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1, 3-di[n-(2-methoxy) phenyl] piperazine]-1- acetone hydrochloride and its preparation method and application

A kind of technology of acetone hydrochloride and piperazine group, which is applied in the field of primary piperazine bromide derivatives and their synthesis, and achieves the effect of great application and development prospect.

Inactive Publication Date: 2005-03-23
SHANDONG UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] According to the novelty search by authoritative organizations, there is no new compound 1,3-bis[N-[N'-(2-methoxy)phenyl]piperazinyl]-1-acetone salt with anticancer activity at home and abroad. Salts and their synthesis reports

Method used

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  • 1, 3-di[n-(2-methoxy) phenyl] piperazine]-1- acetone hydrochloride and its preparation method and application
  • 1, 3-di[n-(2-methoxy) phenyl] piperazine]-1- acetone hydrochloride and its preparation method and application
  • 1, 3-di[n-(2-methoxy) phenyl] piperazine]-1- acetone hydrochloride and its preparation method and application

Examples

Experimental program
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Effect test

Embodiment 1

[0096] (1) Add 10g of β-bromopropionic acid, 12ml of thionyl chloride and 10ml of benzene into the reactor in turn, stir and reflux in an oil bath until the reaction is complete; evaporate the solvent benzene and excess SOCl under normal pressure 2 , and then evaporate the remaining SOCl under reduced pressure 2 , that is, yellow liquid β-bromopropionyl chloride;

[0097] (2) Take again 5g of β-bromopropionyl chloride and place it in a 50ml three-neck flask, add 20ml of 1-(2-methoxyphenyl)piperazine chloroform solution under stirring at room temperature, and add 7.0ml of triethylamine, After stirring for 15 minutes, heat to reflux. During the reaction process, white crystals are continuously generated, and heat to reflux until the reaction is complete; the indicators are monitored by TLC method, using GF 254 plate, the developer is absolute ethanol, the main spot R f The value is 0.7, and there are no other reactant spots, indicating that the reaction is complete;

[0098] ...

Embodiment 2

[0173] (1) Add 7g of β-bromopropionic acid, 9ml of thionyl chloride and 10ml of benzene into the reactor in turn, stir and reflux the oil bath until the reaction is complete; evaporate the solvent benzene and excess SOCl under normal pressure 2 , and then evaporate the remaining SOCl under reduced pressure 2 , that is, yellow liquid β-bromopropionyl chloride;

[0174] (2) Weigh again 2.0g of β-bromopropionyl chloride and place it in a 50ml three-neck flask, add 15ml of 1-(2-methoxyphenyl)piperazine in chloroform under stirring at room temperature, and add 4.0ml of triethylamine , stirred for 15 minutes and then heated to reflux. During the reaction process, white crystals were continuously formed, and heated to reflux until the reaction was complete; the indicators were monitored by TLC method, using GF 254 plate, the developer is absolute ethanol, the main spot R f The value is 0.7, and there are no other reactant spots, indicating that the reaction is complete;

[0175] (...

Embodiment 3

[0178] (1) Add 15g of β-bromopropionic acid, 15ml of thionyl chloride and 15ml of benzene into the reactor in turn, stir and reflux the oil bath until the reaction is complete; evaporate the solvent benzene and excess SOCl under normal pressure 2 , and then evaporate the remaining SOCl under reduced pressure 2 , that is, yellow liquid β-bromopropionyl chloride;

[0179] (2) Take again by weighing 7.0g beta-bromopropionyl chloride and place in a 50ml three-neck flask, add 25ml of 1-(2-methoxyphenyl)piperazine chloroform solution under stirring at room temperature, and add 10ml of triethylamine, After stirring for 15 minutes, heat to reflux. During the reaction process, white crystals are continuously generated, and heat to reflux until the reaction is complete; the indicators are monitored by TLC method, using GF 254 plate, the developer is absolute ethanol, the main spot R f The value is 0.7, and there are no other reactant spots, indicating that the reaction is complete;

...

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Abstract

A 1,3-bis[N-[N-(2-methoxy)phenyl]piperazinyl]-1-acetone hydrochloride, its preparing process, and its application in preparing medicine for treating blood cancer are disclosed.

Description

(1) Technical field [0001] The present invention relates to piperber bromide derivatives and their synthesis method and application, in particular to 1,3-bis[N-[N'-(2-methoxy)phenyl]piperazinyl]-1-propanone Hydrochloride and its synthesis, purification methods and applications. (2) Background technology [0002] Piperbromane (1,4-[3-bromopropionyl]piperazine) can be used for the treatment of polycythemia vera and essential thrombocythemia, especially for chronic myeloid disease that is resistant to traditional therapy. The treatment of cellular leukemia has been widely used in the United States, France, Italy, Germany and other countries. It has been recorded in the United States Pharmacopoeia 21 and 22 editions. However, due to its high toxicity, the main adverse reaction is moderate bone marrow suppression. Edition is no longer included. In order to find high-efficiency and low-toxic piperazine antitumor drugs, domestic and foreign pharmaceutical workers have done a lot ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): A61K31/495A61P35/00C07D295/16
Inventor 张延岭马玉贞徐文方夏泽宽
Owner SHANDONG UNIV
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