Check patentability & draft patents in minutes with Patsnap Eureka AI!

Aniline quinazoline compound and application thereof to anti-tumor drug

A technology of aniline quinazolines and compounds, which is applied in the field of medicine, can solve the problems of affecting the resistance to infectious diseases and easily causing infectious diseases, and achieves the effect of synthesis and industrialization, fewer reaction steps, and simple and mild reaction conditions

Inactive Publication Date: 2018-08-14
RIZHAO PUDA PHARMA TECH CO LTD
View PDF7 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] While anti-tumor drugs kill tumor cells, they also affect the normal cells of their own body, which has a strong adverse effect on their own body, thus affecting the patient's own resistance to infectious diseases, making patients more difficult during chemotherapy. Under normal circumstances, it is easy to cause infectious diseases and has a great risk of drug-related infectious diseases

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
  • Aniline quinazoline compound and application thereof to anti-tumor drug
  • Aniline quinazoline compound and application thereof to anti-tumor drug
  • Aniline quinazoline compound and application thereof to anti-tumor drug

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0063] Preparation of 4-(3-chloro-4-fluoroanilino)-7-methoxy-6-(3-morpholinopropoxy)quinazoline.

[0064]

[0065] The synthetic route is:

[0066] ;

[0067] The synthesis steps are:

[0068] In toluene (150ml), 2-cyano-4-methoxy-5-(3-morpholinopropoxy)aniline (A) (12.0g) in N,N-dimethylformamide Condensation reaction of acetal (DMF-DMA) (6.5g) with acetic acid (60ml), recovery of toluene by distillation under reduced pressure to obtain 2-cyano-4-methoxy-5-(3-morpholinopropoxy base)-N,N-dimethylaminobenzonitrile (B), the resulting 2-cyano-4-methoxy-5-(3-morpholinopropoxy)-N,N-dimethylaminobenzene Nitrile (B) does not need to be separated and is directly used in the reaction of the second step below;

[0069] Add absolute ethanol (120ml), formic acid (40ml) and compound 3-chloro-4-fluoroaniline (C) (7.2g) to the reaction solution after the above condensation reaction, heat up to 115°C, reflux for 6h, and cool to room temperature , adjust the pH to 8 with 5% ammonia w...

Embodiment 2

[0072] Preparation of 4-(3-bromo-4-fluoroanilino)-7-ethoxy-6-(2-pyrimidinylethoxy)quinazoline.

[0073]

[0074] The synthetic route is:

[0075] ;

[0076] The synthesis steps are:

[0077] In toluene (240ml), 2-cyano-4-ethoxy-5-(2-pyrimidinylethoxy)aniline (A) (14.5g) was dissolved in N,N-dimethylformamide dimethyl Aldehyde (DMF-DMA) (7.78g) was condensed with acetic acid (80ml), and toluene was recovered by distillation under reduced pressure to obtain 2-cyano-4-ethoxy-5-(2-pyrimidinylethoxy) -N,N-Dimethylaminobenzonitrile (B), the resulting 2-cyano-4-ethoxy-5-(2-pyrimidinylethoxy)-N,N-dimethylaminobenzonitrile (B ) does not need to be separated, and is directly used in the reaction of the second step below;

[0078] Add absolute ethanol (150ml), formic acid (60ml) and compound 3-bromo-4-fluoroaniline (C) (9.2g) to the reaction solution after the above condensation reaction, raise the temperature to 122°C, reflux for 6h, and cool to room temperature , adjust the p...

Embodiment 3

[0081] Preparation of 4-(3-bromo-4-chloroanilino)-7-propoxy-6-(2-pyrrolylethoxy)quinazoline.

[0082]

[0083] The synthetic route is:

[0084] ;

[0085] The synthesis steps are:

[0086] In toluene (300ml), 2-cyano-4-propoxy-5-(2-pyrrolylethoxy)aniline (A) (20g) in N,N-dimethylformamide dimethyl acetal (DMF-DMA) (11.2g) was condensed with methanesulfonic acid (110ml), and toluene was recovered by distillation under reduced pressure to obtain 2-cyano-4-propoxy-5-(2-pyrrolylethoxy base)-N,N-dimethylaminobenzonitrile (B), resulting in 2-cyano-4-propoxy-5-(2-pyrrolylethoxy)-N,N-dimethylaminobenzonitrile (B) Does not need to be separated, directly used in the reaction of the second step below;

[0087] Add absolute ethanol (200ml), formic acid (80ml) and compound 3-bromo-4-chloroaniline (C) (15.0g) to the reaction solution after the above condensation reaction, heat up to 130°C, reflux for 6h, and cool to room temperature , adjust the pH to 9 with triethylamine, and sol...

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 provides an aniline quinazoline compound and application thereof to an anti-tumor drug. The aniline quinazoline compound has a chemical structural formula as follows: the formula is shown in the description. The aniline quinazoline compound provided by the invention is a powerful epidermal growth factor receptor (EGFG) tyrosine kinase inhibitor; an epidermal growth factor receptor (EGFG) plays a critical role in the aspects of proliferation, growth, survival and the like of tumor cells; the aniline quinazoline compound provided by the invention has an antagonistic effect on a signal transduction pathway of the proliferation, growth and survival of the tumor cells.

Description

Technical field [0001] The present invention relates to the technical field of medicine, in particular, the present invention relates to an aniline quinazoline compound and its application in antitumor drugs, especially to colorectal cancer, pancreatic cancer, non-small cell lung cancer, thyroid cancer, stellate nerve Antineoplastic agents useful for the treatment or prevention of cellular tumors. Background technique [0002] Tumor refers to the new organism formed by the proliferation of local tissue cells under the action of various tumorigenic factors, because this new organism is mostly in the form of space-occupying blocky protrusions, also known as neoplasm. [0003] Tumor parenchyma is tumor cells, and tumor cells are the main components of tumors, which are tissue-specific and determine the biological characteristics of tumors and the particularity of each tumor. The tissue sources of various tumors are usually identified according to the tumor's solid shape, and t...

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): C07D239/94C07D403/12A61K31/5377A61K31/517A61P35/00
CPCA61P35/00C07D239/94C07D403/12
Inventor 不公告发明人
Owner RIZHAO PUDA PHARMA TECH CO LTD
Features
  • R&D
  • Intellectual Property
  • Life Sciences
  • Materials
  • Tech Scout
Why Patsnap Eureka
  • Unparalleled Data Quality
  • Higher Quality Content
  • 60% Fewer Hallucinations
Social media
Patsnap Eureka Blog
Learn More

Browse by: Latest US Patents, China's latest patents, Technical Efficacy Thesaurus, Application Domain, Technology Topic, Popular Technical Reports.

© 2025 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap|About US| Contact US: help@patsnap.com