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

Pyrrolo[2,3-b]pyrazine derivatives, and preparation method and application thereof

A pyrazine derivative, 3-b technology, which can be used in drug combinations, pharmaceutical formulations, medical preparations containing active ingredients, etc., can solve problems such as nucleic acid metabolism disorder and cell death, and achieve inhibition of high expression and tumor cell proliferation. Inhibition, the effect of wide application space

Inactive Publication Date: 2016-06-08
SUN YAT SEN UNIV
View PDF2 Cites 2 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

If the lack or activity of topoisomerase is inhibited, it will cause the disorder of nucleic acid metabolism and eventually lead to cell death

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
  • Pyrrolo[2,3-b]pyrazine derivatives, and preparation method and application thereof
  • Pyrrolo[2,3-b]pyrazine derivatives, and preparation method and application thereof
  • Pyrrolo[2,3-b]pyrazine derivatives, and preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0039] Embodiment 1: the synthesis of compound A2

[0040] 1:1 equivalent of 2,3-dichloro-5,6-dicyanopyrazine and 2-cyanoethylbenzimidazole were dissolved in dimethylformamide and reacted at 60°C for 2 hours. After the reaction was completed, it was cooled with ice water, and a yellow solid was precipitated, filtered with suction, dried, and directly put into the next reaction without purification.

[0041]

Embodiment 2

[0042] Embodiment 2: the synthesis of compound B2

[0043] 1:1 equivalent of 2,3-dichloro-5,6-dicyanopyrazine and 2-cyanoethylbenzoxazole were dissolved in dimethylformamide and reacted at 60°C for 2 hours. After the reaction was completed, it was cooled with ice water, and a yellow solid was precipitated, filtered with suction, dried, and directly put into the next reaction without purification.

[0044]

Embodiment 3

[0045] Embodiment 3: the synthesis of compound C2

[0046] 1:1 equivalent of 2,3-dichloro-5,6-dicyanopyrazine and 2-cyanoethylbenzothiazole were dissolved in dimethylformamide and reacted at 60°C for 2 hours. After the reaction was completed, it was cooled with ice water, and a yellow solid was precipitated, filtered with suction, dried, and directly put into the next reaction without purification.

[0047]

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 pyrrolo[2,3-b]pyrazine derivatives. The structural formula of the derivatives are disclosed as Formula (I), wherein R1 is hydrogen, hydroxyl, heterocyclic radical, phenyl or substituted phenyl, and amido or substituted amido; R2 is cyano, methyl or hydrogen; n=1, 2, 3, 4, 5, 6, 7 or 8; Y is NH, O, S or N(CH2)mR5; m=1, 2, 3, 4, 5 or 6; and R5 is hydrogen, amido or substituted amido. The derivatives provided by the invention can obviously inhibit activity of DNA topoismerase II and inhibit high expression of the DNA topoismerase II in tumor cell strains, and is an important target for antineoplastic drugs. Meanwhile, the derivatives have obvious inhibiting actions on proliferation of multiple tumor cell strains, have obvious capacity for inducing apoptosis of leukaemia cells, and have wide application prospects in preparing antitumor and anti-leukaemia drugs.

Description

technical field [0001] The invention belongs to the technical field of medicine and organic synthesis, and more specifically relates to a pyrrolo[2,3-b]pyrazine derivative and its preparation method and application. Background technique [0002] Cancer seriously threatens human health and life safety. According to statistics, there are about 4 million new cancer patients every year in the world, and 8,500 people are diagnosed with cancer every day in China, and one out of every seven to eight people dies of cancer. The study of antitumor drugs has always been a hot spot for chemists and medicinal chemists. The research and development of anti-tumor drugs with high efficiency and low toxicity is one of the important directions of new drug development. [0003] In cells, a series of topological structures are generated during DNA replication, transcription, and repair. If the topological structures cannot be effectively resolved, cells will undergo apoptosis and there is a r...

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): C07D487/04A61K31/4985A61K31/5377A61P35/00A61P35/02
CPCC07D487/04
Inventor 黄志纾黄世亮古练权黎鹏辉
Owner SUN YAT SEN 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