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4-carbamate-3-methoxy cinnamate benzamide compound as well as preparation method and use thereof

A technology of cinnamic acid benzamide and carbamate, which is applied in the field of 4-carbamate-3-methoxycinnamate benzamide compounds and their preparation, and can solve the problem of poor long-term curative effect and toxic and side effects in AD patients Many problems, single target, etc., to achieve the effect of treating neurodegenerative diseases, easy operation and simple chemical structure

Inactive Publication Date: 2016-05-25
NANYANG NORMAL UNIV
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Problems solved by technology

However, these drugs have problems such as single target, many toxic and side effects, and poor long-term curative effect on AD patients.

Method used

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  • 4-carbamate-3-methoxy cinnamate benzamide compound as well as preparation method and use thereof
  • 4-carbamate-3-methoxy cinnamate benzamide compound as well as preparation method and use thereof
  • 4-carbamate-3-methoxy cinnamate benzamide compound as well as preparation method and use thereof

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Embodiment Construction

[0036] The present invention will be further described below in conjunction with some specific embodiments.

[0037] A kind of 4-carbamate-3-methoxycinnamic acid benzamide compound, its general chemical structure formula is:

[0038]

[0039] Wherein, in embodiment 1-60, X and R 1 NR 2 The substituents are detailed in Table 1.

[0040] The preparation method of the 4-carbamate-3-methoxycinnamic acid benzamide compound of above-mentioned embodiment 1 comprises the following steps:

[0041] a. Add 10mmol ferulic acid, 30mL dry THF, 15mmol EDCI, 15mmol HOBT, 10mmol substituted aniline to the reaction flask, stir at room temperature for 24h; after the reaction, evaporate the solvent under reduced pressure, add 50mL dichloromethane to the residue, and use Wash with saturated aqueous sodium carbonate and saturated aqueous sodium chloride, dry the organic layer over anhydrous sodium sulfate and filter, distill off the solvent under reduced pressure, and purify the residue by co...

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Abstract

The invention belongs to the technical field of organic synthesis and particularly relates to a 4-carbamate-3-methoxy cinnamate benzamide compound as well as a preparation method and use thereof. The preparation method comprises the following steps: by utilizing ferulic acid as a starting raw material to react with substituted aniline in the presence of a solvent and a condensing agent, so as to obtain corresponding ferulic acid benzamide compounds; carrying out acylation reaction on the ferulic acid benzamide compounds and a corresponding acylating agent acyl chloride in the presence of a proper solvent under an alkaline condition, so as to obtain the product 4-carbamate-3-methoxy cinnamate benzamide compound. The 4-carbamate-3-methoxy cinnamate benzamide compound has the advantages that the structure is simple, the reaction is thorough, the product yield is high, the operation is convenient, the cost is low, and neurodegenerative diseases such as vascular dementia, Alzheimer's disease, Parkinson's disease, Huntington's disease, HIV-related dementia, multiple sclerosis, progressive spinal lateral sclerosis, neuropathic pain, glaucoma and the like can be well treated.

Description

technical field [0001] The invention belongs to the technical field of organic synthesis, and in particular relates to a 4-carbamate-3-methoxycinnamic acid benzamide compound and its preparation method and application. Background technique [0002] Vascular dementia (Vascular Dementia, VD) is a symptom of intelligence and cognitive dysfunction caused by various types of cerebrovascular diseases such as ischemic cerebrovascular disease, hemorrhagic cerebrovascular disease, acute and chronic hypoxic cerebrovascular disease, etc. Clinical syndrome, whose main clinical manifestations include: decline in cognitive ability, memory and social life ability, and changes in emotion and personality, is a chronic progressive disease. In China, Japan and other Asian countries, vascular dementia is the first cause of senile dementia; with the continuous advancement of the world's population to aging, cerebrovascular diseases are increasing, and the incidence of vascular dementia is gradua...

Claims

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Application Information

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IPC IPC(8): C07C271/44C07C271/52C07C269/00C07D295/205A61P25/28A61P25/16A61P25/14A61P31/18A61P25/00A61P29/00A61P27/06
CPCC07C271/44C07C271/52C07D295/205
Inventor 桑志培柳文敏于林涛马勤阁陈长中潘万里李涛高利敏
Owner NANYANG NORMAL UNIV
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