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

Crystal, pharmaceutical composition and application of compound N-butyl-2,2'-imino-bis(8-quinolinamine)

A technology of imino and quinoline amines, applied in the field of crystals of double-type derivatives, can solve the problems of no crystallography and research, and achieve the effects of easy packaging, good water solubility and fat solubility, and excellent physical properties

Active Publication Date: 2018-05-04
广州新创翼有限公司
View PDF3 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

In the prior art, many studies have been carried out on the coordination compound formed by the complexation of compound A and metal copper ions, but there is no crystallographic study on compound A itself.

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
  • Crystal, pharmaceutical composition and application of compound N-butyl-2,2'-imino-bis(8-quinolinamine)
  • Crystal, pharmaceutical composition and application of compound N-butyl-2,2'-imino-bis(8-quinolinamine)
  • Crystal, pharmaceutical composition and application of compound N-butyl-2,2'-imino-bis(8-quinolinamine)

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0051] An example of the N-butyl-2,2'-imino-bis(8-quinolinamine) crystal of the present invention, the N-butyl-2,2'-imino of this embodiment -The preparation method of bis(8-quinolinamine) crystals is:

[0052] (1) Take 8.0g of crude N-butyl-2,2'-imino-bis(8-quinolinamine), add dichloromethane to dissolve it, and add 400mL of 1mol / L HCl to the solution, Precipitating N-butyl-2,2'-imino-bis(8-quinolinamine);

[0053] (2) Filtration, add 100 mL of sodium bicarbonate aqueous solution with a concentration of 5% by mass to the obtained filter cake to dissolve it, then extract with ethyl acetate and concentrate the extract to obtain a refined product, which is identified as N by nuclear magnetic resonance analysis -Butyl-2,2'-imino-bis(8-quinolinamine);

[0054] (3) Take 200mg of the above N-butyl-2,2'-imino-bis(8-quinolinamine) refined product, dissolve it in 30mL methanol, place it in an environment of 0-5°C, and let it stand still for solvent Slowly volatilize to obtain a yellow crys...

Embodiment 2

[0063] An example of the N-butyl-2,2'-imino-bis(8-quinolinamine) crystal of the present invention, the N-butyl-2,2'-imino of this embodiment -The preparation method of bis(8-quinolinamine) crystals is:

[0064] (1) Take 10.0g of crude N-butyl-2,2'-imino-bis(8-quinolinamine), add chloroform to dissolve it, and add 600mL of HCl with a concentration of 1mol / L to the solution, Precipitating N-butyl-2,2'-imino-bis(8-quinolinamine);

[0065] (2) Filtration, add 400 mL of sodium carbonate aqueous solution with a concentration of 5% by mass to the obtained filter cake to dissolve it, then extract with ethyl acetate, concentrate the extract to obtain a refined product, which is identified as N-butyl by NMR -2,2'-imino-bis(8-quinolinamine);

[0066] (3) Take 300 mg of the above N-butyl-2,2'-imino-bis(8-quinolinamine) refined product, heat it to dissolve it in 40mL ethanol, and slowly lower the temperature to -5~0℃. Standing at temperature, a yellow crystalline substance precipitated, that i...

Embodiment 3

[0074] An example of the N-butyl-2,2'-imino-bis(8-quinolinamine) crystal of the present invention, the N-butyl-2,2'-imino of this embodiment -The preparation method of bis(8-quinolinamine) crystals is:

[0075] (1) Take 12.0 g of N-butyl-2,2'-imino-bis(8-quinolinamine) crude product, add dichloromethane to dissolve it, and add 1mol / L HCl to the solution until it no longer produces precipitation;

[0076] (2) Filtration, add 300 mL of sodium hydroxide solution with a mass percentage concentration of 1% to the obtained filter cake to dissolve it, then extract with ethyl acetate and concentrate the extract to obtain a refined product, which is identified as N-butyl by NMR Group-2,2'-imino-bis(8-quinolinamine);

[0077] (3) Take 500 mg of the above N-butyl-2,2'-imino-bis(8-quinolinamine) refined product, heat it to dissolve it in 40mL methanol, and slowly decrease the temperature to 0-5℃, at this temperature After standing still, a yellow crystalline substance precipitated, that is, t...

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 a crystal, pharmaceutical composition and an application of compound N-butyl-2,2'-imino-bis(8-quinolinamine). The crystalline compound N-butyl-2,2'-imino-bis(8-quinolinamine) has excellent drug preparation characteristics, and can be used for treating diseases related to metal ion metabolism imbalance, as well as neurodegenerative diseases comprising diseases associated withabnormal Tau protein metabolism and abnormal beta-amyloid protein, for example, amyotrophic lateral sclerosis, spinal muscular atrophy, ataxia telangiectasia, Creutzfeldt-Jakob disease, Huntington'sdisease, spinocerebellar ataxia, multiple sclerosis, Parkinson's disease, Alzheimer's disease, primary lateral sclerosis and the like.

Description

Technical field [0001] The present invention relates to the crystals of bis(8-quinolinamine) derivatives, their compositions and applications, and specifically to the crystals of the compound N-butyl-2,2'-imino-bis(8-quinolinamine), Its composition and application. Background technique [0002] N-butyl-2,2'-imino-bis(8-quinolinamine) (Compound A) is a polyquinoline compound. US8324196 discloses that bis(8-substituted quinoline) derivatives including compound A are metal ion chelating agents, which can effectively reduce the accumulation of metal ions in the human body. [0003] Na + , K + , Ca 2+ , Cu 2+ , Zn 2+ , Fe 3+ , Al 3+ The accumulation of plasma metal ions can cause damage to related neuron cells in the brain or spinal cord, leading to a series of neurodegenerative diseases, such as amyotrophic lateral sclerosis, spinal muscular atrophy, and ataxia Telangiectasia, Creutzfeldt-Jakob disease, Huntington's disease, cerebellar atrophy, multiple sclerosis, Parkinson's disease...

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 Applications(China)
IPC IPC(8): C07D215/40A61K31/4709A61P25/00A61P25/16A61P25/28A61P21/00A61P3/12
CPCC07D215/40C07B2200/13
Inventor 不公告发明人
Owner 广州新创翼有限公司
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