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Agent having neurotrophic factor-like activity

a neurotrophic factor and agent technology, applied in the field of agents having neurotrophic factorlike activity, can solve the problems of having difficulty in reaching the brain, affecting the ability of neurons to regenerate, and affecting the ability of neurons to be activated, so as to achieve preventive and improve, high safety, and preventive

Inactive Publication Date: 2010-08-12
NAGOYA INDUSTRIAL SCIENCE RESEARCH INST
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Benefits of technology

[0025]The agent having a neurotrophic factor-like activity of the present invention is useful as a preventive and therapeutic agent for a nervous disorder, which has high safety and activates signal transmission through a MAP kinase information transmission path. The agent is useful as a preventive and improving agent for a neurodegenerative disease such as Alzheimer's disease, Parkinson's disease, amyotrophic lateral sclerosis (ALS), Huntington's disease, progressive supranuclear palsy (PSP), or diabetic neuropathy in nervous disorders. The agent is useful as a preventive and improving agent for a mental disease in the nervous disorder. The agent is useful as a preventive and improving agent for depression or anxiety disorder (neurosis) in the mental disease. In particular, the agent can be expected to have an immediate antidepressant effect and antianxiety effect as a preventive and improving agent for depression or anxiety disorder (neurosis).

Problems solved by technology

Regeneration of an axon can hardly be expected in central nerves of a brain and spinal cord, and thus, when nerve cells have damage or degeneration, activation of the nerve cells is required.
However, since neurotrophic factors are polymer proteins, they have a problem of having difficulty in reaching the brain since they cannot pass through a blood-brain barrier even if administered from a peripheral.

Method used

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  • Agent having neurotrophic factor-like activity
  • Agent having neurotrophic factor-like activity
  • Agent having neurotrophic factor-like activity

Examples

Experimental program
Comparison scheme
Effect test

production example 1

Decanoic acid methyl ester, Compound 2

[0067]Decanoic acid was dissolved in thionyl chloride (10 ml) and treated in water bath for 3 hours to distill off excess thionyl chloride. Methanol (30 ml) was added to chloride of decanoic acid and refluxed in water bath for 2 hours. After cooling, the reaction mixture was added to 1N HCl (80 ml) to be acidic and distributed with ethyl acetate (hereinafter expressed as “EtOAc”). The distributed liquid was purified with column chromatography (developing solvent: n-hexane (C6H14)-EtOAc (3:1)) after concentration, and decanoic acid methyl ester shown in the following was isolated.

[0068]Colorless oily substance, C11H22O2 MW 186, EIMS m / z (%): 186 (M+, 7), 143 (21), 101 (10), 87 (55), 74 (100)

production example 2

Decanoic acid ethyl ester, Compound 3

[0069]Decanoic acid was dissolved in thionyl chloride (10 ml) and treated in water bath for 3 hours to distill off excess thionyl chloride. Ethanol (30 ml) was added to chloride of decanoic acid and refluxed in water bath for 2 hours. After cooling, the reaction mixture was added to 1N HCl (80 ml) to be acidic and distributed with EtOAc. The distributed liquid was purified with column chromatography (developing solvent: C6H14-EtOAc (3:1)) after concentration, and decanoic acid ethyl ester shown in the following was isolated.

[0070]Colorless oily substance, C12H24O2 MW 200, EIMS m / z (%): 200 (M+, 10), 155 (26), 101 (44), 88 (100), 73 (19)

production example 3

Trans-2-decenoic acid methyl ester, Compound 7

[0071]Trans-2-decenoic acid was dissolved in thionyl chloride (10 ml) and treated in water bath for 3 hours to distill off excess thionyl chloride. Methanol (30 ml) was added to chloride of trans-2-decenic acid and refluxed in water bath for 2 hours. After cooling, the reaction mixture was added to 1N HCl (80 ml) to be acidic and distributed with EtOAc. The distributed liquid was purified with column chromatography (developing solvent: C6H14-EtOAc (3:1)) after concentration, and trans-2-decenoic acid methyl ester shown in the following was isolated.

[0072]Colorless oily substance, C11H20O2 MW 184, EIMS m / z (%): 184 (M+, 5), 167 (6), 153 (43), 123 (16), 113 (41), 87 (90), 69 (39), 43 (100)

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Abstract

The present invention provides a pharmaceutical agent having high safety and a neurotrophic factor-like activity, which contains, as an active ingredient, any one compound included in fatty acids each having 8 carbon atoms (C8) or having 10 carbon atoms (C10) to 12 carbon atoms (C12) or fatty acid esters thereof, such as 3,7-dimethyloctanoic acid ethyl ester, geranic acid ethyl ester, and the like, each of which has 8 carbon atoms (C8), decanoic acid methyl ester, trans-2-decenoic acid, trans-2-decenoic acid methyl ester, trans-2-decenoic acid ethyl ester, trans-2-decenoic acid-2-decenyl ester, trans-2-decenoic acid cyclohexyl ester, trans-2-decenoic acid isopropyl ester, trans-3-decenoic acid methyl ester, trans-9-decenoic acid methyl ester, and the like, each of which has 10 carbon atoms (C10), trans-10-undecenoic acid methyl ester, trans-10-undecenoic acid ethyl ester, and the like, each of which has 11 carbon atoms (C11), and dodecanoic acid, and the like, each of which has 12 carbon atoms (C12), or salts thereof or prodrugs thereof.

Description

TECHNICAL FIELD[0001]The present invention relates to an agent having a neurotrophic factor-like activity, which is useful for nervous disorders such as neurodegenerative diseases and depression due to promotion of activation of nerve cells, by activating signal transmission with a neurotrophic factor-like activity of a nervous growth factor (NGF), a brain-derived neurotrophic factor (BDNF), and the like.BACKGROUND ART[0002]A nerve cell is a cell having an information transmission function, and its damage emerges as serious loss of a cranial nerve function. Regeneration of an axon can hardly be expected in central nerves of a brain and spinal cord, and thus, when nerve cells have damage or degeneration, activation of the nerve cells is required. A neurotrophic factor is indispensable for activation of nerve cells of central nerves and peripheral nerves such as differentiation of nerve cells, survival sustention, promotion of synapse functions, regeneration and restoration in damage ...

Claims

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Application Information

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Patent Type & Authority Applications(United States)
IPC IPC(8): C07C59/185
CPCA61K31/20A61K31/231A61K31/23A61K31/201A61P21/02A61P25/00A61P25/14A61P25/16A61P25/18A61P25/22A61P25/24A61P25/28
Inventor IINUMA, MUNEKAZUFURUKAWA, SHOEI
Owner NAGOYA INDUSTRIAL SCIENCE RESEARCH INST
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