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

Novel gvs series compound and its application

A technology of compounds and uses, applied in the field of pharmaceutical applications, can solve the problems of patient intolerance, retention, weight gain, etc.

Active Publication Date: 2022-06-28
ZHEJIANG XUCHEN PHARMA TECH CO LTD
View PDF6 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

At present, there are many types of drugs and health foods for the prevention and treatment of non-alcoholic fatty liver, but there are also many problems, such as patients' intolerance, and various adverse reactions such as weight gain, fluid retention, and cardiovascular diseases after taking drugs.

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
  • Novel gvs series compound and its application
  • Novel gvs series compound and its application
  • Novel gvs series compound and its application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0147] Example 1: Synthesis of GVS-1:

[0148]

[0149] Step 1: p-hydroxybenzoic acid (1.38g, 10mmol) and benzylamine (1.08g, 10mmol) were placed in a 25mL round bottom flask, BOP condensing agent (5.3g, 12mmol) and DMAP (1.46g, 12mmol) were added, Then add dry DMF 20mL, stir at room temperature, follow the reaction by TLC, after 3h the reaction is complete, EA extraction, washing and concentration to obtain intermediate 1, MS(EI): m / z 227.1 [M+H] + .

[0150] Step 2: Intermediate 1 (230 mg, 1 mmol) and 3,4-difluorobenzyl bromide (206 mg, 1 mmol) were placed in a 25 mL round bottom flask, Cs was added 2 CO 3 (490 mg, 1.5 mmol) in a flask, then add 8 mL of dry DMF, stir at room temperature, follow the reaction by TLC, the reaction is complete after 3 h, extract with water / ethyl acetate, until the aqueous phase has no compound, the combined organic phases are washed twice with water , washed with saturated NaCl solution, dried over anhydrous sodium sulfate, and finally sep...

Embodiment 2

[0151] Example 2: Synthesis of GVS-2:

[0152]

[0153] GVS-2 (85% yield) was prepared as GVS-1 using 3-fluoro-4-chlorobenzyl bromide instead of 3,4-difluorobenzyl bromide. 1 H NMR (400MHz, chloroform-d) δ 7.80–7.73 (m, 2H), 7.36 (d, J=4.4Hz, 4H), 7.33–7.25 (m, 2H), 7.25–7.10 (m, 2H), 7.01–6.93(m, 2H), 6.32(t, J=5.4Hz, 1H), 5.05(s, 2H), 4.64(d, J=5.6Hz, 2H). LCMS(ESI): m / z 354.1[ M+H] + .

Embodiment 3

[0154] Example 3: Synthesis of GVS-3:

[0155]

[0156] GVS-3 (81% yield) was prepared as GVS-1 using 4-trifluoromethylbenzyl bromide instead of 3,4-difluorobenzyl bromide. 1 H NMR (400MHz, chloroform-d) δ 7.80–7.74 (m, 2H), 7.69–7.61 (m, 2H), 7.54 (m, 2H), 7.35 (d, J=4.6Hz, 4H), 7.33– 7.27(m, 1H), 7.02–6.95(m, 2H), 6.34(s, 1H), 5.17(s, 2H), 4.63(d, J=5.6Hz, 2H). LCMS(ESI): m / z 386.1[M+H] + .

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 novel GVS series compounds and applications thereof, which can obviously improve non-alcoholic fatty liver and fat accumulation. The medicine of the present invention can (a) improve the effects of non-alcoholic liver inflammation and fat accumulation under the condition of maintaining normal body weight; (b) significantly reduce aspartate aminotransferase (AST), alanine aminotransferase (ALT), malondialdehyde (MDA) while increasing the activity of superoxide dismutase (SOD); (c) reducing low-density lipoprotein cholesterol (LDL-C), triglyceride (TG) and increasing high-density lipoprotein cholesterol (HDL-C) (d) increase the content of adiponectin (ADP) in serum and reduce the activity of fatty acid synthase (FAS).

Description

technical field [0001] The invention belongs to the field of pharmaceutical application, and specifically, the invention relates to GVS series compounds and uses thereof. The compounds of the invention can obviously improve non-alcoholic fatty liver disease and fat accumulation. Background technique [0002] Non-alcoholic fatty liver disease (NAFLD) refers to a clinicopathological syndrome characterized by excessive deposition of fat in hepatocytes except for alcohol and other definite liver-damaging factors. It is an acquired disease closely related to insulin resistance and genetic susceptibility. Metabolic stress-induced liver injury, including simple fatty liver (SFL), nonalcoholic steatohepatitis (NASH) and its associated cirrhosis. With the global trend of obesity and its related metabolic syndrome, non-alcoholic fatty liver disease has now become an important cause of chronic liver disease in developed countries such as Europe and the United States and in wealthy area...

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): C07C235/46C07D213/40C07D307/52C07D401/12C07D209/08A61K31/166A61K31/4409A61K31/341A61K31/404A61K31/4439A61P1/16
CPCC07C235/46C07D209/08C07D213/40C07D307/52C07D401/12A61K31/166A61K31/404
Inventor 段小群徐华强易伟胡增仁吴啸川
Owner ZHEJIANG XUCHEN PHARMA TECH 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