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

High-purity lubiprostone, preparation method and application thereof

A lubiprostone, high-purity technology, applied in the field of high-purity lubiprostone and its preparation, can solve the problems such as unreported side effects

Active Publication Date: 2011-04-20
SHANGHAI TECHWELL BIOPHARMACEUTICALS CO LTD
View PDF1 Cites 15 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] Yet at present according to existing bibliographical reports, prepare lubiprostone by common silica gel column, the product purity level obtained by its method is general (HPLC purity 90-96%), have no report for relevant impurity and side effect thereof
There is no research and report about high-purity lubiprostone in this field

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
  • High-purity lubiprostone, preparation method and application thereof
  • High-purity lubiprostone, preparation method and application thereof
  • High-purity lubiprostone, preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

preparation example Construction

[0039] The preparation method of the high-purity lubiprostone provided by the invention comprises steps:

[0040] (1) Loading the crude product of lubiprostone to the chromatographic column of the preparation of high performance liquid chromatography (High Performance Liquid Chromatography, HPLC);

[0041] (2) eluting the eluent through a preparative HPLC chromatographic column; and

[0042] (3) crystallization with an organic solvent to obtain the high-purity lubiprostone provided by the present invention;

[0043] Described eluent is made up of hydrocarbon and alcohol;

[0044] The hydrocarbon is selected from one or more of the following: n-hexane, n-heptane or a mixture of n-hexane and n-heptane;

[0045] The alcohol is selected from one or more of the following: C1-C8 straight chain, branched chain, or cyclic carbon chain alcohol; preferably, selected from isopropanol, ethanol, methanol, or a mixture thereof ; As used herein, "crude lubiprostone" refers to a light yell...

Embodiment 1

[0061] Preparation of high-purity lubiprostone 1

[0062] Use n-hexane and ethanol as the elution system, packing silica gel (purchased from YMC company, cyano bonded silica gel, particle diameter 5 μm) is 800g, and the sample amount is 10ml ethanol solution containing 2g lubiprostone crude product, press n-hexane : ethanol = 95: 1 gradually added to 85: 15 gradient for 1 hour for elution, the product was collected, concentrated to dryness under reduced pressure, and crystallized with ethyl acetate and n-hexane. High-purity lubiprostone 1 with an HPLC purity of 99.96% was obtained.

Embodiment 2

[0064] Preparation of High Purity Lubiprostone 2

[0065] Use n-heptane and methanol as the elution system, packing silica gel (purchased from Merk company, non-bonded spherical silica gel, particle diameter 5 μm) is 800g, and the loading amount is 10ml methanol solution containing 2g lubiprostone crude product, press normal Heptane:methanol=95:1 gradually added to 85:15 gradient for 1 hour for elution, the product was collected, concentrated to dryness under reduced pressure, and crystallized with ethyl acetate and n-hexane. High-purity lubiprostone 2 with an HPLC purity of 99.97% was obtained.

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 high-purity lubiprostone, a preparation method and application thereof. The high-purity lubiprostone has the chemical structural formula shown in the formula I, wherein HPLC (High Performance Liquid Chromatography) purity is more than 95 percent. The invention also provides a preparation method of the high-purity lubiprostone, which comprises the steps of: 1. sampling lubiprostone crude products to a chromatographic column for preparing the HPLC; 2. eluting eluent through the chromatographic column for preparing the HPLC; and 3. crystallizing with an organic solvent to obtain the high-purity lubiprostone.

Description

technical field [0001] The invention relates to compound purification, in particular to a high-purity lubiprostone and its preparation method and application. Background technique [0002] Lubiprostone is a prostaglandin compound, namely (-)-7-[(2R, 4aR, 5R, 7aR)-2-(difluoropentyl)-2-hydroxy-6-oxooctahydrocyclopentane Pyran-5-yl]heptanoic acid, often exists in the following tautomeric forms: [0003] [0004] As a locally acting chloride channel activator, lubiprostone can specifically act on the type II chloride channel on the epidermal cell membrane of the gastrointestinal tract, stimulate the secretion of intestinal fluid with high chloride ion concentration, and increase intestinal motility, thus Facilitates passage of softened stools through the intestinal tract, relieving symptoms of constipation. The U.S. Food and Drug Administration (FDA) has approved lubiprostone (Amitiza) capsules produced by Sucampo Pharmaceuticals of the United States for the treatment of ch...

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): C07D311/94C07C405/00B01D15/08A61K31/558A61K31/5575A61P1/00A61P1/10
Inventor 唐志军沈珺何兵明许天惠卓忠浩郑云满高霄梁季晓铭
Owner SHANGHAI TECHWELL BIOPHARMACEUTICALS CO LTD
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