Unlock instant, AI-driven research and patent intelligence for your innovation.

Liposome injection of 3-amino-6-aryl-thieno[2,3-b]pyridine-2-methanamide derivatives and preparation technology thereof

A formamide, 3-b technology, applied in the field of 3-amino-6-aryl-thieno[2,3-b]pyridine-2-carboxamide derivative liposome injection and preparation process, It can solve the problems of poor absorption, low blood drug concentration, and poor solubility, etc., and achieve the effects of narrow particle size distribution, improved solubility, and small particle size

Inactive Publication Date: 2012-11-07
SICHUAN UNIV
View PDF6 Cites 1 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] Although this series of compounds has strong basic research value and good application prospects, such compounds have poor solubility in water and conventional organic solvents, poor absorption after oral administration, and extremely low blood drug concentrations

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
  • Liposome injection of 3-amino-6-aryl-thieno[2,3-b]pyridine-2-methanamide derivatives and preparation technology thereof
  • Liposome injection of 3-amino-6-aryl-thieno[2,3-b]pyridine-2-methanamide derivatives and preparation technology thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0037] compound 1 or compound 2 / soybean lecithin / cholesterol / polyethylene glycolated distearyl ethanolamine (hereinafter referred to as PEG-DSPE) was dissolved in ethanol according to the weight ratio of (0.5:5:1:1), and the film was formed by rotary evaporation under reduced pressure , add water for injection at 37 0 Rotate the container in a water bath of C for hydration to obtain liposomes with a small amount of agglomerates. After repeated freezing and thawing for 5 times, a liposome suspension is obtained, and the particle size is reduced by a high-pressure homogenizer to obtain a particle size of 70-150nm. of liposomes.

Embodiment 2

[0039] compound 1 or compound2 / soy lecithin / cholesterol / PEG-DSPE was dissolved in ethanol according to the weight ratio of (0.5:5:1:1), reduced pressure and rotary evaporation to form a film, adding water for injection at 37 0 Rotate the container in a water bath of C for hydration to obtain a liposome suspension with a small amount of clumps.

[0040] The samples after repeated freezing and thawing had no visible lumps, while the samples without freezing and thawing had a small amount of lumps.

[0041] Part II: Effect of Different Lipids on Encapsulation Efficiency

Embodiment 3

[0043] compound 1 or compound 2 / Hydrogenated soybean lecithin / cholesterol / PEG-DSPE was dissolved in ethanol according to the weight ratio of (0.5:5:1:1), reduced pressure and rotary evaporation to form a film, added water for injection at 37 0 Rotate the container in a water bath of C for hydration to obtain liposomes with a small amount of agglomerates. After repeated freezing and thawing for 5 times, a liposome suspension is obtained, and the particle size is reduced by a high-pressure homogenizer to obtain a particle size of 70-150nm. of liposomes.

[0044] Take 0.1 mL of liposome liquid, add 1.9 mL of ethanol, vortex for 30 seconds to dissolve the liposome, and the compound is released. After high-speed centrifugation at 12000 RPM, use RP-HPLC to measure the free compound in the supernatant, according to the dosage Calculate the encapsulation rate. Accurately weigh an appropriate amount of liposomes after lyophilization, and deduct the amount of lyoprotectant therein 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

PropertyMeasurementUnit
The average particle sizeaaaaaaaaaa
Granularityaaaaaaaaaa
Login to View More

Abstract

The invention discloses a liposome injection of two derivative compounds, namely 3-amino-6-aryl-thieno[2,3-b]pyridine-2-methanamide derivative compound 1 and compound 2 and a preparation technology thereof. The compounds have specific in vitro and in vivo liver cancer inhibition effects, but are insoluble in water and have poor oral absorption and low plasma concentration. Therefore, the compounds are made into the liposome injection which comprises the following components of: by weight, 0.01-0.6% of the compound 1 (or 2), 0.01-5% of soya lecithin or hydrogenated soya lecithin, 0.001-1.5% of cholesterol and 0-1.5% of macrogol ester. The preparation technology comprises the following steps of: 1) lipid phase freeze-drying; 2) lipid film forming; 3) lipid phase hydration; 4) liposome multigelation; and 5) liposome homogenization. The solubility of the compounds in the obtained liposome is increased by 3 orders of magnitude in comparison with that of the compounds in water. In addition, the particle size is small and diameter distribution is narrow. After intravenous infusion of the liposome injection, the initial plasma concentration is raised by about 30 times in comparison with that of a corresponding oral preparation. And the liposome injection of the two derivative compounds is an ideal preparation of the series of compounds.

Description

technical field [0001] The invention relates to a 3-amino-6-aryl-thieno[2,3-b]pyridine-2-carboxamide derivative liposome injection and a preparation process thereof. Background technique [0002] Primary liver cancer (referred to as liver cancer, 90% of which is hepatocellular carcinoma, namely Hepatocellular carcinoma, HCC) is a common malignant tumor of the digestive system, with high degree of malignancy, insensitivity to radiotherapy and chemotherapy, and extremely poor prognosis. China is a country with a high incidence of HCC. Due to the special national conditions of hundreds of millions of hepatitis B virus-infected people in my country, viral hepatitis such as hepatitis B is the main cause of liver cancer in my country. At present, the commonly used clinical methods for the treatment of liver cancer include surgical resection or liver transplantation, interventional therapy (TACE), chemotherapy, radiotherapy and so on. Among them, liver resection is an effective me...

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): A61K9/127A61K31/4365A61K47/34A61P35/00A61P1/16
Inventor 郑瑀杨黎魏于全赵瀛兰
Owner SICHUAN UNIV
Features
  • R&D
  • 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