Esterified cellulose ethers of very low viscosity

Patent metadata

Field	Value
Publication number	US-9617351-B2
Application number	US-201414766786-A
Country	US
Kind code	B2
Filing date	Feb 28, 2014
Priority date	Mar 7, 2013
Publication date	Apr 11, 2017
Grant date	Apr 11, 2017

Abstract

An esterified cellulose ether which comprises (i) aliphatic monovalent acyl groups or (ii) groups of the formula —C(O)—R—COOA, wherein R is a divalent aliphatic or aromatic hydrocarbon group and A is hydrogen or a cation, or (iii) a combination of aliphatic monovalent acyl groups and groups of the formula —C(O)—R—COOA, and which has a) a viscosity of from 1.2 to 1.8 mPaos, measured as a 2.0 wt % solution of the esterified cellulose ether in 0.43 wt % aqueous NaOH at 20° C., or b) a viscosity of up to 5 mPa·s, measured as a 10 wt % solution of the esterified cellulose ether in acetone at 20° C., or c) a combination of the viscosities of a) and b), is useful for preparing solid dispersions comprising drugs.

First claim

The invention claimed is:

1. An esterified cellulose ether
comprising (i) aliphatic monovalent acyl groups or (ii) groups of the formula —C(O)—R —COOA, wherein R is a divalent aliphatic or aromatic hydrocarbon group and A is hydrogen or a cation, or (iii) a combination of aliphatic monovalent acyl groups and groups of the formula —C(O)—R—COOA,
wherein the esterified cellulose ether has a) a viscosity of from 1.2 to 2.10 mPa·s, measured as a 2.0 wt. % solution of the esterified cellulose ether in 0.43 wt. % aqueous NaOH at 20° C., and b) a viscosity of up to 5 mPa·s, measured as a 10 wt. % solution of the esterified cellulose ether in acetone at 20° C. and wherein
the esterified cellulose ether is produced by esterifying a cellulose ether having a viscosity of from 1.2 to 1.8 mPa·s, measured as a 2 wt. % solution in water at 20° C. with (i) an aliphatic monocarboxylic acid anhydride or (ii) a dicarboxylic acid anhydride or (iii) a combination of an aliphatic monocarboxylic acid anhydride and a dicarboxylic acid anhydride.

2. The esterified cellulose ether of claim 1 having a) a viscosity of from 1.2 to 1.8 mPa·s, measured as a 2.0 wt % solution of the esterified cellulose ether in 0.43 wt % aqueous NaOH at 20° C., and b) a viscosity of up to 5 mPa·s, measured as a 10 wt % solution of the esterified cellulose ether in acetone at 20° C.

3. The esterified cellulose ether of claim 1 having a viscosity of up to 3 mPa·s, measured as a 10 wt % solution of the esterified cellulose ether in acetone at 20° C.

4. The esterified cellulose ether of claim 1 having a viscosity of from 1.20 to 1.70 mPa·s, measured as a 2.0 wt % solution of the esterified cellulose ether in 0.43 wt % aqueous NaOH at 20° C.

5. The esterified cellulose ether of claim 1 wherein the aliphatic monovalent acyl groups are acetyl, propionyl or butyryl groups and the groups of the formula —C(O)—R—COOA are —C(O)—CH 2 —CH 2 —COOA, —C(O)—CH═CH—COOA, or —C(O)—C 6 H 4 —COOA groups.

6. The esterified cellulose ether of claim 1 being hydroxypropyl methyl cellulose acetate succinate.

7. A composition comprising a liquid diluent and at least one esterified cellulose ether of claim 1 .

8. The composition of claim 7 additionally comprising at least one active ingredient and optionally one or more adjuvants.

9. The composition of claim 7 comprising from 10 to 25 percent of at least one esterified cellulose ether, from 70 to 89, percent of a liquid diluent, and from 1 to 15 percent, of an active ingredient, based on the total weight of the composition.

10. A solid dispersion comprising at least one active ingredient and at least one esterified cellulose ether of claim 1 .

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

12. A dosage form being coated with at least one esterified cellulose ether of claim 1 .

13. A capsule shell comprising at least one esterified cellulose ether of claim 1 .

Assignees

• Dow Global Technologies Llc

Inventors

• Petermann Oliver
• Appell Robert B
• Brackhagen Meinolf

Classifications

• A61K9/4816

  Wall or shell material · CPC title

• A61K9/2866

  Cellulose; Cellulose derivatives, e.g. hydroxypropyl methylcellulose · CPC title

• A61K9/146

  with organic macromolecular compounds · CPC title

• C08B13/00 Primary

  Preparation of cellulose ether-esters · CPC title

• C08B11/20

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