Amphiphilic compound, and medical resin composition and pharmaceutical additive using the same

Patent metadata

Field	Value
Publication number	US-12297302-B2
Application number	US-202017441859-A
Country	US
Kind code	B2
Filing date	Mar 30, 2020
Priority date	Mar 29, 2019
Publication date	May 13, 2025
Grant date	May 13, 2025

Abstract

Provided is means capable of reducing the adsorptivity to plastics while suppressing a decrease in intracellular uptake efficiency in an amphiphilic compound that can be applied to long-term blood-retaining liposomes or the like as a drug carrier. The above problem can be solved by an amphiphilic compound comprising a moiety (I) including a constitutional unit (A) derived from a monomer (a) having two or more hydroxyl groups and having 2 to 10 carbon atoms constituting the side chain among the carbon atoms of the constitutional unit, and a hydrocarbon group having 8 or more carbon atoms.

First claim

The invention claimed is:

1. An amphiphilic compound comprising:
a moiety (I) including a constitutional unit (A); and
a hydrocarbon group having 8 or more carbon atoms,
wherein the constitutional unit (A) includes a constitutional unit represented by chemical formula (1):

wherein R 1 represents a hydrogen atom or a methyl group, and X represents —C(═O)—O—, —C(═O)—NH—, —O—, —CH 2 O—, or —CH 2 CH 2 O—,
the hydrocarbon group having 8 or more carbon atoms is bonded to the moiety (I) via a divalent bonding group containing a group selected from the group consisting of —S—, —S—C(═S)—, —S—C(═S)—S—, —S—C(═S)—N(—R a )—, —S—C(═S)—O—, —S—R b —C(═O)—O—, —S—R b —C(═O)—N(—R a )—, —S—R b —O—, —S—R b —O—C(═O)—, and —N(—R a )—C(═O)—, wherein R a is a hydrogen atom or a hydrocarbon group having 1 to 30 carbon atoms, and R b is a hydrocarbon group having 1 to 30 carbon atoms.

2. The amphiphilic compound according to claim 1 , wherein the moiety (I) consists of a polymer having the constitutional unit (A).

3. The amphiphilic compound according to claim 1 , wherein the hydrocarbon group having 8 or more carbon atoms has 8 to 50 carbon atoms.

4. The amphiphilic compound according to claim 1 , wherein the hydrocarbon group having 8 or more carbon atoms is present as a portion of a lipid, and the lipid is bonded to the moiety (I) having the constitutional unit (A) via the divalent bonding group.

5. The amphiphilic compound according to claim 1 , wherein a proportion of the constitutional unit (A) is 1 to 100% by mass relative to a total mass of the moiety (I).

6. The amphiphilic compound according to claim 1 , wherein the hydrocarbon group is present as a portion of a lipid and a molecular weight of the lipid is 2000 or less.

7. The amphiphilic compound according to claim 1 , wherein a number average molecular weight (Mn) of the moiety (I) including the constitutional unit (A) is 1000 to 90000.

8. A medical resin composition comprising:
the amphiphilic compound according to claim 1 .

9. A liposome comprising:
the amphiphilic compound according to claim 1 .

10. A pharmaceutical additive comprising:
the amphiphilic compound according to claim 1 .

11. A pharmaceutical additive comprising:
the medical resin composition according to claim 8 .

12. A pharmaceutical additive comprising:
the liposome according to claim 9 .

13. A pharmaceutical additive according to claim 10 , wherein the pharmaceutical additive is a carrier for holding a medicine.

14. A pharmaceutical additive according to claim 11 , wherein the pharmaceutical additive is a carrier for holding a medicine.

15. A pharmaceutical additive according to claim 12 , wherein the pharmaceutical additive is a carrier for holding a medicine.

16. The amphiphilic compound according to claim 1 , wherein a molecular weight of the hydrocarbon group having 8 or more carbon atoms is in a range of 100 or more and 5000 or less.

17. The amphiphilic compound according to claim 1 , wherein a proportion of a molecular weight of the hydrocarbon group having 8 or more carbon atoms is 0.2 to 20% relative to a molecular weight of the amphiphilic compound.

Assignees

• Nippon Catalytic Chem Ind

Inventors

• Imase Masato
• Sato Akane

Classifications

• A61K47/32 Primary

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

• A61K9/127

  Synthetic bilayered vehicles, e.g. liposomes or liposomes with cholesterol as the only non-phosphatidyl surfactant · CPC title

• C08F126/08

  N-Vinyl-pyrrolidine · CPC title

• C08F120/20 Primary

  of polyhydric alcohols or {polyhydric} phenols {, e.g. 2-hydroxyethyl (meth)acrylate or glycerol mono-(meth)acrylate} · CPC title

• A61K9/1272

  comprising non-phosphatidyl surfactants as bilayer-forming substances, e.g. cationic lipids or non-phosphatidyl liposomes coated or grafted with polymers (lipids as modifying agents {A61K47/543}) · CPC title