Polycyclic acid compounds useful as crth2 antagonists and antiallergic agents

A compound, C1-C6 technology, applied in the direction of the active ingredients of heterocyclic compounds, the preparation of organic compounds, allergic diseases, etc., can solve the problems of not mentioned etc.

Inactive Publication Date: 2012-05-09
ASTELLAS PHARMA INC
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, none of these publications mention or suggest allergic reactions

Method used

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  • Polycyclic acid compounds useful as crth2 antagonists and antiallergic agents
  • Polycyclic acid compounds useful as crth2 antagonists and antiallergic agents
  • Polycyclic acid compounds useful as crth2 antagonists and antiallergic agents

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Embodiment

[0266] Hereinafter, the present invention is further elucidated and described with reference to examples, but the present invention is not limited to these examples. In this regard, new materials included in the starting materials were used in the examples, and the preparation methods for obtaining starting materials from known materials are described in "Preparations".

[0267] The reactions used to prepare the compound (I) of the present invention in each of "Preparations" and "Examples" are described in more detail below. The present invention should not be limited by the following "Preparations" and "Examples" in any way.

preparation example 1

[0269] To a solution of 5-(diphenylmethyl)-1-ethoxycarbonylmethyl-2(1H)-pyridone (565 mg) in EtOH was added dropwise 1M aqueous NaOH (4.9 mL) at room temperature, and the mixture was stirred at room temperature. The mixture was left for 1 hour. The resulting mixture was diluted with water (25 mL) and acidified with 1M aqueous HCl (10 mL). The precipitate was collected by filtration and washed with water (10 mL) to obtain 5-(diphenylmethyl)-1-carboxymethyl-2(1H)-pyridone (472 mg) as colorless crystals.

[0270] MS (ESI, m / z): 320 (M+H) + .

preparation example 2

[0272] To a solution of (2E,2′E)-3,3′-(1,3-phenylene)diethylacrylate (27.9 g) in a mixture of EtOH (300 mL) and THF (200 mL) at 0° C. 1M NaOH aqueous solution (92 mL) was added. The reaction mixture was stirred at the same temperature for 5 hours. The organic solvent of the reaction mixture was evaporated in vacuo and the obtained liquid was washed with EtOAc. The aqueous layer was neutralized with 1M aqueous HCl (92 mL), and the precipitate was collected by filtration. The precipitate was recrystallized twice from EtOH-water to obtain (2E)-3-{3-[(1E)-3-ethoxy-3-oxopropyl-1-en-1-yl]phenyl} Acrylic acid (10.5 g) as colorless crystals.

[0273] MS (ESI, m / z): 245 (M-H) - .

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Abstract

The present invention relates to a novel compound or a salt thereof, which is useful as a CRTH2 antagonist, especially as a medicament for disorder that participates eosinophil, for example, allergic disorder such as asthma, allergic rhinitis, allergic dermatitis, conjunctival inflammation, hives, eosinophilic bronchitis, food allergy, inflammation of the nasal sinuses, multiple sclerosis, angiitis, or chronic obstructive pulmonary disease (COPD) and the like.

Description

[0001] This application is from China with the application number 200780046458.9 (international application number PCT / JP2007 / 074475), the application date is December 13, 2007, and the invention name is "polycyclic acid compounds used as CRTH2 antagonists and antiallergic agents". A divisional application of a patent application. technical field [0002] The present application relates to novel compounds and medicaments containing the compounds as active ingredients, more particularly, the present application relates to therapeutic agents for inflammatory diseases. Background technique [0003] Mast cells, known as conductive cells in allergic inflammation, can be activated by various stimuli including antigens and produce various inflammatory mediators. [0004] Prostaglandin D 2 (PGD 2 ) is an important prostaglandin compound produced by activated mast cells. Some reports suggest that antigenic challenge occurs in the airways of asthmatics (New England Journal of Medic...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D213/64C07D237/14A61K31/4412A61K31/50A61P11/06A61P11/02A61P37/08A61P11/00
CPCC07D213/56C07D237/14C07D413/14C07D235/08C07C2101/08C07D401/06C07C271/50C07D237/04C07D401/10C07C233/73C07D413/04C07D213/64C07D213/81C07D211/76C07C233/18C07D409/10C07D263/38C07D213/82C07D209/24C07D263/22C07D277/34C07D405/04C07D209/08C07C233/60C07D401/12C07D333/38C07D209/14C07D213/80C07C233/20C07D209/42C07C2601/08A61P11/00A61P11/02A61P11/06A61P17/00A61P27/02A61P37/08A61P43/00A61K31/4412
Inventor 寺坂忠嗣善光龙哉林田久松田博佐藤淳司今村佳正长田宏关规夫天田由幸田崎调武田全弘田渕精一郎安田实椿一典
Owner ASTELLAS PHARMA INC
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