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

Preparation method and application of etoricoxib impurity

A technology of reaction and action, applied in the field of medicine and chemical industry, can solve the problems of low conversion rate of impurities, difficult separation and purification, etc., and achieve the effect of high yield

Active Publication Date: 2018-07-03
HAINAN SIMCERE PHARMA CO LTD +1
View PDF3 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0009] The conversion rate of this impurity is low in this reaction, it is difficult to separate and purify, and there is no relevant report on this impurity and its preparation method in the prior art, the present invention carries out detailed research to the compound described in formula IV, develops A preparation method for the compound represented by formula IV is developed with mild and controllable preparation conditions, low equipment requirements, fast, convenient, high yield and high quality

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 and application of etoricoxib impurity
  • Preparation method and application of etoricoxib impurity
  • Preparation method and application of etoricoxib impurity

Examples

Experimental program
Comparison scheme
Effect test

preparation example Construction

[0031] The preparation of formula IV compound:

[0032]

Embodiment 1

[0034] Add formula I (1g) to the reaction flask at 25°C, add 12ml of isopropyl acetate, add potassium tert-butoxide (0.58g) to react for 2h, add 2-chloro-1,3-bis(dimethylamino) Trimethylene hexafluorophosphate (Formula II, 1.27g) was reacted for 4 hours, and the system was transferred to a solution of isopropyl acetate (3ml) in acetic acid (0.84g) at ambient temperature for 4 hours, and the temperature was raised to 40-60°C for 48 hours. , the system was concentrated, and then octadecylsilane bonded silica gel was used as a filler (Phenomenex Gemini C18 110A, 150×30mm, 5m) for separation and purification; an aqueous solution of 0.01mol / L dipotassium hydrogen phosphate (adjusted pH with phosphoric acid Value to 6.50) is the mobile phase A, acetonitrile is the mobile phase B, the column temperature is 35°C, the detection wavelength is 254nm&220nm, and the flow rate is 25.0ml per minute. Carry out linear gradient elution according to Table 1, collect components at 22.5-23.0 min, ...

Embodiment 2

[0041] Add formula I (1g) to the reaction flask at 25°C, add 12ml of isopropyl acetate, add potassium tert-butoxide (0.58g) to react for 2h, add 2-chloro-1,3-bis(dimethylamino) Trimethylene hexafluorophosphate (formula II, 1.27g) was reacted for 4h, and the system was transferred to a solution of isopropyl acetate (3ml) in acetic acid (0.84g) at ambient temperature for 4h, filtered, and 5ml was added to the filter cake Acetonitrile was reacted at 35-45° C. for 5 h, the system was concentrated, and then the column chromatography method of Example 1 was used to obtain 400 mg of the compound of formula IV with a yield of 40% and a purity of 99.3% by HPLC.

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 relates to a preparation method and an application of an etoricoxib impurity, in particular to 3-methyl-8-hydroxyl-7-(4-methylsulfonyl-phenyl)-isoquinoline-5-formaldehyde and a preparation method and also relates to an application of the compound as a reference substance of the impurity in quality control of bulk pharmaceutical chemicals of etoricoxib and salt thereof and preparations thereof.

Description

technical field [0001] The invention relates to the technical field of medicine and chemical engineering, and relates to a preparation method and application of etoricoxib impurities, in particular to 3-methyl-8-hydroxyl-7-(4-methylsulfonyl-phenyl)-isoquinoline-5 - Preparation method and application of formaldehyde. Background technique [0002] Etoricoxib is a specific cyclooxygenase-2 (COX-2) inhibitor, which exerts antipyretic and analgesic effects by inhibiting cyclooxygenase-2 (COX-2), reducing prostaglandin (PG) and thromboxane production Anti-inflammatory effect. It can be used for rheumatoid arthritis, osteoarthritis (OA), chronic low back pain, toothache after surgery, etc. It has pain-relieving and anti-inflammatory effects. Compared with traditional non-steroidal anti-inflammatory drugs (NSAIDs), etoricoxib has the advantages of small dosage, good tolerance and less adverse reactions. In a study of 29 randomized controlled patients with more than 18,000 patient...

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): C07D217/02G01N30/02
CPCG01N30/02C07D217/02
Inventor 邹洋洋肖承涛李瑞
Owner HAINAN SIMCERE PHARMA 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