Composition comprising an organic diluent and a cellulose ether

Patent metadata

Field	Value
Publication number	US-9757465-B2
Application number	US-201314390049-A
Country	US
Kind code	B2
Filing date	Apr 8, 2013
Priority date	Apr 11, 2012
Publication date	Sep 12, 2017
Grant date	Sep 12, 2017

Abstract

A liquid composition comprises an organic diluent and at least one cellulose ether having anhydroglucose units joined by 1-4 linkages and having methyl groups, hydroxyalkyl groups, and optionally alkyl groups being different from methyl as substituents such that hydroxyl groups of anhydroglucose units are substituted with methyl groups such that s23/s26 is 0.29 or less, wherein s23 is the molar fraction of anhydroglucose units wherein only the two hydroxyl groups in the 2- and 3-positions of the anhydroglucose unit are substituted with a methyl group and wherein s26 is the molar fraction of anhydroglucose units wherein only the two hydroxyl groups in the 2- and 6-positions of the anhydroglucose unit are substituted with a methyl group. The liquid composition can be used for preparing a solid dispersion of an active ingredient in a cellulose ether.

First claim

What is claimed is:

1. A liquid composition comprising an organic diluent and at least one cellulose ether having anhydroglucose units joined by 1-4 linkages and having methyl groups, hydroxyalkyl groups, and optionally alkyl groups being different from methyl as substituents such that
hydroxyl groups of anhydroglucose units are substituted with methyl groups such that s23/s26 is 0.29 or less,
wherein s23 is the molar fraction of anhydroglucose units wherein only the two hydroxyl groups in the 2- and 3-positions of the anhydroglucose unit are substituted with a methyl group and
wherein s26 is the molar fraction of anhydroglucose units wherein only the two hydroxyl groups in the 2- and 6-positions of the anhydroglucose unit are substituted with a methyl group.

2. The liquid composition of claim 1 additionally comprising at least one active ingredient and optionally one or more adjuvants.

3. The liquid composition of claim 1 wherein said at least one cellulose ether has an MS (hydroxyalkyl) of 0.05 to 0.55.

4. The liquid composition of claim 1 wherein said at least one cellulose ether has a degree of the methyl substitution, DS(methyl), of 1.6 to 2.5.

5. The liquid composition of claim 1 wherein the sum of the MS(hydroxyalkyl) and the DS(methyl) is at least 1.8.

6. The liquid composition of claim 1 wherein said at least one cellulose ether has a viscosity of from 2.4 to 200 mPa·s, measured as a 2 wt.-% solution in water at 20° C. according to ASTM D2363 -79 (Reapproved 2006).

7. The liquid composition of claim 1 wherein said at least one cellulose ether is a hydroxypropyl methylcellulose and s23/s26 is 0.24 or less.

8. The liquid composition of claim 1 wherein the composition additionally comprises water and the composition comprises more than 50 weight percent of an organic diluent and less than 50 weight percent of water, based on the total weight of organic diluent and water.

9. A solid dispersion of at least one active ingredient in at least one cellulose ether having anhydroglucose units joined by 1-4 linkages and having methyl groups, hydroxyalkyl groups, and optionally alkyl groups being different from methyl as substituents such that
hydroxyl groups of anhydroglucose units are substituted with methyl groups such that s23/s26 is 0.29 or less,
wherein s23 is the molar fraction of anhydroglucose units wherein only the two hydroxyl groups in the 2- and 3-positions of the anhydroglucose unit are substituted with a methyl group and
wherein s26 is the molar fraction of anhydroglucose units wherein only the two hydroxyl groups in the 2- and 6-positions of the anhydroglucose unit are substituted with a methyl group and
wherein the active ingredient has an aqueous solubility of up to 40 mg/mL.

10. The solid dispersion of claim 9 that has been prepared by spray-drying a liquid composition comprising an organic diluent, said at least one active ingredient and said at least one cellulose ether.

11. The solid dispersion of claim 10 wherein the solid dispersion has been formulated into pellets, granules, pills, tablets, caplets, capsules microparticles, fillings of capsules or into a powder, paste, cream, suspension or slurry.

12. The solid dispersion of claim 9 that has been prepared by blending and melt-extruding said at least one active ingredient and said at least one cellulose ether.

13. The solid dispersion of claim 12 wherein the solid dispersion has been formulated into pellets, granules, pills, tablets, caplets, capsules microparticles, fillings of capsules or into a powder, paste, cream, suspension or slurry.

14. The solid dispersion of claim 9 wherein the active ingredient has an aqueous solubility of up to 2 mg/mL.

15. The solid dispersion of claim 9 wherein the active ingredient is a low solubility drug having a minimum aqueous solubility at a pH of 1 to 8 of 0.5 mg/mL or less.

16. A process for coating a dosage form comprising the step of contacting the liquid composition of claim 1 with the dosage form.

17. A process for the manufacture of capsules comprising the step of contacting the liquid composition of claim 1 with dipping pins.

Assignees

• Dow Global Technologies Llc

Inventors

• Adden Roland
• Sammler Robert L
• Brackhagen Meinolf
• Grasman Nicholas S
• Petermann Oliver
• Guillaudeu Steven J

Classifications

• C09D101/28

  Alkyl ethers · CPC title

• C09D101/284 Primary

  with hydroxylated hydrocarbon radicals · CPC title

• C08L1/28

  Alkyl ethers · CPC title

• C08B11/20

  Post-etherification treatments of chemical or physical type, {e.g. mixed etherification in two steps}, including purification · CPC title

• C08L1/284

  with hydroxylated hydrocarbon radicals · CPC title