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

Application of N-benzyl fatty acyl amide compound to preparation of neuroprotective drugs

A technology of benzyl fatty acid amide and neuroprotection, which is applied in drug combinations, nervous system diseases, and pharmaceutical formulations, etc.

Active Publication Date: 2013-04-03
国珍健康科技(北京)有限公司
View PDF3 Cites 8 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

McCollom M M et al. (Document: McCollom M M, Villinski JR, Gafner S, etal.Analysis of macamides in samples of Maca(Lepidium meyenii) by HPLC-UV-MS / MS.Phytochemical Analysis, 2005,16:463-469) reported The synthetic method of this kind of substance, but before the present invention, there is no report that the compound of the present invention is used for neuroprotection

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
  • Application of N-benzyl fatty acyl amide compound to preparation of neuroprotective drugs
  • Application of N-benzyl fatty acyl amide compound to preparation of neuroprotective drugs
  • Application of N-benzyl fatty acyl amide compound to preparation of neuroprotective drugs

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0026] The synthesis of N-benzyl fatty acid amide compounds, the synthetic route is as follows

[0027]

[0028] Fatty acid chloride is obtained by heating fatty acid and thionyl chloride under reflux. Dissolve benzylamine or benzylamine derivatives in pyridine, slowly add the obtained fatty acid chloride dropwise, and stir for 1 h. After extraction, recrystallization, etc., N-benzyl fatty acid amide compounds can be obtained.

[0029] The following N-benzyl fatty acid amide compounds were prepared in total, and the structures of the obtained compounds were respectively:

[0030] 1. N-Benzyl Palmitamide:

[0031]

[0032] 2. N-(3-methoxybenzyl)palmitamide:

[0033]

[0034] 3. N-Benzyl Octadecanamide:

[0035]

[0036] 4. N-(3-methoxybenzyl)octadecylamide

[0037]

[0038] 5. N-Benzyl Oleamide

[0039]

[0040] 6. N-(3-methoxybenzyl)oleamide

[0041]

[0042] Wherein the NMR and mass spectrometry data of compound 1 are:

[0043] 1 H-NMR (CDCl 3 )...

Embodiment 2

[0046] Protective effect of N-benzyl fatty acid amides on hypoxia-glucose-deficiency (OGD) injury in isolated rat brain slices

[0047] 1. Preparation of brain slices

[0048]Before the experiment, the normal cerebrospinal fluid (nACSF) was divided into two parts, which were injected with mixed oxygen at room temperature (25°C) and in an ice bath (0°C) for 1 hour to make it saturated for later use. Decapitate the rat, take out the whole brain quickly, then immerse it in ice nACSF, take it out after 1 minute, cut off along the coronal plane and flatten the telencephalon and brain at the end, paste it on the vibrating microtome bracket with 502 glue, and soak it in ice nACSF The entire brain tissue is bathed, mixed with oxygen and continuously infused. Quickly cut out a 400 μm thick brain slice, use a rough-mouthed pipette with a polished surface to move the brain slice to a watch glass, immerse in mixed oxygen-saturated ice nACSFF, quickly peel off the cortex and hippocampus,...

Embodiment 3

[0057] Protective effect of N-benzyl fatty acid amides on neuronal injury in transient forebrain ischemia-reperfusion gerbils

[0058] 1. animal grouping

[0059] Adult male Mongolian gerbils were fed in an environment of 22-25°C for 1-2 days before the operation, fasted the night before the operation, and had free access to water. They were randomly divided into 3 groups: sham operation group, model group and drug treatment group.

[0060] 2. Model making

[0061] The model of transient forebrain ischemia-reperfusion injury in gerbils was established by bilateral common carotid artery occlusion. Gerbils were anesthetized by intraperitoneal injection of 10% chloral hydrate solution at a dose of 350 mg / kg, and fixed in prone position. In the model group, the bilateral carotid arteries were freed, and the arterioles were clamped for 5 minutes + the arterioles were released to restore cerebral blood flow. In the sham operation group, only the bilateral carotid arteries were ...

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 discloses an application of an N-benzyl fatty acyl amide compound to preparation of neuroprotective drugs. In a structural formula in the specification, R1 is H or hydroxy or C1-4 alkoxy and R2 is C7-C23 saturated or unsaturated fatty alkyl. The compound can serve as a neuroprotective agent and is used for preparing drugs for treating nerve diseases such as cerebral ischemia, cerebral injury, multiple sclerosis, Alzheimer disease and Parkinson disease.

Description

technical field [0001] The present invention relates to the application of an N-benzyl fatty acid amide compound in the preparation of neuroprotective drugs. The compound may be used to treat cerebral ischemia, brain injury, multiple sclerosis, Alzheimer's disease and Parkinson's disease and other neurological diseases. Background technique [0002] Nerve cells are the main body of the central nervous system, and neuron damage is the main cause of many neurological diseases, such as stroke, multiple sclerosis, Alzheimer's disease, Parkinson's disease, etc. , leading to partial or complete loss of neurological function. Therefore, effective protection of neurons is an entry point for the treatment of various neurological diseases. [0003] In the nervous system, endocannabinoids play an important role in the survival of neurons. N-Arachidonamide (anandamide, AEA) is shown in the following formula [0004] It is the first endogenous cannabinoid to be isolated and identif...

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
Patent Type & Authority Applications(China)
IPC IPC(8): A61K31/165A61P25/00A61P25/28A61P25/16A61P9/10
Inventor 余龙江金文闻刘浩敖明章余洪艳
Owner 国珍健康科技(北京)有限公司
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Patsnap Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Patsnap Eureka Blog
Learn More
PatSnap group products

Browse by: Latest US Patents, China's latest patents, Technical Efficacy Thesaurus, Application Domain, Technology Topic, Popular Technical Reports.

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap|About US| Contact US: help@patsnap.com