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

Set8 lysine methyltransferase inhibitor and its intermediate, preparation method and use

A technology of lysine methyltransferase, applied in the field of preparation, SET8 lysine methyltransferase inhibitor and its intermediate

Active Publication Date: 2022-03-29
HAINAN YILING MEDICAL INDUSTRY & DEVELOPMENT CO LTD +3
View PDF3 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, there are few reports on the compounds targeting SET8 lysine methyltransferase. Therefore, the research of a new class of compounds targeting SET8 lysine methyltransferase is the difficulty and focus of current research.

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
  • Set8 lysine methyltransferase inhibitor and its intermediate, preparation method and use
  • Set8 lysine methyltransferase inhibitor and its intermediate, preparation method and use
  • Set8 lysine methyltransferase inhibitor and its intermediate, preparation method and use

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0045] Embodiment 1 prepares N-(2-(4-methoxyphenyl) thioacetyl) acetamide (formula II)

[0046]

[0047] Starting materials 2-(4-methoxyphenyl)thioacetamide (1.0 mmol, 181 mg), 4-dimethylaminopyridine (0.1 mmol, 12 mg), pyridine (0.15 mmol, 12 mg) were dissolved in 8 mL of dry acetonitrile , under nitrogen protection, under a water bath at room temperature, acetyl chloride (1.1 mmol, 86 mg) was added dropwise to the above system, and reacted at room temperature for 1 day. After the reaction solution was diluted with 50 mL of ethyl acetate, it was washed with 20 mL of water and saturated ammonium chloride solution successively, dried over anhydrous sodium sulfate, and after the reaction solution was concentrated, column chromatography separated [V (petroleum ether): V (ethyl acetate )=8:1-6:1] to obtain 38 mg of light yellow oil II, yield 17%.

Embodiment 2

[0048] Example 2 Preparation of 4-(3-(4-methoxybenzyl)-5-methyl-1H-1,2,4-triazol-1-yl)-1-methylpiperidine (formula I)

[0049]

[0050] Formula II (0.16mmol, 36mg), 4-hydrazino-1-methylpiperidine (0.19mmol, 25mg), sodium acetate (0.2mmol, 16mg) were successively dissolved in 1mL acetic acid and 1mL 1,4-dioxane After being placed in the mixed solvent of the ring, it is sealed, and then reacted under heating at 80°C until the reaction of formula II is complete. After the reaction solution was diluted with 20 mL of ethyl acetate, it was washed successively with 20 mL of saturated sodium carbonate solution and saturated sodium chloride solution, dried over anhydrous sodium sulfate, and after concentrating the reaction solution, column chromatography separated [V (ammonia in dichloromethane solution ): V (methanol)=25:1-20:1] to obtain 16 mg of light yellow oil I, yield 33%.

[0051] 1 H NMR (400MHz, CDCl 3 ):δ7.25(d,J=8.7Hz,2H),6.82(d,J=8.6Hz,2H),4.03–3.88(m,3H),3.77(s,3H),3...

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 present invention provides a SET8 lysine methyltransferase inhibitor and its intermediate, preparation method and application. The general structural formula of the inhibitor is as follows: the inhibitor has significant inhibition on SET8 lysine methyltransferase activity, and has significant anti-tumor activity in vitro, and can be further developed into a targeted anti-tumor drug targeting SET8.

Description

technical field [0001] The invention belongs to the field of medicinal chemistry, and specifically relates to a SET8 lysine methyltransferase inhibitor and its intermediate, preparation method and application. Background technique [0002] Epigenetics is the change in gene expression that does not depend on changes in gene sequence, but on DNA methylation and chemical modification of histones. Genetic mutations, epigenetic mutations, lifestyle and environmental factors collectively affect human health and disease. The mutations of genes encoding epigenetic regulation are mainly reflected in four aspects: histone modification changes, DNA promoter hypermethylation, DNA extensive hypomethylation and abnormal chromatin structure during the development of tumors. Abnormal DNA methylation is likely to cause the inhibition of transcription of tumor suppressor genes, genome instability and abnormal activation of oncogenes. Mutations in histone-modifying enzymes in tumors, includi...

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): C07D401/04C07C327/52A61K31/4439A61P35/00
CPCC07D401/04C07C327/52A61P35/00
Inventor 苏学明李玮杨超
Owner HAINAN YILING MEDICAL INDUSTRY & DEVELOPMENT CO LTD
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