Citric acid derivative

Patent metadata

Field	Value
Publication number	US-11001573-B2
Application number	US-201916653344-A
Country	US
Kind code	B2
Filing date	Oct 15, 2019
Priority date	Nov 2, 2015
Publication date	May 11, 2021
Grant date	May 11, 2021

Abstract

Compounds (citric acid derivatives) represented by formulas (1) and (2) below are novel compounds having an inhibitory effect against liver disorder and can be used as liver disorder inhibitors and food additives (wherein R 1 represents a C1 to C3 alkyl group optionally having a carboxyl group or a hydroxyl group, and R 2 represents a hydrogen atom, or R 1 and R 2 optionally form a cyclic structure together to represent a C2 to C3 alkylene chain).

First claim

The invention claimed is:

1. A compound represented by formula (2):

wherein R 1 represents a methyl group having a carboxyl group, and R 2 represents a hydrogen atom, or R 1 and R 2 optionally form a cyclic structure together to represent a C2 to C3 alkylene chain.

2. The compound according to claim 1 , wherein
the compound represented by formula (2) is represented by the following structures:

3. A method for inhibiting liver disorder comprising:
administering one or more compounds represented by formula (2):

wherein R 1 represents a methyl group having a carboxyl group, and R 2 represents a hydrogen atom, or R 1 and R 2 optionally form a cyclic structure together to represent a C2 to C3 alkylene chain to a subject having liver disorder.

4. The method for inhibiting liver disorder according to claim 3 , wherein the liver disorder is nonalcoholic steatohepatitis (NASH).

5. A method for conversion to a compound of formula (2), comprising:
heating a compound represented by formula (1) in an aqueous solution to which an alkaline substance for generating hydroxide ions is added:

wherein R 1 represents a methyl group having a carboxyl group, and R 2 represents a hydrogen atom, or R 1 and R 2 optionally form a cyclic structure together to represent a C2 to C3 alkylene chain.

6. The method according to claim 5 , wherein the compound represented by formula (1) is allowed to react in an aqueous solution having a pH of 6.0 to 12.0 to which the alkaline substance for generating hydroxide ions is added, at 80 to 130° C. for 20 minutes to 240 minutes.

Assignees

• Adabio Co Ltd
• Otsuka Pharma Factory Inc

Inventors

• Hiraishi Katsuya
• Jimma Fumie
• Soma Hiroyuki
• Adachi Taro
• Adachi Masakazu
• Yamaoka Ippei
• Kagawa Tomohiro

Classifications

• A23L33/105

  Plant extracts, their artificial duplicates or their derivatives · CPC title

• A61K31/194

  having two or more carboxyl groups, e.g. succinic, maleic or phthalic acid · CPC title

• A61P1/18

  for pancreatic disorders, e.g. pancreatic enzymes · CPC title

• A61K31/4025

  not condensed and containing further heterocyclic rings, e.g. cromakalim · CPC title

• C07D207/12

  Oxygen or sulfur atoms · CPC title