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

Novel 3, 5-bis(aryl-methyne)-1-methylpiperidine-4-ketone compound as well as synthetic method and application thereof in preparation of anti-cancer medicines

A kind of ketone compound, base methine technology, applied in novel 3,5-bis(aryl methine)-1-methylpiperidin-4-one compound, its synthesis and its use as anticancer drug It can solve the problems of unstable curative effect, large toxic and side effects, mental torture of patients, etc., and achieve good anti-cancer activity, no toxic and side effects, and the effect of natural materials.

Active Publication Date: 2014-07-23
SUN YAT SEN UNIV
View PDF3 Cites 10 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

At present, most of the anticancer drugs in clinical application have relatively large toxic and side effects, coupled with the unstable curative effect, which brings mental torture to the patients, and brings great pain to cancer patients during the treatment process.

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
  • Novel 3, 5-bis(aryl-methyne)-1-methylpiperidine-4-ketone compound as well as synthetic method and application thereof in preparation of anti-cancer medicines
  • Novel 3, 5-bis(aryl-methyne)-1-methylpiperidine-4-ketone compound as well as synthetic method and application thereof in preparation of anti-cancer medicines
  • Novel 3, 5-bis(aryl-methyne)-1-methylpiperidine-4-ketone compound as well as synthetic method and application thereof in preparation of anti-cancer medicines

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0038] Example 1: (A1)

[0039] 3,5-bis-(4-fluorophenylmethine)-1-n-propylpiperidin-4-one

[0040] 1 HNMR(300MHz,DMSO):0.77(t,J=7.5Hz,3H,CH 3 ),1.31-1.41(m,2H,CH 2 ),2.46-2.50(m,2H,CH 2 ),3.81(s,4H),7.61(d,J=8.4Hz,4H),7.63(s,2H,benzylidene),8.00(d,J=8.1Hz,4H).ESI-Ms,m / e354. 1[M+H] +

Embodiment 2

[0041] Example 2: (A2)

[0042] 3,5-bis-(2,4-difluorophenylmethine)-1-n-propylpiperidin-4-one

[0043] 1 HNMR(500MHz,DMSO):0.76(t,J=7.5Hz,3H),1.35(q,J=7.5Hz,2H),2.43(t,J=7.5Hz,2H),3.70(s,4H), 7.19-7.23(m,2H),7.38-7.43(m,2H),7.53-7.58(m,2H),7.63(s,2H). 13 CNMR(125MHz, DMSO):12.0,20.1,54.2,58.4,105.0,112.4,119.4,126.7,132.8,135.6,160.3,162.3,186.6. 19 FNMR(470MHz,DMSO):-107.0,-108.8

Embodiment 3

[0044] Example 3: (A3)

[0045] 3,5-bis-(3,4-difluorophenylmethine)-1-n-propylpiperidin-4-one

[0046] 1 HNMR(300MHz,DMSO):0.79(s,3H,CH 3 ),1.40(s,2H,CH 2 ),2.51(s,2H,CH 2 ),3.78(s,4H,2CH 2 ),7.39(s,3H),7.56-7.64(m,6H)

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 a novel 3,5-bis(aryl-methyne)-1-substituted-4-piperidone compound as well as a synthetic method and application thereof in the preparation of anti-cancer medicines. The structural formula of the novel 3,5-bis(aryl-methyne)-1-substituted-4-piperidone compound is as shown in a formula (I), wherein R1 is selected from hydrogen, propyl, benzyl, 2-phenethyl, acetyl and ethyoxyl carbonyl, R2, R3 and R4 are respectively and independently selected from fluorine, chlorine, bromine, C1-C12 alkenyl, C1-C12 alkyl, C1-C12 alkoxy, C1-C12 carboxylic acids, C1-C12 carboxylic esters and amide to which the C1-C12 carboxylic acids are corresponding, and n is 0 or 1. The compound has good anticancer activity and no toxic or side effects, is simple in synthetic method and suitable for preparation of the anti-cancer medicines.

Description

technical field [0001] The present invention relates to a class of compounds with anticancer activity and their application and synthesis method, in particular to a class of novel 3,5-bis(arylmethine)-1-substituted-4-piperidone compounds, which are synthesized Methods and their use as anticancer agents. Background technique [0002] At present, the main treatment methods for cancer include surgery, radiotherapy and chemotherapy. Generally, the appropriate treatment method is selected according to the patient's condition. Surgery and radiotherapy are relatively harmful to the patient. However, most of the anticancer drugs currently used in clinical practice have relatively high toxicity and side effects, and the instability of curative effect brings mental torture to patients, and brings great pain to cancer patients during the treatment process. The development of high-efficiency, low-toxicity anticancer drugs is not only an indispensable work to conquer cancer, but also a...

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): C07D213/68A61P35/00
CPCC07D213/68
Inventor 宋森川陈江韩潘文龙宋化灿万一千
Owner SUN YAT SEN UNIV
Features
  • Generate Ideas
  • 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