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

Synthetic method for antineoplastic medicine tegafur

A synthetic method, tegafur technology, applied in chemical instruments and methods, organic compound/hydride/coordination complex catalysts, chemical/physical processes, etc., can solve problems such as not being able to suppress side reactions well, Achieve the effect of convenient separation and purification, mild reaction conditions and increased selectivity

Inactive Publication Date: 2015-04-15
丹阳恒安化学科技研究所有限公司
View PDF4 Cites 4 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the yield of the total reaction is still about 70%, which still cannot well suppress the occurrence of side reactions.

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

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0013] Add 10g of hydroxyapatite-supported magnesium chloride, 50g of 5-fluorouracil, 80g of 2,3-dihydrofuran and 100g of dimethyl sulfoxide into the container, adjust the pH value of the mixed solution to 4, and fill it with N 2 Gas to 0.5Mpa, heat up to 90-100°C, increase the pressure to 1.2MPa and keep the pressure for 12 hours; after the reaction, cool down, filter the insoluble matter, and distill dimethyl sulfoxide to obtain an oily substance; use ether repeatedly for 3- The oil was rinsed 4 times to obtain a white solid, which was recrystallized using absolute ethanol to obtain 62.3 g of the target product, Tegafur, with a yield of 80.6% and a purity of 99.75%.

Embodiment 2

[0015] Add 5g of hydroxyapatite-supported magnesium chloride, 50g of 5-fluorouracil, 80g of 2,3-dihydrofuran and 100g of dimethyl sulfoxide into the container, adjust the pH value of the mixed solution to 5, and fill it with N 2 Gas to 0.5Mpa, heat up to 100-110°C, increase the pressure to 0.8MPa and keep the pressure for 12 hours; after the reaction, cool down, filter the insoluble matter, and distill dimethyl sulfoxide to obtain an oily substance; use ether repeatedly for 3- The oil was rinsed 4 times to obtain a white solid, which was recrystallized using absolute ethanol to obtain 61.3 g of the target product, Tegafur, with a yield of 79.3% and a purity of 99.68%.

Embodiment 3

[0017] Add 8 g of magnesium trifluoromethanesulfonate, 50 g of 5-fluorouracil, 80 g of 3-dihydrofuran and 100 g of dimethyl sulfoxide into the container, adjust the pH value of the mixed solution to 4.5, and fill it with N 2 Gas to 0.5Mpa, raise the temperature to 110-120°C, increase the pressure to 1MPa and keep the pressure for 12 hours; after the reaction, cool down, filter the insoluble matter, and distill dimethyl sulfoxide to obtain an oily substance; repeat 3-4 times with ether A white solid was obtained by rinsing the oil for a second time, and the obtained solid was recrystallized with absolute ethanol to obtain 61.8 g of the target product, Tegafur, with a yield of 80.0% and a purity of 99.5%.

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 synthetic method for an antineoplastic medicine tegafur. The synthetic method comprises: adding a hydroxyapatite-fixedly supported magnesium chloride or magnesium trifluoromethanesulfonate catalyst, 5-fluorouracil and 2,3-dihydrofuran into dimethyl sulfoxide, adjusting the pH value of the solution to be 4-5, introducing inert gas and performing substitution reaction at 90-120 DEG C; and filtering and distilling the solvent to obtain an oily substance, repeatedly leaching with diethyl ether to obtain a white solid, and using anhydrous ethanol to recrystalize the obtained solid, so as to obtain the target product. The hydroxyapatite-fixedly supported magnesium chloride or magnesium trifluoromethanesulfonate catalyst is employed to replace a conventional Louis catalyst, the reaction conditions are optimized, and the pH value and the reaction temperature are adjusted, so that the generation rate of the group substitution reaction at the first site is obviously improved, the reaction selectivity is improved, and generation of side products is reduced. The reaction conditions are mild, operation is simple, the obtained compound is convenient for separation and purification, the high-yield high-purity tegafur product can be easily obtained after reaction, the yield is relatively substantially improved compared with that of a conventional technology, and the synthetic method is relatively suitable for industrial production.

Description

technical field [0001] The invention relates to a preparation method of antitumor drugs, in particular to a synthesis method of tegafur, which belongs to the field of pharmaceutical chemical synthesis. Background technique [0002] Tegafur is a derivative of fluorouracil, which is gradually transformed into fluorouracil in the body through liver activation to play an anti-tumor effect. It interferes and blocks DNA, RNA and protein synthesis in the body. It is an anti-pyrimidine drug and a cell cycle-specific drug. The chemotherapy index is twice that of fluorouracil, and the toxicity is only 1 / 4 to 1 / 7 of that of fluorouracil. [0003] . Different from 5-fluorouracil, tegafur is fat-soluble, well absorbed orally, maintains a high concentration in the blood for a long time, and easily passes through the blood-brain barrier. Clinical and animal experiments have shown that tegafur has a better effect on gastrointestinal cancer and breast cancer, better effect on rectal cancer...

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): C07D405/04B01J27/18B01J31/02
Inventor 陈国平夏方方杜成铭陈丽庆王霞张梁吴涛英荆吉仁夏新开王海大
Owner 丹阳恒安化学科技研究所有限公司
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