Unlock instant, AI-driven research and patent intelligence for your innovation.

Medical use of 2-[4-(benzoxazole-2-oxyl)phenoxy] fatty acid pyridinamine

A technology of fatty acylpyridinamine and benzoxazole, which can be applied in the fields of drug combination, antineoplastic drugs, organic chemistry, etc., and can solve the problem that there is no research and development report on the anticancer activity of fatty acylpyridinamine

Inactive Publication Date: 2018-01-19
HUNAN UNIV
View PDF10 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] The anticancer activity of 2-[4-(benzoxazole-2-oxyl)phenoxy]fatty acid pyridinamine has no research and development report

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
  • Medical use of 2-[4-(benzoxazole-2-oxyl)phenoxy] fatty acid pyridinamine
  • Medical use of 2-[4-(benzoxazole-2-oxyl)phenoxy] fatty acid pyridinamine
  • Medical use of 2-[4-(benzoxazole-2-oxyl)phenoxy] fatty acid pyridinamine

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0019] Preparation of N-(3-nitropyridin-2-yl)-2-[4-(6-chlorobenzoxazol-2-oxyl)phenoxy]propionamide

[0020] 2-[4-(6-Chlorobenzoxazole-2-oxyl)phenoxy]propionyl chloride (3.3mmol), dichloromethane (40mL), 2-amino-3-nitropyridine (3.3mmol) And catalytic amount of 4-dimethylaminopyridine (DMAP), stirred for 10min, added dropwise triethylamine (1.0g, 10mmol), refluxed for 7h, the reaction solution was poured into 150ml ice water, dichloromethane extracted, anhydrous sodium sulfate Drying, precipitating, column chromatography obtains N-(3-nitropyridin-2-yl)-2-[4-(6-chlorobenzoxazole-2-oxyl)phenoxy]propionamide, melting point 156.0~156.3℃; 1 H NMR (300MHz, CDCl 3 )δ: 1.74 (d, J=6.6Hz, 3H, CH 3 ), 4.90(q, J=6.6Hz, 1H, CH), 7.12~7.45(m, 8H, benzene ring-H, pyridine ring-H, benzoxazole-H), 8.53(dd, J 1 =8.1Hz,J 2 =1.2Hz, 1H, pyridine ring-H), 8.79(d, J=3.0Hz, 1H, benzoxazole-H), 11.20(s, 1H, NH); 13 C NMR (75MHz, CDCl 3 )δ: 18.45, 75.70, 110.64, 116.59, 119.19, 119.76, 121.63, 12...

Embodiment 2

[0022] Preparation of N-(pyridin-2-yl)-2-[4-(benzoxazole-2-oxyl)phenoxy]fatty acid amide (I)

[0023]

[0024] where R, R 1 Selected from: Hydrogen, Deuterium, C 1 ~C 2 Alkyl, C 3 ~C 4 Straight chain or branched chain alkyl; X 1 、X 2 、X 4 、X 5 、X 6 、X 7 、X 8 、X 10 selected from: hydrogen, deuterium or C 1 ~C 2 Alkyl; X 3 is selected from: fluorine, chlorine, bromine; X 3 From: Nitro; X 9 is selected from: fluorine, chlorine, bromine.

[0025] N-(pyridin-2-yl)-2-[4-(benzoxazole-2-oxyl)phenoxy]fatty acid amide (I) was prepared according to the method in Example 1.

Embodiment 3

[0027] Preparation of N-(pyridin-2-yl)-2-[4-(benzoxazole-2-oxyl)phenoxy]fatty acid amide (Ⅱ)

[0028]

[0029] where R, R 1 Selected from: Hydrogen, Deuterium, C 1 ~C 2 Alkyl, C 3 ~C 4 Straight chain or branched chain alkyl; X 1 、X 2 、X 4 、X 5 、X 6 、X 7 、X 8 、X 10 selected from: hydrogen, deuterium or C 1 ~C 2 Alkyl; X 3 is selected from: fluorine, chlorine, bromine; X 3 From: Nitro; X 9 is selected from: fluorine, chlorine, bromine.

[0030]N-(pyridin-2-yl)-2-[4-(benzoxazol-2-oxyl)phenoxy]fatty acid amide (II) was prepared according to the method in Example 1.

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
wavelengthaaaaaaaaaa
Login to View More

Abstract

The invention relates to 2-[4-(benzoxazole-2-oxyl)phenoxyl]fatty acyl pyridylamine as shown in the chemical structural formula I or formula II. In the formula, R and R<1> are selected from hydrogen, deuterium, C1-C2 alkyl group, C3-C4 straight chain or brachned alkyl group; X<1>, X<2>, X<4>, X<5>, X<6>, X<7>, X<8> and X<10> are selected from hydrogen, deuterium or C1-C2 alkyl group; X<3> is selected from fluorine, chlorine and bromine; X<3> is selected from nitro group; and X<9> is selected from fluorine, chlorine and bromine. The 2-[4-(benzoxazole-2-oxyl)phenoxyl]fatty acyl pyridylamine is applied in preparation of anti-cancer drugs.

Description

technical field [0001] The present invention relates to a class of compounds and new applications thereof, in particular to the application of 2-[4-(benzoxazole-2-oxyl)phenoxy] fatty acid pyridinamine in the preparation of anticancer drugs. Background technique [0002] 4-Aryloxyphenoxyalkanoic acid derivatives have a wide range of biological activities, among which aryloxyphenoxypropionic acid derivatives are their typical representatives, and there are more than 20 commercial varieties in agricultural herbicides. At the same time, 4-aryloxyphenoxyalkanoic acid derivatives have also been widely reported in the research of anticancer drugs [Investigational New Drugs, 1999, 16:287-296; Investigational New Drugs, 1998, 16:129-139; Acta Pharmaceutica Sinica , 2005, 40(9):814-819], wherein XK469 (2-(4-(7-chloroquinoxalin-2-yloxy)phenoxy)propionic acid) is a phase I clinical trial conducted by DuPont Company of the United States. A new type of anti-tumor drug studied, XK469 has ...

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 Patents(China)
IPC IPC(8): C07D413/12A61K31/4439A61P35/00
CPCC07D413/12
Inventor 胡艾希赵东江刘祈星颜晓维王宇毛春晖
Owner HUNAN UNIV
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