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

Pyrazolopyrimidine compound and pharmaceutical composition, preparation method and application thereof

A technology of pyrazolopyrimidine and azolopyrimidine, which is applied in the field of pyrazolopyrimidine compounds and their pharmaceutical compositions and preparations, can solve problems such as many limitations, and achieve avoidance of limitations, obvious therapeutic advantages, and reduction of pulmonary arterial blood vessels. The effect of pressure

Active Publication Date: 2020-09-01
ZHEJIANG UNIV
View PDF4 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the use of BMP9 bioactive protein as a drug has many limitations, including the cost of protein biosynthesis and storage and transportation conditions. At present, this method has not been widely used in clinical practice.

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
  • Pyrazolopyrimidine compound and pharmaceutical composition, preparation method and application thereof
  • Pyrazolopyrimidine compound and pharmaceutical composition, preparation method and application thereof
  • Pyrazolopyrimidine compound and pharmaceutical composition, preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0044] Through the following specific preparation methods and see figure 1 , figure 2 , to prepare pyrazolopyrimidines BUR 1 :

[0045] First weigh 1 part of 4-chloro-1H-pyrazolo[3,4-d]pyrimidine and 0.5V / m DMSO, stir to dissolve, add 2.1eq piperidine dropwise, and keep warm at 25°C for 30min, and the heat preservation is over After that, add 0.5V / m water dropwise to it, stir, filter, wash with 0.5V / m water, filter, add 1V / m EA to the filtered solid to make slurry, filter and rinse, and then at 60°C Drying gave the intermediate in about 100% yield.

[0046] Weigh 1 part of the intermediate and put it into the reaction flask, add 5V / m DMSO solution to replace the nitrogen, add 1.2eq iodobenzone and stir, then add 2eq sodium methoxide, heat up to 120°C, keep the reaction for more than 20h; then add an appropriate amount of EA (about 5V / m) and water (about 10V / m) were stirred, adjusted to pH = 8, left to separate layers, the water phase was extracted twice with 1V / mEA, the E...

Embodiment 2

[0051] Through the following specific preparation methods, the pyrazolopyrimidine compound BUR is prepared 2 :

[0052] First, weigh 1 part of 4-chloro-1H-pyrazolo[3,4-d]pyrimidine and 0.45V / m DMSO, stir to dissolve, add 2.0eq piperidine dropwise, and keep warm at 20°C for 45min. After that, add 0.5V / m water dropwise to it, stir, filter, wash with 0.5V / m water, filter, add 1V / m EA to the filtered solid to make a slurry, filter and rinse, and then at 55°C Drying gave the intermediate in about 100% yield.

[0053] Weigh 1 part of the intermediate and put it into the reaction flask, add 0.45V / m DMSO solution to replace the nitrogen, add 1.1eq iodobenzone and stir, then add 1.8eq sodium methoxide, heat up to 115°C, keep the reaction for 22h; then add an appropriate amount Stir the EA and water, adjust the pH=7.8, let stand to separate the layers, extract the water phase with 1V / mEA twice, combine the EA phases, and evaporate to dryness to obtain the crude product as a light yell...

Embodiment 3

[0055] Through the following specific preparation methods, the pyrazolopyrimidine compound BUR is prepared 3 :

[0056] First, weigh 1 part of 4-chloro-1H-pyrazolo[3,4-d]pyrimidine and 0.55V / m DMSO, stir to dissolve, add 2.2eq piperidine dropwise, and keep warm at 25°C for 45min, and the heat preservation is over Finally, add 0.55V / m water dropwise to it, stir, filter, then wash with 0.55V / m water, filter, add 1V / m EA to the filtered solid to make slurry, filter and rinse, and then Drying gave the intermediate in about 100% yield.

[0057] Weigh 1 part of the intermediate and put it into the reaction flask, add 0.55V / m DMSO solution to replace the nitrogen, add 1.2eq iodobenzone and stir, then add 2.2eq sodium methoxide, heat up to 125°C, keep the temperature for 21h; then add an appropriate amount Stir the EA and water, adjust the pH=8.2, let stand to separate the layers, extract the water phase with 1V / mEA twice, combine the EA phases, and evaporate to dryness to obtain th...

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

PropertyMeasurementUnit
Particle sizeaaaaaaaaaa
Login to View More

Abstract

The invention belongs to the technical field of pharmaceutical preparations, and particularly relates to a pyrazolopyrimidine compound and a preparation method thereof, and further specifically relates to a pharmaceutical composition. The pharmaceutical composition mainly comprises an active component pyrazolopyrimidine small molecule compound and a pharmaceutical excipient for inhalation administration, and the pyrazolopyrimidine small molecule compound comprises the pyrazolopyrimidine compound. The invention also relates to an application of the pyrazolopyrimidine compound or the preparationmethod thereof in treatment of cardiopulmonary vascular diseases, and an application of the pharmaceutical composition in treatment of cardiopulmonary vascular diseases. The preparation process of the pyrazolopyrimidine compound is simple and single in product. According to the pharmaceutical composition preparation, the limitation of bioactive molecules is avoided, the absorption effect of the inhalation preparation in an animal body is obvious, the pharmaceutical composition preparation has an obvious treatment advantage when applied to pulmonary hypertension, the research and development prospect is good, and the pharmaceutical composition preparation is expected to become a new pulmonary hypertension targeting drug and is low in synthesis cost and easy to store and transport.

Description

【Technical field】 [0001] The invention belongs to the technical field of pharmaceutical preparations, and specifically relates to pyrazolopyrimidine compounds, pharmaceutical compositions, preparation methods and applications thereof. 【Background technique】 [0002] Pulmonary hypertension is a disease that is characterized by elevated pulmonary artery pressure as a typical clinical feature and pulmonary artery vascular remodeling as its main pathological feature, which can lead to right ventricular compensatory hyperplasia, hypertrophy and even failure, which seriously endangers human life and health. From a global perspective, the incidence of pulmonary hypertension in the general population is about 2 per million, and the incidence of young women is higher, with a male to female ratio of about 1:2.3, and the average survival time of patients is 2.8 years. [0003] Studies have shown that pulmonary hypertension is a progressive disease triggered by endothelial cell dysfunct...

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): C07D487/04A61K31/519A61P9/12A61P9/00A61P9/14
CPCC07D487/04A61P9/12A61P9/00A61P9/14
Inventor 杨隽赵欣盛荣张冯敏
Owner ZHEJIANG UNIV
Features
  • Generate Ideas
  • Intellectual Property
  • Life Sciences
  • Materials
  • Tech Scout
Why Patsnap Eureka
  • Unparalleled Data Quality
  • Higher Quality Content
  • 60% Fewer Hallucinations
Social media
Patsnap Eureka Blog
Learn More

Browse by: Latest US Patents, China's latest patents, Technical Efficacy Thesaurus, Application Domain, Technology Topic, Popular Technical Reports.

© 2025 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap|About US| Contact US: help@patsnap.com