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

Preparation method of psoriasis therapeutic medicine calcipotriol

A technology of calcipotriol and therapeutic drugs, which is applied in the field of preparation of calcipotriol, a drug for treating psoriasis, can solve the problems of product yield, poor quality, high degradation rate, etc., achieve less impurities, low degradation rate, good yield effect

Active Publication Date: 2014-04-02
CHENGDU YILUKANG MEDICAL TECH & SERVICE
View PDF6 Cites 2 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] The purpose of the present invention is to overcome the defects of poor product yield and quality caused by the high degradation rate when preparing calcipotriol in the prior art using ultraviolet light configuration conversion, and provide a high-purity, high-yield calcium The preparation method of pometriol

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
  • Preparation method of psoriasis therapeutic medicine calcipotriol
  • Preparation method of psoriasis therapeutic medicine calcipotriol

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0016] Preparation: (5Z,7E,22E,24S)-24-cyclopropyl-1α,3β-bis[[(1,1-dimethyl)tert-butylsilyl]oxy]-9,10-ring-opened cholesteric -5,7,10(19),22-tetraen-24-ol

[0017] Put 50g (5E,7E,22E,24S)-24-cyclopropyl-1,3-bis[[(1,1-dimethyl)tert-butylsilyl]oxygen]-9,10 into the photochemical reaction apparatus - Ring-opened cholesteryl-5,7,10(19),22-tetraen-24-ol, 1.3ml of toluene, 3g of anthracene, 0.5ml of triethylamine, protected by nitrogen gas. Lower the temperature to -5°C, and control the light wavelength to 250-265nm to carry out the light reaction for 45 minutes. After the reaction was complete, it was filtered and concentrated to dryness in vacuo to obtain 50.2 g of the title compound in the form of white foam.

Embodiment 2

[0019] Preparation: (5Z,7E,22E,24S)-24-cyclopropyl-1α,3β-bis[[(1,1-dimethyl)tert-butylsilyl]oxy]-9,10-ring-opened cholesteric -5,7,10(19),22-tetraen-24-ol

[0020] Put 50g (5E,7E,22E,24S)-24-cyclopropyl-1,3-bis[[(1,1-dimethyl)tert-butylsilyl]oxygen]-9,10 into the photochemical reaction apparatus - Ring-opened cholestan-5,7,10(19),22-tetraen-24-ol, xylene 1.3ml, anthracene 3g, triethylamine 0.5ml, nitrogen protection. Lower the temperature to -5°C, and control the light wavelength to 250-265nm to carry out the light reaction for 45 minutes. After the reaction was complete, it was filtered and concentrated to dryness in vacuo to obtain 50.7 g of the title compound in the form of white foam.

Embodiment 3

[0022] Preparation: (5Z,7E,22E,24S)-24-cyclopropyl-9,10-cyclocholesta-5,7,10(19),22-tetraene-1α,3β,24-triol

[0023] The foam obtained in Example 1 above was completely dissolved with tetrahydrofuran, 104 g of phosphomolybdic acid / silicon dioxide was added, and the temperature was raised to 60° C. for 3 hours to react. After filtration, the filtrate was concentrated to dryness in vacuo, and 5 L of methyl formate was added to reflux to dissolve completely, then cooled to -10°C, kept for crystallization for 2 hours, and filtered to obtain 21.5 g of a white crystalline powder of the title compound, with a yield of 66.8%.

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 preparation method of a psoriasis therapeutic medicine calcipotriol. The preparation method comprises the following steps: (1) carrying out configuration conversion on (5E, 7E, 22E, 24S)-24-cyclopropyl-1, 3-di[[(1, 1-dimethyl) tertiary butyl silicyl]oxo]-9, 10-open-loop cholest-5, 7, 10 (19), 22-tetraene-ol and anthracene in a proper solvent under ultraviolet-irradiation to obtain an intermediate compound; and (2) de-protecting the intermediate compound in the presence of a de-protecting agent to obtain calcipotriol. The method is simple in process, high in yield and suitable for industrial production.

Description

technical field [0001] The invention relates to a preparation method of calcipotriol, a medicine for treating psoriasis. Background technique [0002] Calcipotriol was successfully developed by Danish Leo Pharmaceutical Company in 1987. Its trade name is Daivonex, and it is authorized worldwide to Bristol-Myers Squibb, Japan Fujisawa (trade name Dovonex), and German Schering (trade name Psorcutan). Listed in China, the trade name is Dalis. As a representative of vitamin D3 analogues, calcipotriol can inhibit IL-1, IL-8 and tumor necrosis factor to stimulate epidermal cell proliferation and promote cell differentiation. It has local anti-inflammatory and immunoregulatory effects. Excellent efficacy in psoriasis. [0003] The preparation method of calcipotriol is described and patented in US4866048, wherein the intermediate compound of formula III is prepared by using the compound of formula II as a raw material, which is obtained through configuration transformation by ultr...

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): C07C401/00
Inventor 骆均勇彭超
Owner CHENGDU YILUKANG MEDICAL TECH & SERVICE
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