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

6H-indolo[2,3-b]quinoxaline derivative, and preparation method and application thereof

A 3-b, quinoxaline technology, applied in organic chemistry, drug combination, anti-tumor drugs, etc., can solve the problem of anti-tumor activity that has not been reported in the literature, and achieve good anti-tumor activity and good inhibitory activity in vitro

Inactive Publication Date: 2019-12-06
GUANGXI NORMAL UNIV
View PDF2 Cites 3 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

6H-indolo[2,3-b]quinoxaline derivatives are an important class of heterocyclic compounds. Currently, there are relatively few reports on their synthesis methods, and the research on their biological activities mainly focuses on antiviral activity. (Bioorganic&Medicinal Chemistry Letters 27(2017)3915–3919; European Journal of Medicinal Chemistry 46(2011)794-798; European Journal of Medicinal Chemistry 45 (2010)1237–1243), its antitumor activity has not been reported in the literature

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
  • 6H-indolo[2,3-b]quinoxaline derivative, and preparation method and application thereof
  • 6H-indolo[2,3-b]quinoxaline derivative, and preparation method and application thereof
  • 6H-indolo[2,3-b]quinoxaline derivative, and preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0027] The synthesis of embodiment 1 compound 3a

[0028] Under electromagnetic stirring, add o-phenylenediamine (2.16g, 20.0mmol), isatin (2.94g, 20.0mmol) and acetic acid (50mL) successively in the round bottom flask of 250mL; 2 Under protection, the round bottom flask was placed in a 120°C electromagnetic stirrer, and reacted for 12h (TLC monitored the reaction process, developer: V DCM :V EA :V MeOH =9:3:1), cooled, removed most of the acetic acid under reduced pressure, added water (50mL) dropwise to the reaction mixture, stirred, a yellow solid precipitated, filtered, and the filter cake was washed with water (3×20mL) to obtain Compound 3a 3.94 g, bright yellow solid, crude yield 90.0%.

Embodiment 2

[0029] The synthesis of embodiment 2 compound 3b

[0030] Replace the isatin in Example 1 with 5-methylisatin, and the experimental operation is the same as in Example 1 to obtain compound 3b Yield: 96.9%, melting point: 295-296°C.

Embodiment 3

[0031] The synthesis of embodiment 3 compound 3c

[0032] Replace the isatin in Example 1 with 6-methoxyisatin, and the experimental operation is the same as in Example 1 to obtain compound 3c Yield: 96.0%, melting point: 295-297°C.

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 provides a 6H-indolo[2,3-b]quinoxaline derivative, and a preparation method and application thereof. The general formula is as shown in the specification. The preparation method comprises a step of preparing the 6H-indolo[2,3-b]quinoxaline derivative by taking o-phenylenediamine, indoldione, dihaloalkane and amine compounds as raw materials. The compounds provided by the invention show good antitumor activity.

Description

technical field [0001] The present invention relates to the technical fields of organic chemistry and medicinal chemistry, in particular to 6H-indolo[2,3-b]quinoxaline derivatives and their preparation methods and applications. These compounds exhibit good antitumor activity in vitro . Background technique [0002] Malignant tumors are a serious threat to human health and are the second leading cause of death in the world. At present, the incidence of tumors in my country is increasing year by year, seriously endangering human health and a better life. The discovery of new anti-tumor lead compounds has very important research significance. 6H-indolo[2,3-b]quinoxaline derivatives are an important class of heterocyclic compounds. Currently, there are relatively few reports on their synthesis methods, and the research on their biological activities mainly focuses on antiviral activity. (Bioorganic & Medicinal Chemistry Letters 27(2017) 3915-3919; European Journal of Medicina...

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
IPC IPC(8): C07D487/04A61P35/00
CPCA61P35/00C07D487/04
Inventor 潘成学李晓娟苏桂发王增博李昕蔚
Owner GUANGXI NORMAL 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