7048
• CPC Class Codes: A61K 47/06 Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite
• CPC Class Codes: A61K 47/14 Esters of carboxylic acids, e.g. fatty acid monoglycerides, medium-chain triglycerides, parabens or PEG fatty acid esters
• CPC Class Codes: A61K 47/44 Oils, fats or waxes according to two or more groups of A61K47/02-A61K47/42; Natural or modified natural oils, fats or waxes, e.g. castor oil, polyethoxylated castor oil, montan wax, lignite, shellac, rosin, beeswax or lanolin synthetic glycerides, e.g. medium-chain triglycerides, A61K47/14
• CPC Class Codes: A61K 9/0056 Mouth soluble or dispersible forms; Suckable, eatable, chewable coherent forms; Forms rapidly disintegrating in the mouth; Lozenges; Lollipops; Bite capsules; Baked products; Baits or other oral forms for animals
• CPC Class Codes: A61K 9/10 Dispersions; Emulsions A61K9/06 takes precedence; composition of dispersions, emulsions A61K47/00
• CPC Class Codes: A61K 9/141 Intimate drug-carrier mixtures characterised by the carrier, e.g. ordered mixtures, adsorbates, solid solutions, eutectica, co-dried, co-solubilised, co-kneaded, co-milled, co-ground products, co-precipitates, co-evaporates, co-extrudates, co-melts; Drug nanoparticles with adsorbed surface modifiers (co) spray-dried products A61K9/16, (co) lyophilised products A61K9/19; the carrier being chemically bound to the active ingredient A61K47/50
• CPC Class Codes: A61K 9/4808 characterised by the form of the capsule or the structure of the filling; Capsules containing small tablets; Capsules with outer layer for immediate drug release capsules filled with granules or microparticles A61K9/16; filled with microcapsules or coated microparticles A61K9/50; with mixture of different granules, microcapsules, (coated) microparticles A61K9/5084
• CPC Class Codes: C07J 43/003 not condensed

Abstract

Abiraterone acetate lipid formulations.

Claims

1. A composition, consisting of:

abiraterone acetate; and

a lipid matrix, consisting of (a) a fatty acid ester of glycerol or mixtures thereof in an amount of from 10 wt % to 60 wt % of the composition;

(b) a propylene glycol fatty acid ester, or a polyoxylglyceride, or a combination thereof, wherein the propylene glycol fatty acid ester, or the polyoxylglyceride, or the combination thereof is present in an amount of from 20 wt % to 60 wt % of the composition; and

(c) a surfactant present in an amount of from 15 wt % to 60 wt % of the composition; and

wherein the abiraterone acetate is solubilized in the lipid matrix.

3. A capsule filled with the composition of claim 1.

5. The composition of claim 1, wherein the abiraterone acetate comprises at least 0.2 wt % of the composition.

6. The composition of claim 1, wherein the composition is formulated for being filled into a capsule.

7. The composition of claim 1, wherein the composition is formulated for oral administration to a patient in need of therapy.

8. The composition of claim 1, wherein the fatty acid ester of glycerol is glycerol tricaprylate, glycerol tricaprate, glycerol trilaurate, glyceryl triolein, glyceryl tristearate, glyceryl tripalmitate, almond oil, canola oil, cod liver oil, corn oil, cottonseed oil, evening primrose oil, fish oil, grape seed oil, olive oil, palm kernel oil, palm oil, peanut oil, rapeseed oil, safflower oil, sesame oil, soybean oil, sunflower oil, hydrogenated coconut oil, hydrogenated cottonseed oil, hydrogenated palm oil, hydrogenated soybean oil, partially hydrogenated soybean oil and hydrogenated vegetable oil, glycerol monolinoleate, glycerol monooleate, glycerol monostearate, glycerol monocaprylate, glycerol monocaprate, or mixtures thereof.

9. The composition of claim 1 wherein the polyoxylglyceride is an oleoyl macrogol-6 glyceride, a linoleoyl macrogol-6 glyceride, or a lauroyl macrogol-6 glyceride.

10. The composition of claim 1, wherein the surfactant is Polyoxyl 40 hydrogenated castor oil, a polysorbate, polyoxyl 35 castor oil, polyethoxylated 12-hydroxysteric acid, vitamin E, tocopheryl polyethylene glycol succinate (TPGS), a caprylocaproyl macrogol-8 glyceride, a lauroyl macrogol-32 glyceride, macrogol stearate, or any mixture of these surfactants.

11. The composition of claim 1, wherein

(a) the fatty acid ester of glycerol or mixture thereof is present in an amount of from 20 wt % to 40 wt % of the composition;

(b) the propylene glycol fatty acid ester, or the polyoxylglyceride, or the combination thereof is present in an amount of from 20 wt % to 40 wt % of the composition; and

(c) the surfactant is present in an amount of from 20 wt % to 40 wt %.

12. The composition of claim 1, wherein the fatty acid ester of glycerol is glycerol monolinoleate, glycerol monooleate, glycerol monostearate, glycerol monocaprylate or glycerol monocaprate.

13. The composition of claim 1, wherein the propylene glycol fatty acid ester is propylene glycol monocaprylate, a propylene glycol dicaprate/dicaprylate ester, propylene glycol heptanoate, propylene glycol monolaurate, propylene glycol monostearate, propylene glycol monooleate, propylene glycol monopalmitate, or propylene glycol monomyristate.

14. The composition of claim 1, wherein the fatty acid ester of glycerol is glycerol monooleate and the propylene glycol fatty acid ester is propylene glycol monocaprylate.

15. The composition of claim 1, wherein the abiraterone acetate is present in an amount ranging from 5 wt % to 10 wt % of the composition.

2. A composition, consisting of:

abiraterone acetate;

a lipid matrix, consisting of (a) a fatty acid ester of glycerol or mixtures thereof in an amount of from 10 wt % to 60 wt % of the composition;

(b) a propylene glycol fatty acid ester, or a polyoxylglyceride, or a combination thereof, wherein the propylene glycol fatty acid ester, or the polyoxylglyceride, or the combination thereof is present in an amount of from 20 wt % to 60 wt % of the composition; and

(c) a surfactant present in an amount of from 15 wt % to 60 wt % of the composition; and

wherein the abiraterone acetate is solubilized in the lipid matrix; and

an antioxidant.

4. A capsule filled with the composition of claim 2.