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Azole eleostearate derivative with anticancer activity

A technology of cartilic acid azole and anticancer activity, which is applied in the field of compounds, can solve the problems of destroying cell growth, application limitations, toxic and side effects, etc., and achieve the effect of simple operation of the method, broadening the scope, and increasing anticancer activity

Pending Publication Date: 2020-02-25
INST OF CHEM IND OF FOREST PROD CHINESE ACAD OF FORESTRY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Traditional chemotherapy drugs non-specifically block cell division and cause cell death. While killing cancer cells, they also destroy the growth of normal human cells, causing many toxic and side effects, which limit their application

Method used

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  • Azole eleostearate derivative with anticancer activity
  • Azole eleostearate derivative with anticancer activity
  • Azole eleostearate derivative with anticancer activity

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0022] The following examples are some examples of the present invention, and should not be regarded as limiting the present invention.

[0023] Preparation of citric acid chloride: Weigh citric acid and thionyl chloride at a molar ratio of 1:3, dissolve civic acid in 60m methylene chloride, slowly add thionyl chloride dropwise, and react at 20°C for 2 hours. After the reaction is over, the steric acid chloride is obtained by distillation under reduced pressure. Its structure is as follows:

[0024]

[0025] Preparation of citric acid azole derivatives: Weigh the raw material 3-amino-5-mercapto-1,2,4-triazole and dissolve it in 50 mL of dichloromethane solution. After slowly adding citric acid chloride at a molar ratio of 1:1, the reaction was started under reflux at -10°C for 2 hours. Thin-layer chromatography tracking detection, after the reaction is complete, add an appropriate amount of water to wash 3 times. Add dichloromethane, shake well and extract, remove the lo...

Embodiment 1

[0027] Cartilic acid nitrogen azole derivative 1H NMR (MHz, CDCl in embodiment 1 3 ,δppm): δ0.96~2.23(-CH 3 ,-CH 2 -); δ5.65~6.51(-CH=CH-); δ7.01~7.65(-CH-); δ3.0(-SH); δ4.0(-NH 2 ). IR:2915,2849cm -1 (-CH 2 ,-CH 3 );1727cm -1 (C=O); 1553cm -1 (N–H); 1169cm -1 、1140cm -1 (N–C).

Embodiment 2

[0029] Preparation of citric acid chloride: weigh citric acid and oxalyl chloride at a molar ratio of 1:4, dissolve citric acid in 60mM dichloromethane, slowly add thionyl chloride, and react at 70°C for 3 hours. After the reaction is over, the steric acid chloride is obtained by distillation under reduced pressure. Its structure is as follows:

[0030]

[0031] Preparation of citric acid azole derivatives: Weigh the raw material 3,5-dibromo-1,2,4-triazole and dissolve it in 50 mL of dichloromethane solution. After slowly adding citric acid chloride at a molar ratio of 1:2, the reaction was started under reflux at 0°C for 2 hours. Thin-layer chromatography tracking detection, after the reaction is complete, add an appropriate amount of water to wash 3 times. Add dichloromethane, shake well and extract, remove the lower layer of liquid under reduced pressure to remove the solvent, and dry over anhydrous sodium sulfate. Add absolute ethanol to the obtained crude product at...

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Abstract

The invention discloses an azole eleostearate derivative with anticancer activity. The structural formula of the azazole eleostearate derivative is represented by formula I. The azole eleostearate derivative has good activity on hepatoma carcinoma cells, and has a wide prospect in the field of medicines.

Description

technical field [0001] The invention relates to a compound, in particular to a citric acid azole derivative with anticancer activity. Background technique [0002] Cancer is one of the diseases that seriously threaten human health, and its treatment and prevention have attracted extensive attention. At present, the methods for treating cancer include radiotherapy and chemotherapy, but chemotherapy is currently one of the most effective methods for treating cancer. There are many kinds of chemical drugs currently used clinically to treat cancer, such as 5-fluorouracil, cisplatin, and gemcitabine. Traditional chemotherapy drugs non-specifically block cell division and cause cell death. While killing cancer cells, they also destroy the growth of normal human cells, causing many toxic and side effects, which limit their application. Therefore, finding new anticancer drugs with high efficiency and low toxicity has become one of the key research topics in the field of medicinal ...

Claims

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Application Information

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IPC IPC(8): C07D249/10C07D249/14A61P35/00
CPCA61P35/00C07D249/10C07D249/14
Inventor 黄立新成江张彩虹
Owner INST OF CHEM IND OF FOREST PROD CHINESE ACAD OF FORESTRY