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

New crystal forms of deuterated AZD9291 compound, and uses thereof

A technology of compound and crystal form, which is applied in the field of medicine, can solve the problem of tumor loss and other problems, and achieve the effect of good crystal form stability

Active Publication Date: 2020-04-03
TYK MEDICINES INC
View PDF13 Cites 4 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, when the compound shown in formula III is metabolized in vivo to remove the methyl group on the indole nitrogen, the compound shown in formula IV (AZ5104) can not pass through the blood-brain barrier, so it has no effect on brain metastases. effect

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
  • New crystal forms of deuterated AZD9291 compound, and uses thereof
  • New crystal forms of deuterated AZD9291 compound, and uses thereof
  • New crystal forms of deuterated AZD9291 compound, and uses thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment Construction

[0041] The technical solution of the present invention will be described in detail below.

[0042] The preparation of compound shown in formula (I)

[0043] Synthesis of deuterated AZD9291 (D-AZD9291), specifically as follows.

[0044] The synthetic route is:

[0045]

[0046] Operation steps: Dissolve 50 mg of intermediate B, 130 mg of intermediate A and 35 mg of p-toluenesulfonic acid monohydrate in 5 ml of 2-pentanol, then raise the temperature to 50 ° C, stir overnight under nitrogen protection, TLC shows that the raw materials are basically disappeared, the reaction solution was spin-dried, then added 20 ml of dichloromethane and 20 ml of saturated aqueous sodium carbonate solution, separated, washed the aqueous layer twice with 20 ml of dichloromethane, combined the organic layers, dried, spin-dried, and passed through the column 50 mg of D-AZD9291 product was isolated.

[0047] The nuclear magnetic analysis data of D-AZD9291 are as follows: 1 H-NMR (400MHz, d ...

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

PropertyMeasurementUnit
Melting pointaaaaaaaaaa
Melting pointaaaaaaaaaa
Login to View More

Abstract

The invention belongs to the technical field of medicines, and particularly discloses two new crystal forms of deuterated AZD9291 and a preparation method of the crystal forms. The invention also discloses applications of the crystal forms of the deuterated AZD9291 in preparation of drugs for treating cancers. According to the invention, the results of the research on normal temperature and accelerated stability show that the deuterated AZD9291 crystal forms A and C provided by the invention are stable crystal forms and have good crystal form stability compared with other crystal forms by combining suspension experiments and DVS data.

Description

technical field [0001] The invention belongs to the technical field of medicine, specifically relates to a new crystal form of deuterated AZD9291, and also discloses a preparation method and application of the crystal form. Background technique [0002] Epidermal Growth Factor Receptor EGFR (Epidermal Growth Factor Receptor) is a transmembrane protein tyrosine kinase of the erbB receptor family. When bound to a growth factor ligand such as epidermal growth factor (EGF), the receptor can homodimerize with an additional EGFR molecule, or with another family member such as erbB2 (HER2), erbB3 (HER3), Or erbB4 (HER4)) undergoes heterodimerization. Homodimerization and / or heterodimerization of the erbB receptor leads to phosphorylation of key tyrosine residues in the intracellular domain and to stimulation of many intracellular signaling pathways involved in cell proliferation and survival. Dysregulation of erbB family signaling promotes proliferation, invasion, metastasis, ang...

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): C07D403/04A61P35/00A61P11/00
CPCC07D403/04A61P35/00A61P11/00C07B2200/13C07B2200/05A61K31/506A61P35/02
Inventor 吴豫生耿阳孟庆国梁阿朋牛成山
Owner TYK MEDICINES INC
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