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Diarylethene type compound as well as medicine composition and application thereof

A technology of diarylethenes and compounds, applied in the field of medicine, achieves the effect of novel structure and easy synthesis

Inactive Publication Date: 2018-07-24
KUNMING INST OF BOTANY - CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The compound of formula (I) of the present invention has the potential to become a highly selective MAO-B inhibitor, and so far there has been no relevant report on the use of this compound in the treatment of PD

Method used

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  • Diarylethene type compound as well as medicine composition and application thereof
  • Diarylethene type compound as well as medicine composition and application thereof
  • Diarylethene type compound as well as medicine composition and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0034] Compounds of the present invention are partly purchased from Holland specs company (website: http: / / www.specs.com ), the corresponding numbers of the compounds in this part of the library are as follows:

[0035] compound

Embodiment 2

[0037] Preparation of Compound 83 ((Z)-2-(4-chlorophenyl)-3-[4-(trifluoromethyl)phenyl]prop-2-enenitrile):

[0038]

[0039] Add 455 mg p-chlorophenylacetonitrile, 0.41 mL p-trifluoromethylbenzaldehyde and 21 mg sodium ethylate to 10 mL of methanol, stir at room temperature for 2 hours, filter to obtain a white solid, wash twice with 2 mL of low-temperature ethanol, and dry to obtain 349 mg of compound 83 (produced rate 38%).

[0040] 1 H NMR (400MHz, CDCl 3 )δ7.97(d, J=8.0Hz, 2H), 7.74(d, J=8.0Hz, 2H), 7.63(d, J=8.8Hz, 2H), 7.55(s, 1H), 7.45(d, J=8.8Hz, 2H).

Embodiment 3

[0042] Compound 144

[0043] ((Z)-2-(4-chlorophenyl)-3-[6-(trifluoromethyl)-3-pyridyl]prop-2-enenitrile) was prepared in the same way as compound 83 in Example 2.

[0044]

[0045] 1 H NMR (400MHz, CDCl 3 )δ8.94(s,1H),8.62(d,J=8.4Hz,1H),7.82(d,J=8.4Hz,1H),7.66(d,J=8.8Hz,2H),7.56(s, 1H), 7.48(d, J=8.8Hz, 2H).

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Abstract

The invention provides a diarylethene type compound, a medicine composition using the diarylethene type compound as an active ingredient and application of the diarylethene type compound in preparation of a MAO-B (Monoamine Oxidase B) inhibitor and preparation of PD (Parkinson's Disease) treatment medicine. The MAO-B is proved to have close relationship with the PD pathogenesis and is a classic target for PD medicine development. The diarylethene type compound provided by the invention can be used for preparing the MAO-B inhibitor. In vitro kinase activity experiments prove that the series ofcompounds have the obvious MAO-B inhibition effect.

Description

technical field [0001] The invention belongs to the technical field of medicine, and in particular relates to diarylethene compounds, pharmaceutical compositions using them as active ingredients, and their preparation of monoamine oxidase B (Monoamine Oxidase B, MAO-B) inhibitors and their preparation for the treatment of Parkinson's disease (Parkinson's Disease, PD) drug application. Background technique [0002] Parkinson's disease (PD) is a common neurodegenerative disease with an average age of onset of about 60 years old, which seriously endangers the health of the elderly and has a huge impact on society and economy. The main pathological change of Parkinson's disease is the degeneration and death of dopamine (DA) neurons in the substantia nigra of the basal ganglia, which leads to a significant decrease in the content of DA in the striatum and causes the disease. [0003] Monoamine Oxidase (MAO) is an enzyme that catalyzes the oxidative deamination reaction of monoam...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C255/35C07D213/57C07D409/06C07D405/06A61K31/277A61K31/44A61K31/4436A61K31/443A61K31/444A61P25/16
CPCC07C255/35C07D213/57C07D405/06C07D409/06Y02P20/55
Inventor 左之利孙威张树群王栋孔德信彭佳乐浦应兰
Owner KUNMING INST OF BOTANY - CHINESE ACAD OF SCI
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