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A Ligustrazine derivative and its preparation method and application

A derivative, Ligustrazine technology, applied in the field of Ligustrazine derivatives and its preparation, to achieve the effect of promoting the growth of cell synapses and promoting the proliferation of neuron cells

Active Publication Date: 2020-01-03
深圳夏浠湾医药科技有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, lack of research on tetramethylpyrazine derivatives in the prior art

Method used

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  • A Ligustrazine derivative and its preparation method and application
  • A Ligustrazine derivative and its preparation method and application
  • A Ligustrazine derivative and its preparation method and application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment Construction

[0025] The preparation technology of ligustrazine derivative described in the present invention is as follows:

[0026] The synthesis technique of compound I is as follows:

[0027]

[0028] Weigh 10 mmol of ligustrazine and 0.5 mmol of dibenzoyl peroxide (BPO) into a one-necked flask, add 10 ml of solvent carbon tetrachloride, and stir at 30°C. NBS (1.77 g, 10 mmol) was added in portions, followed by stirring at reflux. TCL detected the completion of the reaction, filtered while hot, added 10 ml of saturated aqueous sodium bicarbonate solution, extracted the filtrate twice with 10 ml of dichloromethane, and obtained compound 2 (1.98 g, yield 92%) by column chromatography.

[0029] Sulfur (5mmol) and sodium sulfide (10mmol) were dissolved in water (2.5ml), reacted at 50°C for half an hour, and then cooled to room temperature. DDAB (4 mol%) was added, and a chloroform solution (2.5 ml) of compound 2 (10 mmol) was added dropwise. React at room temperature, and TCL detects ...

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Abstract

The invention provides a ligustrazine derivative and a preparation method and applications thereof. The provided ligustrazine derivative can treat hypoxia damage induced by IAA, can be used to treat stroke and many neurodegenerative diseases, and is capable of promoting the proliferation of neural cells and the growth of cell synapse.

Description

technical field [0001] The invention relates to a tetramethylpyrazine derivative and a preparation method thereof. Background technique [0002] Tetramethylpyrazine (TMP) is an active ingredient extracted from plants such as Ligusticum chuanxiong of Umbelliferae, Curcuma aromatica of Zingiberaceae, and Jatropha podagrica of Euphorbiaceae. It can be detected in fermented products such as vinegar, liquor and natto fermented by Bacillus subtilis. It has a variety of biological activities, such as anti-tumor, anti-inflammation, anti-apoptosis, vasodilation, etc., so it is widely used in clinical treatment of cardiovascular and cerebrovascular diseases. However, there is a lack of research on tetramethylpyrazine derivatives in the prior art. Contents of the invention [0003] The object of the present invention is to provide a ligustrazine derivative and a preparation method thereof. [0004] In order to achieve the above object, the technical scheme adopted by the present i...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D241/12A61K31/497A61P9/10A61P25/28
CPCC07D241/12
Inventor 齐菲夏俊霞张在军王亮
Owner 深圳夏浠湾医药科技有限公司