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

Crystal form of fangchinoline-7-propionate and preparation method thereof

A technology of propionate and fangji, which is applied in the field of medicine, can solve problems such as crystal forms of compounds that are not involved, and achieve the effect of high bioavailability and high stability

Active Publication Date: 2021-04-09
CHONGQING MEDICAL & PHARMA COLLEGE
View PDF4 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] Patent CN1293196 discloses the synthesis method of compound W6, obtains an amorphous sample, but does not involve the crystal form of the compound, and there are no other literature reports

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 form of fangchinoline-7-propionate and preparation method thereof
  • Crystal form of fangchinoline-7-propionate and preparation method thereof
  • Crystal form of fangchinoline-7-propionate and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0026] Weigh fangchinoline-7-propionate (obtained with reference to patent CN1293196, the same below) into a round-bottomed flask, add 10ml of methanol, stir and heat to 30°C, add 2ml of ethyl acetate, heat to reflux, and then Cool down to 10-15°C, precipitate crystals, filter, and dry the obtained filter cake at 40°C for 4 hours to obtain 482 mg of Fangchinoline-7-propionate I crystal form, with a yield of 96.4% and a purity of 99.80%. At room temperature, take 50 mg of crystal form I sample for X-ray powder diffraction (RINT 2100Ultima X-ray diffractometer, Cu target, graphite crystal monochromator filter, working voltage: 40kV, current: 150mA, receiving slit: 0.3nm, The 2θ angle is 3°~50°, step size: 0.02°) test, the XRPD of the obtained crystal form I, the results are shown in figure 1 .

Embodiment 2

[0028] Weigh 500mg of amorphous fangchinoline-7-propionate into a round bottom flask, add 10ml of methanol, stir and heat to 30°C, add 2.5ml of ethyl formate, heat to reflux, then cool to 15-20°C, and precipitate crystals, filtered, and the resulting filter cake was dried at 35°C for 5 hours to obtain 476 mg of fangchinoline-7-propionate I crystal form, with a yield of 95.2% and a purity of 99.65%.

Embodiment 3

[0030] Weigh 500mg of amorphous fangchinoline-7-propionate into a round bottom flask, add 9.0ml of ethanol, stir and heat to 30°C, add 2ml of ethyl acetate, heat to reflux, then cool to 10-15°C, and precipitate crystals, filtered, and the resulting filter cake was dried at 40°C for 5 hours to obtain 486 mg of fangchinolin-7-propionate I crystal form, with a yield of 97.2% and a purity of 99.86%.

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 discloses a crystal form I of fangchinoline-7-propionate, which uses Cu-Ka radiation, and X-ray powder diffraction expressed by an angle of 2[theta] has characteristic peaks at 9.96, 12.42, 13.72, 14.18, 19.61, 20.06 and 25.02 + / -0.2. The crystal form has the advantages of high stability, high bio-availability and easiness in preparation.

Description

technical field [0001] The invention belongs to the technical field of medicine, and specifically relates to a new crystal form of fangchinoline-7-propionate and a preparation method thereof. Background technique [0002] The bisbenzylisoquinoline alkaloid Tetrandrine (see structural formula below) is the main active ingredient in the root of Tetrandrine. A large number of studies have reported that tetrandrine and its 5-bromo derivatives can reverse the multidrug resistance of tumors mediated by Pgp overexpression and apoptosis defect in vivo and in vitro, and increase the sensitivity of chemotherapeutic drugs (Jin, J et al., Cancer ChemotherPharmacol, 2005.55(2):179-88; Liu XD et al., Cancer Lett, 2010, 292(1):24-31.). The transformation and modification of the 7-position of Tetrandrine yielded Fangchinoline-7-propionate (compound of formula W6) (see the chemical structure below), which has highly effective multidrug resistance reversal activity in in vitro studies and c...

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): C07D491/18A61K31/4748A61P35/00
CPCA61P35/00C07B2200/13C07D491/18
Inventor 刘小东张稳稳
Owner CHONGQING MEDICAL & PHARMA COLLEGE
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