Carbacyclic phosphatidic acid compound

Patent metadata

Field	Value
Publication number	US-11958876-B2
Application number	US-202017787522-A
Country	US
Kind code	B2
Filing date	Dec 23, 2020
Priority date	Dec 23, 2019
Publication date	Apr 16, 2024
Grant date	Apr 16, 2024

Abstract

Provided is a degradation inhibitor that delays the progress of the degradation reaction of 2ccPA and has an excellent stabilization effect by using a carbacyclic phosphatidic acid compound represented by formula (1):wherein R1 represents hydrogen, alkali metal, alkyl, arylalkyl, or aryl; bonds indicated by solid and dotted lines represent single or double bonds; wavy lines represent single bonds; and when the single bond is adjacent to a double bond, the steric configuration is E-configuration, Z-configuration, or any mixture thereof.

First claim

The invention claimed is:

1. A carbacyclic phosphatidic acid compound represented by formula (1):

wherein R 1 represents hydrogen, alkali metal, alkyl, arylalkyl, or aryl; bonds indicated by solid and dotted lines represent single or double bonds; wavy lines represent single bonds; and when the single bond is adjacent to a double bond, the steric configuration is E-configuration, Z-configuration, or any mixture thereof.

2. The carbacyclic phosphatidic acid compound according to claim 1 , which is represented by formula (1A):

wherein R 1 is as defined in claim 1 , and bonds indicated by solid and dotted lines represent single or double bonds.

3. The carbacyclic phosphatidic acid compound according to claim 1 , wherein R 1 represents hydrogen or alkali metal.

4. A method for producing the carbacyclic phosphatidic acid compound according to claim 1 , the method comprising step (A) of reacting a cyclic phosphonic acid compound represented by formula (3):

wherein R 1b represents alkyl, arylalkyl, or aryl; and a linoleic acid compound and/or a linolenic acid compound to obtain a carbacyclic phosphatidic acid compound represented by formula (1-2):

wherein R 1b is as defined above; bonds indicated by solid and dotted lines represent single or double bonds; wavy lines represent single bonds; and when the single bond is adjacent to a double bond, the steric configuration is E-configuration, Z-configuration, or any mixture thereof.

5. The production method according to claim 4 , further comprising step (B) of reacting the carbacyclic phosphatidic acid compound represented by formula (1-2) and an alkali metal halide to obtain a carbacyclic phosphatidic acid compound represented by formula (1-1):

wherein R 1a represents hydrogen or alkali metal; bonds indicated by solid and dotted lines represent single or double bonds; wavy lines represent single bonds; and when the single bond is adjacent to a double bond, the steric configuration is E-configuration, Z-configuration, or any mixture thereof.

6. A degradation inhibitor comprising the carbacyclic phosphatidic acid compound according to claim 3 .

7. A composition comprising:
a carbacyclic phosphatidic acid compound represented by formula (1-1):

wherein R 1a represents hydrogen or alkali metal; bonds indicated by solid and dotted lines represent single or double bonds; wavy lines represent single bonds; and when the single bond is adjacent to a double bond, the steric configuration is E-configuration, Z-configuration, or any mixture thereof; and
a cyclic phosphonic acid compound represented by formula (2):

wherein R 1a is as defined above.

8. The composition according to claim 7 , wherein the carbacyclic phosphatidic acid compound is contained in an amount of 0.001 to 0.44 parts by mass based on 100 parts by mass of the cyclic phosphonic acid compound.

9. The composition according to claim 7 , which is a pharmaceutical composition.

10. The carbacyclic phosphatidic acid compound according to claim 2 , wherein R 1 represents hydrogen or alkali metal.

11. A degradation inhibitor comprising the carbacyclic phosphatidic acid compound according to claim 10 .

12. The composition according to claim 8 , which is a pharmaceutical composition.

Assignees

• Otsuka Chemical Co Ltd

Inventors

• Yoneyama Shin
• Okazaki Hiroki

Classifications

• C07F9/65742 Primary

  non-condensed with carbocyclic rings or heterocyclic rings or ring systems · CPC title

• C07F9/657181 Primary

  the ring phosphorus atom and, at least, one ring oxygen atom being part of a (thio)phosphonic acid derivative · CPC title