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Salicylamide compound preparation method and application thereof

A salicylamide and compound technology, applied to a class of salicylamide compounds, their preparation and application fields, can solve the problems of single action target, many toxic and side effects, poor long-term efficacy in AD patients and the like

Active Publication Date: 2020-05-19
SICHUAN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

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

Method used

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  • Salicylamide compound preparation method and application thereof
  • Salicylamide compound preparation method and application thereof
  • Salicylamide compound preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0037] The preparation general method of embodiment 1 salicylamide compound (I)

[0038] Add 2.0 mmol of the corresponding salicylic acid compound (1), 3.0 mmol of the corresponding primary amine compound (2) and 15 ml of tetrahydrofuran in sequence in the reaction flask, stir well at room temperature and then add 1-ethyl-3-(3- Dimethylaminopropyl) carbodiimide hydrochloride 3.0 mmol and triethylamine 4.0 mmol, continue stirring at room temperature for 10 to 32 hours (reaction progress tracked by TLC). After the reaction was completed, the solvent was evaporated under reduced pressure, 30 mL of dichloromethane was added to the residue, followed by 20 mL of deionized water, 20 mL of saturated NaHCO 3 aqueous solution and 20 mL saturated NaCl aqueous solution, the organic layer was dried over anhydrous sodium sulfate and filtered, the solvent was distilled off under reduced pressure, and the residue was purified by silica gel column chromatography (eluent: petroleum ether: aceto...

Embodiment 2

[0087] Example 2 Salicylamide Compound (I) and Acid Salt Preparation General Method

[0088] Add 2.0 mmol of the salicylamide compound (I) obtained according to the above-mentioned Example 1 and 15 ml of acetone into the reaction flask, stir evenly, add 3.0 mmol of the corresponding acid, heat up and reflux and stir for 20 minutes, and cool to room temperature after the reaction is completed. The solvent was distilled off under reduced pressure, and the residue was recrystallized to obtain the salt of salicylamide compound (I) and acid. 1 Confirmed by HNMR and ESI-MS.

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Abstract

The invention discloses a class of novel salicylamide compounds (I) and a pharmaceutically acceptable salt thereof, a preparation method and a pharmaceutical composition thereof, and applications of the novel salicylamide compounds (I) and the pharmaceutically acceptable salt thereof in preparation of drugs for treating and / or preventing nervous system related diseases, wherein the diseases include but are not limited to vascular dementia, Alzheimer's disease, Parkinson's disease, Huntington's disease, HIV related dementia, multiple sclerosis, amyotrophic lateral sclerosis, neuropathic pain, glaucoma, cerebral arterial thrombosis, cerebral hemorrhagic stroke, nerve injury caused by cerebral trauma and the like.

Description

technical field [0001] The present invention belongs to the field of medicinal chemistry, and relates to a new class of salicylamide compound (I), its preparation method, pharmaceutical composition and its use in the preparation of drugs for the treatment and / or prevention of nervous system-related diseases, including but not limited to vascular Dementia, Alzheimer's disease, Parkinson's disease, Huntington's disease, HIV-related dementia, multiple sclerosis, amyotrophic lateral sclerosis, neuropathic pain, glaucoma, ischemic stroke, hemorrhagic Stroke, and neurological damage caused by traumatic brain injury and other diseases. Background technique [0002] Neurodegenerative diseases refer to the general term for diseases caused by chronic progressive degeneration of central nervous tissue, including Alzheimer's disease (Alzheimer's disease, AD), Parkinson's disease (Parkinson's disease, PD), Huntington's disease (Huntington disease, HD), amyotrophic lateral sclerosis (Amy...

Claims

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Application Information

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IPC IPC(8): C07C235/50C07D295/13C07D211/14C07D211/26A61K31/166A61K31/495A61K31/5375A61K31/445A61K31/40A61P25/28A61P25/16A61P25/14A61P31/18A61P9/10A61P21/00A61P25/04A61P27/06A61P25/00
CPCC07C235/50C07D295/13C07D211/14C07D211/26A61P25/28A61P25/16A61P25/14A61P31/18A61P9/10A61P21/00A61P25/04A61P27/06A61P25/00
Inventor 邓勇李岩宋青田超全
Owner SICHUAN UNIV
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