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Ligustrazine derivative, and preparation method and applications thereof

A technology of ligustrazine and its derivatives, applied in the field of ligustrazine derivatives and its preparation

Active Publication Date: 2019-07-09
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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  • Ligustrazine derivative, and preparation method and applications thereof
  • Ligustrazine derivative, and preparation method and applications thereof
  • Ligustrazine derivative, and preparation method and applications thereof

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Experimental program
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Embodiment Construction

[0079] The preparation technology of ligustrazine derivative described in the present invention is as follows:

[0080] 1. Synthetic routes of MSS17 and MSS19

[0081]

[0082] 2. Synthesis steps of MSS17 and MSS19

[0083] 1. Synthesis of Compound 14-1

[0084]

[0085] Weigh 3.04g of compound 14-0 and dissolve it in 4mL of acetic acid, add 1.8mL of 30% H 2 o 2 , the reaction temperature was raised to 70°C for 4 hours, and 1.8 mL of 30% H 2 o 2 , continue to heat the reaction at 70°C overnight. Cool to room temperature, adjust the system to weak alkalinity with 50% sodium hydroxide solution, extract twice with dichloromethane, combine the organic phases and dry, filter, and concentrate to obtain 3.0 g of white solid compound 14-1, yield: 88.2% .

[0086] 2. Synthesis of Compound 14-2

[0087]

[0088] Add 2 mL of acetic anhydride to 3.0 g of compound 14-1, heat up the reaction at 145°C and reflux overnight, monitor the completion of the reaction by TLC, cool ...

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Abstract

The invention provides a ligustrazine derivative, and a preparation method and applications thereof. The ligustrazine derivative is capable of treating IAA induced hypoxic injury, promoting neuron cell proliferation, promoting cell synapsis lengthening, and can be used for treating stroke and neurodegenerative diseases.

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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IPC IPC(8): C07D403/12A61K31/497A61P25/28A61P25/16A61P25/14A61P25/00
CPCC07D403/12
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