Looking for breakthrough ideas for innovation challenges? Try Patsnap Eureka!

Pyrimidine derivatives with benzimidazole structural units as well as preparation method and application thereof

A technology of benzimidazole and structural unit, applied in the field of pharmaceutical chemical synthesis, achieving good market application prospects, mild reaction conditions, and reasonable synthesis design

Active Publication Date: 2015-03-25
ZHENGZHOU UNIV
View PDF2 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, there are few reports on the combination of the two, so this study has very important value

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • Pyrimidine derivatives with benzimidazole structural units as well as preparation method and application thereof
  • Pyrimidine derivatives with benzimidazole structural units as well as preparation method and application thereof
  • Pyrimidine derivatives with benzimidazole structural units as well as preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0018] 1.1. N-(4-methylphenyl)-2-(benzimidazol-2-methylenethio)-6-phenylpyrimidin-4-amine

[0019] At 60°C, potassium hydroxide (644mg) and thiourea (874mg) were dissolved in 15ml absolute ethanol, then ethyl benzoyl acetate (1ml) was added and the temperature was raised to 90°C to reflux. Stop the reaction after 10 h, filter under reduced pressure while hot, wash the filter cake with ethanol (3×2ml), and dissolve the obtained solid in 50ml of distilled water after vacuum drying, adjust the pH to 6 with concentrated hydrochloric acid, and the solid yield is After washing with water and drying in vacuo, the compound 6-phenyl-2-thiouracil (960mg) was obtained;

[0020] At room temperature, dissolve potassium carbonate (276mg) in distilled water (6ml), then add 6-phenyl-2-thiouracil (408mg), stir to dissolve and heat up to 60°C; 2-chloromethylenebenzene The acetone solution of imidazole (2-chloromethylenebenzimidazole (322mg) dissolved in acetone (4ml)) was slowly a...

Embodiment 2

[0044] 2.1. N-(4-methylphenyl)-2-(5-chlorobenzimidazol-2-methylenethio)-6-phenylpyrimidin-4-amine

[0045] At 60°C, potassium hydroxide (644mg) and thiourea (874mg) were dissolved in 15ml absolute ethanol, then ethyl benzoyl acetate (1ml) was added and the temperature was raised to 90°C to reflux. Stop the reaction after 10 h, filter under reduced pressure while hot, wash the filter cake with ethanol (3×2ml), and dissolve the obtained solid in 50ml of distilled water after vacuum drying, adjust the pH to 6 with concentrated hydrochloric acid, and the solid yield is After washing with water and drying in vacuo, the compound 6-phenyl-2-thiouracil (960mg) was obtained;

[0046] At room temperature, dissolve potassium carbonate (80mg) in distilled water (6ml), then add 6-phenyl-2-thiouracil (408mg), stir to dissolve and heat up to 60°C; 5-chloro-2-chloro The acetone solution of methylenebenzimidazole (5-chloro-2-chloromethylenebenzimidazole (400mg) dissolved in acetone (4ml)) was...

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

PUM

No PUM Login to View More

Abstract

The invention belongs to the technical field of pharmaceutical chemical synthesis, and discloses 2-(5H / Cl-benzimidazole-2-methylenethio)-4-substituted-6-phenylpyrimidine derivatives with antitumor activity and a synthesis method thereof and its uses. The invention prepares a series of 6-phenyl-2-thiouracil derivatives containing benzimidazole structural units by using ethyl benzoyl acetate as a raw material through reactions such as cyclization, substitution, chlorination and ammonolysis. The general formula of the compound of the present invention is shown in I.

Description

technical field [0001] The invention belongs to the field of pharmaceutical chemical synthesis, and relates to pyrimidine derivatives, in particular to 2-(5H / Cl-benzimidazole-2-methylenethio)-4-substituted-6-phenylpyrimidine derivatives with antitumor activity And its preparation method and use. Background technique [0002] Tumor is a disease that seriously endangers human health and is difficult to overcome. There are many anti-tumor drugs that have been marketed, but there are still some problems in these drugs, such as high toxicity, weak targeting, and easy drug resistance. Therefore, the research and development of new anticancer drugs is particularly important. [0003] Existing reports have confirmed that pyrimidine and benzimidazole compounds have a wide range of biological activities, such as antiviral, antibacterial, anti-inflammatory and antitumor. However, there are few reports on the combination of the two, so this study has very important value. Contents o...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

Application Information

Patent Timeline
no application Login to View More
Patent Type & Authority Patents(China)
IPC IPC(8): A61K31/506A61K31/5377A61P35/00C07D403/12
CPCC07D403/12
Inventor 刘宏民邵坤鹏吴朝阳顾一飞张秋荣陈鹏举薛登启贺鹏
Owner ZHENGZHOU UNIV
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Patsnap Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Patsnap Eureka Blog
Learn More
PatSnap group products

Browse by: Latest US Patents, China's latest patents, Technical Efficacy Thesaurus, Application Domain, Technology Topic, Popular Technical Reports.

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap|About US| Contact US: help@patsnap.com