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Anti-depression active substance BHC-one as well as preparation and application thereof

A drug and compound technology, applied in the compound field, can solve problems such as side effects, low drug reaction rate, and long onset time, and achieve good antidepressant activity, less impurity content, and less harmful effects

Active Publication Date: 2021-12-28
ZHEJIANG OCEAN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Although many antidepressant drugs have been used clinically, due to the low response rate of some drugs, long onset time and potential side effects, there are still quite a few patients who are ineffective after various treatments, and some still need help. electroconvulsive therapy

Method used

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  • Anti-depression active substance BHC-one as well as preparation and application thereof
  • Anti-depression active substance BHC-one as well as preparation and application thereof
  • Anti-depression active substance BHC-one as well as preparation and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0027] Step 1: Synthesis of 2-methyl-4-phenylquinoline-3-ethanone

[0028] Weigh 0.5g (5mmol) of acetylacetone and 0.48g (2.5mmol) of citric acid in a round bottom flask, and weigh 1.0g (5mmol) of 2-aminobenzophenone after dissolving it with 1,4-dioxane , slowly dripped into the round bottom flask while stirring on the magnetic stirrer, heated to 101 °C, judged the reaction process by thin layer chromatography (TLC), and reacted for about 12 hours. After the reaction was completed, pour the reaction solution into the beaker and cool After reaching room temperature, the pH was adjusted to weak alkalinity with 1M NaOH solution, and solids were precipitated. Suction filtration, washing with 0.1M dilute hydrochloric acid solution, washing with water, and drying the filter cake to obtain 2-methyl-4-phenylquinoline-3-ethanone;

[0029] Step 2: Synthesis of (E)-4-(3-(2-methyl-4-phenylquinolin-3-yl)-3-oxoprop-1-en-1-yl)benzaldehyde

[0030] Weigh 0.2g of terephthalaldehyde in a 100m...

Embodiment 2

[0038]All the experimental animals are ICR white mice, both male and female, with a body weight of 20g±2g. Before the experiment, they were stably raised in the SPF grade animal room for one week to adapt to the new feeding environment. The ventilation facilities in the animal room are running well, and the air supply and exhaust equipment are operating normally; the humidity is suitable (45-65%); the temperature is controlled at about 24°C; the noise is controlled within 60dB. The light conditions in the animal room were good, and the cycle of light and dark was controlled to be 12h per cycle. Move to the pharmacology laboratory within 1-2 hours before the experiment to adapt to the experimental conditions.

[0039] 2.1 Forced swimming experiment

[0040] Male mice of 20g±2g were taken and randomly divided into groups of 8 mice. The mice in the first group were injected with 100 mg / kg of compound BHC-one, the mice in the second group were injected with 100 mg / kg of fluoxet...

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PUM

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Abstract

The invention relates to the technical field of compounds, in particular to an anti-depression active substance BHC-one as well as preparation and application thereof. The quinoline-chalcone derivative BHC-one compound can obviously inhibit the immobility time of mice, an inhibition rate reaches 76.4%, and the quinoline-chalcone derivative BHC-one compound shows good anti-depression activity; the quinoline-chalcone derivative BHC-one compound is prepared from common raw materials and reagents such as acetylacetone, citric acid, 1,4-dioxane and the like, and the common raw materials and reagents are easy to obtain; the reagents used in the scheme can be environment-friendly and pollution-free after being slightly treated, and have small harm to the environment; and the preparation method is high in yield and low in impurity content.

Description

technical field [0001] The invention relates to the technical field of compounds, in particular to an antidepressant active substance BHC-one and its preparation and application. Background technique [0002] Depression is a mental disorder characterized by abnormal depression as the main clinical manifestation. The difference from normal depression is that its degree and nature exceed the limit of normal variation, and there are often strong suicidal intentions. Clinically used antidepressants can be divided into norepinephrine reuptake inhibitors (tricyclic antidepressants, monoamine oxidase inhibitors and serotonin reuptake inhibitors). Although many antidepressant drugs have been used clinically, due to the low response rate of some drugs, long onset time and potential side effects, there are still quite a few patients who are ineffective after various treatments, and some still need help. Electroconvulsive therapy. Therefore, the development of antidepressants is stil...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D215/14A61K31/47A61P25/24
CPCC07D215/14A61P25/24Y02A50/30
Inventor 陈思源谭秋湾何丽雅张珊珊关丽萍
Owner ZHEJIANG OCEAN UNIV
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