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

Triazolopyrimidine compound, preparation method and application thereof

A kind of technology of azolopyrimidine and compound, applied in the field of triazolopyrimidine compound and preparation thereof

Active Publication Date: 2020-06-26
WUHAN INSTITUTE OF TECHNOLOGY
View PDF6 Cites 2 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, it has been reported that advanced HCC is less sensitive to ionizing radiation (IR), and the whole liver can only be safely irradiated with IR doses of 90 Gy, respectively, and these safe doses are only a fraction of those required for cancer control.

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
  • Triazolopyrimidine compound, preparation method and application thereof
  • Triazolopyrimidine compound, preparation method and application thereof
  • Triazolopyrimidine compound, preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0075]

[0076] Methyl 3-((7-(3-methoxyphenyl)-5-methyl-6-((4-methylpyridin-3-yl)carbamoyl)-4,7-dihydro-[1 ,2,4]Synthesis of triazol[1,5-a]pyrimidin-2-yl)thio)propionate (2a)

[0077] Step 1: Preparation of methyl 3-((5-amino-1H-1,2,4-triazol-3-yl)thio)propionate (intermediate 1)

[0078] Methyl 3-bromopropionate (14.36g, 0.086mol) was dissolved in 40ml of absolute ethanol for later use. In a 500ml reaction vessel, NaOH (3.44g, 0.086mol) was dissolved in 200ml of purified water and stirred until completely dissolved. 3-Amino-5-thio-1,2,4-triazole (10.00 g, 0.086 mol) was then added and stirred. After 30 minutes, a mixture of methyl 3-bromopropionate and ethanol was added. React overnight at room temperature. After the reaction was complete, it was extracted with ethyl acetate, washed with saturated sodium chloride and washed with Na 2 SO 4 dry. Methyl 3-((5-amino-1H-1,2,4-triazol-3-yl)thio)propanoic acid (11.65 g, yield 67%) was obtained.

[0079] Step 2: Preparatio...

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 discloses a triazolopyrimidine compound, a preparation method and application thereof. The triazolopyrimidine compound is an mTOR inhibitor with a novel structure, the lead compound hasa new compound skeleton found by using a virtual screening and pharmacophore method, and targeted design is carried out according to different PI3K and mTOR protein structures. Therefore, the lead compound has the characteristics of high activity and high selectivity. Moreover, the compound is creatively used as a radiosensitizer for cancer treatment, so that the sensitivity of cancer cells to radiotherapy can be improved, the radiation dose in radiotherapy is greatly reduced, the side effect is reduced, and the radiotherapy effect is improved.

Description

technical field [0001] The invention relates to the technical field of medicine and chemical industry, in particular to a triazolopyrimidine compound and its preparation method and application. Background technique [0002] Rapamycin (mTOR) is a serine / threonine protein kinase with a molecular weight of about 280kda. It plays an important role in a variety of signaling pathways and affects a variety of physiological functions, such as growth, proliferation, protein synthesis, autophagy, metabolism, and survival. Excessive activation of mTOR is one of the important reasons leading to excessive proliferation and malignant transformation of cells, while inhibiting mTOR activity can achieve anti-tumor, anti-inflammatory, immunosuppressive and anti-aging effects. [0003] Advanced liver cancer (Hepatocellular carcinoma) is a very terrible disease. Due to the resistance of liver cancer cells to cellular chemotherapy and individual differences in patients' sensitivity to molecular...

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): C07D487/04A61K31/519A61P35/00A61P37/06A61P31/04A61P31/12A61P9/14A61P39/06A61P25/28A61P29/00A61P35/02A61P43/00A61K41/00
CPCA61K41/0038A61P9/14A61P25/28A61P29/00A61P31/04A61P31/12A61P35/00A61P35/02A61P37/06A61P39/06A61P43/00C07D487/04
Inventor 曹爽张珩陈永收冯瑛琪任一鑫陈思奥
Owner WUHAN INSTITUTE OF TECHNOLOGY
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