A kind of anti-tumor small molecule compound and its preparation method and application

A technology of small molecular compounds and anti-tumor drugs, applied in the field of medicine, can solve problems such as large toxic side effects and lack of cell selectivity, and achieve the effects of small toxic side effects, promoting tumor cell apoptosis, and promoting tumor apoptosis.

Active Publication Date: 2017-07-11
FOURTH MILITARY MEDICAL UNIVERSITY
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Problems solved by technology

[0002] Malignant tumors are currently one of the three major diseases that endanger human health. Although humans have developed many drugs that kill tumor cells and have played an important role in tumor chemotherapy, these drugs lack selectivity to cells and kill At the same time as tumor cells, normal cells are also killed, and the toxic side effects are very serious

Method used

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  • A kind of anti-tumor small molecule compound and its preparation method and application
  • A kind of anti-tumor small molecule compound and its preparation method and application
  • A kind of anti-tumor small molecule compound and its preparation method and application

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Embodiment Construction

[0029] The present invention will be described in further detail below.

[0030] The anti-tumor small molecular compound provided by the present invention is 3-(2-(([1,1'-biphenyl]-4-methylene)amino)ethyl)phenol, numbered HA-08, and the specific molecular formula is C 21 h 21 NO, the molecular weight is 303.3975, and the molecular structure formula is:

[0031]

[0032] The preparation method of the anti-tumor small molecule compound 3-(2-(([1,1'-biphenyl]-4-methylene)amino)ethyl)phenol specifically includes the following steps:

[0033] 1. Using m-hydroxyphenylacetic acid and 4-bromobenzylamine hydrochloride as raw materials, N-(4-bromobenzyl)-2-(3-hydroxyphenyl)acetamide (compound 1) is obtained through acylation reaction, Its reaction equation is as follows:

[0034]

[0035] 4-Bromobenzylamine hydrochloride (1.335g, 6mmol), 1-ethyl-(3-dimethylaminopropyl)-carbodiimide hydrochloride (EDCI) (0.69g, 3.6mmol), 1-Hydroxybenzotriazole (HoBt) (0.487g, 3.6mmol) and triet...

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Abstract

The invention provides an antineoplastic small molecular compound and its preparation method and application. The compound is 3-(2-(([1,1'-biphenyl]-4-methylene)amino)ethyl)phenol; molecular formula is C21H21NO; structural formula is as shown in the specification. The preparation method comprises the following steps: 3-hydroxyphenylacetic acid and 4-bromobenzylamine hydrochloride which are used as raw materials undergo an acylation reaction to obtain N-(4-bromobenzyl)-2-(3-hydroxyphenyl)acetamide; and the N-(4-bromobenzyl)-2-(3-hydroxyphenyl)acetamide undergoes a substitution reaction, and a reduction reaction is finally carried out to obtain the compound. The compound has wide-spectrum antineoplastic activity and good permeability, can inhibit tumor cell proliferation and promote tumor cell apoptosis, has little toxic and side effect, has a simple structure, is easy to synthesize, lays a good foundation for development of new antineoplastic drugs and has an optimistic application prospect.

Description

technical field [0001] The invention belongs to the technical field of medicine, and in particular relates to an anti-tumor small molecule compound and its preparation method and application. Background technique [0002] Malignant tumors are currently one of the three major diseases that endanger human health. Although humans have developed many drugs that kill tumor cells and have played an important role in tumor chemotherapy, these drugs lack selectivity to cells and kill At the same time as tumor cells, normal cells are also killed, and the toxic and side effects are very serious. [0003] At present, it is believed that tumor is a kind of disease with excessive proliferation and too little apoptosis. If it can inhibit the proliferation of tumor cells and promote its apoptosis, it can effectively inhibit the tumor process, which has obvious advantages compared with chemotherapy. Therefore, the development of compounds that can inhibit the proliferation of tumor cells a...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C215/52C07C213/02A61K31/137A61P35/00
Inventor 陈志南蒋建利朱平付之光石莹孔令敏唐娟吴佼宋斐徐静刘基德
Owner FOURTH MILITARY MEDICAL UNIVERSITY
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