Amphiphilic polymer

Patent metadata

Field	Value
Publication number	US-2017143628-A1
Application number	US-201615355225-A
Country	US
Kind code	A1
Filing date	Nov 18, 2016
Priority date	Nov 25, 2015
Publication date	May 25, 2017
Grant date	—

Abstract

The present application relates to a micelle comprising a drug encapsulated by an amphiphilic polymer and a composition comprising the same.
The micelle of the present application has an excellent dispersion property on an aqueous solution and a superior percutaneous absorption characteristic on preparing a formulation.

First claim

What is claimed is:

1 . A micelle comprising:
a drug; and an amphiphilic polymer which encapsulates said drug, has a first block (A) and a second block (B) that is phase-separated with said first block (A) and comprises a polymerization unit (B1) of an acrylic monomer or a vinylic monomer having a solubility parameter of a single polymer of less than 10.0 (cal/cm 3 ) 1/2 and a polymerization unit (B2) of a polymerizable monomer having a functional group being capable of forming a hydrogen bond, wherein a weight ratio (B1:B2) of the polymerization unit (B1) of an acrylic monomer or a vinylic monomer having a solubility parameter of a single polymer of less than 10.0 (cal/cm 3 ) 1/2 and the polymerization unit (B2) of a polymerizable monomer having a functional group being capable of forming a hydrogen bond, in the second block (B), is in a range of 1:9 to 9:1.

2 . The micelle according to claim 1 , wherein
the drug comprises a physiologically active substance.

3 . The micelle according to claim 2 , wherein
the physiologically active substance is sparingly soluble.

4 . The micelle according to claim 3 , wherein
the sparingly soluble and physiologically active substance is any one selected from the group consisting of genistein, daidzein, cucurbitasin, prangenidin or a derivative thereof; a polyphenol; or a mixture thereof.

5 . The micelle according to claim 4 , wherein
the sparingly soluble and physiologically active substance is genistein or a glycoside of said genistein.

6 . The micelle according to claim 1 , wherein
the first block (A) comprises a polymer having a solubility parameter of 10 (cal/cm 3 ) 1/2 or more.

7 . The micelle according to claim 6 , wherein
the first block (A) is any one selected from the group consisting of polyethylene glycol, a polyethylene glycol-propylene glycol copolymer, polyvinyl pyrrolidone and polyethyleneimine.

8 . The micelle according to claim 1 , wherein
the acrylic monomer is represented by Formula 1 or Formula 2 below:

where, Q in Formula 1 and 2 is hydrogen or an alkyl group, B in Formula 1 is a straight or branched alkyl group having at least one carbon atom, an alicyclic hydrocarbon group, an aromatic substituent or a carboxyl group, and R 1 and R 2 in Formula 2 are each independently hydrogen, a straight or branched alkyl group having at least one carbon atom, an alicyclic hydrocarbon group, or an aromatic substituent.

9 . The micelle according to claim 8 , wherein
Q in Formula 1 is hydrogen or an alkyl group having 1 to 4 carbon atoms, B is an alkyl group having at least one carbon atom or an alicyclic hydrocarbon group having 6 to 12 carbon atoms.

10 . The micelle according to claim 1 , wherein
the vinylic monomer is represented by Formula 3 or Formula 4 below:

where, X is a nitrogen atom or an oxygen atom, Y is a carbonyl group or a single bond, R 3 and R 5 are each independently hydrogen or an alkyl group, or R 3 and R 5 are linked together to form an alkylene group, and R 4 is an alkenyl group (provided that R 3 is not present, if X is an oxygen atom);

where, R 6 , R 7 and R 8 are each independently hydrogen or an alkyl group, and R 9 is a cyano group or an aromatic substituent.

11 . The micelle according to claim 1 , wherein
the functional group is a hydroxyl group, an amine group, a nitro group, an amino group, an imide group, an alkoxysilane group or a cyano group.

12 . The micelle according to claim 1 , wherein
the amphiphilic polymer has a block ratio (A:B) of the first block (A) and the second block (B) different from each other.

13 . The micelle according to claim 12 , wherein
the block ratio (A:B) of the first block (A) and the second block (B) in the amphiphilic polymer is 1:9 to 9:1.

14 . The micelle according to claim 1 , wherein
the block ratio (A:B) of the first block (A) and the second block (B) in the amphiphilic polymer is 3:7 to 7:3.

15 . The micelle according to claim 1 , wherein
the second block of the amphiphilic polymer is adjacent to the drug.

16 . The micelle according to claim 1 , wherein
the average particle diameter is in a range of 1 to 10,000 nm.

17 . A composition for preparing particles comprising the micelle of claim 1 .

18 . A pharmaceutical or cosmetic composition comprising the micelle of claim 1 .

19 . The pharmaceutical or cosmetic composition according to claim 18 , wherein
the composition is in a water-in-oil type emulsion form or an oil-in-water type emulsion form.

20 . A process for preparing the micelle of claim 1 comprising:
a step of polymerizing a polymer forming a first block (A) and an acrylic monomer or a vinylic monomer having a solubility parameter of a single polymer of less than 10.0 (cal/cm 3 ) 1/2 to prepare an amphiphilic polymer; and
a step of mixing said amphiphilic polymer and a drug.

Assignees

• Lg Chemical Ltd
• Lg Household & Health Care Ltd

Inventors

• Kim Su Jeong
• Yoon Jeong Ae
• Lee Sun Hwa
• Shim Woo Sun
• Yoon Sung Soo
• Ju Chang Hwan
• Kim Jung A
• Kang Nae Gyu

Classifications

• A61K31/352

  condensed with carbocyclic rings, e.g. methantheline  {(cannabinoids A61K31/658)} · CPC title

• A61K47/32

  Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds, e.g. carbomers {, poly(meth)acrylates, or polyvinyl pyrrolidone} · CPC title

• A61K9/1075 Primary

  Microemulsions or submicron emulsions; Preconcentrates or solids thereof; Micelles, e.g. made of phospholipids or block copolymers (A61K9/0026 takes precedence) · CPC title

• A61Q19/00

  Preparations for care of the skin · CPC title

• A61K8/06

  Emulsions · CPC title