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

A tetrahydropyrazolopiperazine compound and its preparation method and application

A tetrahydropyrazole and compound technology, applied in the field of tetrahydropyrazolopiperazine small molecule compounds, can solve the problems of low yield, dose dependence, unsuitability for industrial production, etc.

Active Publication Date: 2021-11-23
无锡珉琰管理咨询服务有限公司
View PDF0 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] Therefore, in view of the high clinical toxicity of doxorubicin, long-term use can cause dose-dependent irreversible cardiomyopathy, causing severe cardiotoxicity and liver damage, the synthetic conditions of pyrazolopiperazines are harsh and the yield is low. , Not suitable for industrial production

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
  • A tetrahydropyrazolopiperazine compound and its preparation method and application
  • A tetrahydropyrazolopiperazine compound and its preparation method and application
  • A tetrahydropyrazolopiperazine compound and its preparation method and application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment Construction

[0024] The present invention will be further described below through specific embodiments in conjunction with the accompanying drawings, and these embodiments are only used to illustrate the present invention, and are not intended to limit the protection scope of the present invention.

[0025] 3-Formyl-4-bromopyrazole (875mg, 5mmol) and (R)-2-(benzylamino)propan-1-ol (996mg, 6mmol) were added to methanol (20mL) solution, and then Sodium triacetoxyborohydride (3.18g, 15mmol) was added to the reaction mixture, reacted at room temperature for 3h, the reaction mixture was diluted with water, extracted 3 times with ethyl acetate, the organic phases were combined and washed with anhydrous Na 2 SO 4 After drying, the organic phase was filtered, concentrated under reduced pressure and purified by silica gel column to obtain the product (R)-2-(benzyl((4-bromo-1H-pyrazol-5-yl)methyl)amino)propan-1- Alcohol (1.13 g, 70% yield).

[0026] (R)-2-(Benzyl((4-bromo-1H-pyrazol-5-yl)methyl)am...

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 relates to a tetrahydropyrazolopiperazine small molecule compound, in particular to the tetrahydropyrazolopiperazine compound, a preparation method thereof and an application of the compound. The compound is (R)‑6‑methyl‑3‑(4‑(isopropylsulfonyl)phenyl)‑1H‑pyrrolo[2,3‑b]pyridine)‑4,5,6,7‑ Tetrahydropyrazolo[1,5‑a]piperazine. The synthesis method of the tetrahydropyrazolopiperazine compound provided by the invention overcomes the disadvantages of difficult synthesis conditions and low yield, and provides a reference for the synthesis of novel pyrazolopiperazine derivatives. The small molecule compound provided by the invention can inhibit the proliferation of human breast cancer cells, and can be used in combination with doxorubicin to prepare drugs for treating human breast cancer.

Description

technical field [0001] The present invention relates to a tetrahydropyrazolopiperazine small molecule compound, in particular to the tetrahydropyrazolopiperazine compound and a preparation method thereof, and the combination of the compound and an antineoplastic drug for the treatment of human breast cancer preparation. Background technique [0002] Malignant tumor is a common and frequently-occurring disease that seriously threatens human health and is one of the main causes of death. Chemotherapy, the most clinically used tumor treatment method at present, is a treatment method that uses cytotoxic drugs to kill tumor cells, inhibit the growth and reproduction of tumor cells, and promote the differentiation of tumor cells. , metastases and subclinical metastases have therapeutic effect. However, chemotherapy can kill tumor cells as well as normal cells and immune cells. Therefore, it is generally used for patients who are ineffective or unsuitable for surgery and initial ...

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): C07D519/00A61P35/00A61P15/14
CPCA61P15/14A61P35/00C07D519/00
Inventor 冯春来成忠旋季薇芮蒙杰
Owner 无锡珉琰管理咨询服务有限公司
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