Method for preparing epiphysin

A technology of melatonin and compounds, which is applied in the field of drug preparation, can solve the problems of restricting the industrial production of melatonin and affecting its promotion, and achieve the required conditions for the reaction and the effect of simple reaction process, low price, and cost reduction

Inactive Publication Date: 2009-11-11
无锡国坤健康科技有限公司
View PDF1 Cites 12 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

In the above literature reports, expensive indole ring derivatives are used as raw materials, and Lithium Aluminum Hydride is inevitably used as a reducing agent at the same time, which greatly limits the industrial production of melatonin and affects its promotion

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
  • Method for preparing epiphysin
  • Method for preparing epiphysin
  • Method for preparing epiphysin

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0037] (1) Compound (II) is the synthesis of 4-aminobutyric acid methyl ester hydrochloride

[0038] Take 10.3 g of 4-aminobutyric acid, dissolve it in 150 ml of anhydrous methanol, cool it to 0-5° C. in an ice-water bath, slowly add thionyl chloride (8 ml) dropwise, and finish dropping in half an hour. Reaction at room temperature for 72h. When 20 ml of solvent remained after distillation under reduced pressure, 60 ml of anhydrous diethyl ether was added. Stir for half an hour, filter to obtain a white solid, and dry under reduced pressure to obtain 13.6 g of white crystals, with a yield of 89%. MS: m / z=118(M+1); 1 H NMR (D 2 O): 1.7-1.8 (2H, CH 2 CH 2 CH 2 ), 2.34-2.39 (2H, CH 2 CH 2 CO), 3.12-3.16 (2H, NH 2 CH 2 ), 3.64 (3H, OCH 3 ).

[0039] (2) Compound (III) is the synthesis of methyl N-acetylbutyrate

[0040] Take 4-aminobutyric acid methyl ester hydrochloride (15.3g), dissolve it in 500ml of dichloromethane, add 80g of anhydrous sodium carbonate, stir for ...

Embodiment 2

[0048] (1) Compound (II) is the synthesis of 4-aminobutyric acid methyl ester hydrochloride

[0049] Take 10.3 g of 4-aminobutyric acid, dissolve it in 150 ml of anhydrous methanol, cool it to 0-5° C. with an ice-water bath, and slowly add thionyl chloride (8 ml) dropwise over one hour. Reaction at room temperature for 54h. When 20 ml of solvent remained after distillation under reduced pressure, 60 ml of anhydrous diethyl ether was added. Stir for 0.5 h, filter to obtain a white solid, and dry under reduced pressure to obtain 11.5 g of white crystals, with a yield of 75%. MS: m / z=118(M+1); 1 H NMR (D 2 O): 1.7-1.8 (2H, CH 2 CH 2 CH 2 ), 2.34-2.39 (2H, CH 2 CH 2 CO), 3.12-3.16 (2H, NH 2 CH 2 ), 3.64 (3H, OCH 3 ).

[0050] (2) Compound (III) is the synthesis of methyl N-acetylbutyrate

[0051] Take 15.3g of 4-aminobutyric acid methyl ester hydrochloride, dissolve it in 500ml of dichloromethane, add 80g of anhydrous sodium carbonate, stir for 0.5h, cool to 0-5°C in ...

Embodiment 3

[0060] (1) Compound (II) is the synthesis of 4-aminobutyric acid methyl ester hydrochloride

[0061] Take 10.3g of 4-aminobutyric acid, dissolve it in 150ml of anhydrous methanol, cool it to 5-10°C with an ice-water bath, slowly add thionyl chloride (6ml) dropwise, and drop it in half an hour. Reaction at room temperature for 24h. When 20 ml of solvent remained after distillation under reduced pressure, 60 ml of anhydrous diethyl ether was added. Stir for 0.5 h, filter to obtain a white solid, and dry under reduced pressure to obtain 9.8 g of white crystals, with a yield of 62%. MS: m / z=118(M+1); 1 H NMR (D 2 O): 1.7-1.8 (2H, CH 2 CH 2 CH 2 ), 2.34-2.39 (2H, CH 2 CH 2 CO), 3.12-3.16 (2H, NH 2 CH 2 ), 3.64 (3H, OCH 3 ).

[0062] (2) Compound (III) is the synthesis of methyl N-acetylbutyrate

[0063] Take 4-aminobutyric acid methyl ester hydrochloride (15.3g), dissolve it in 500ml of dichloromethane, add 80g of anhydrous sodium carbonate, stir for 0.5h, cool to 0-5°...

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 a novel method for preparing epiphysin, which uses low-cost 4-propalanine as a raw material to prepare the epiphysin through steps of carboxylic esterification, amino acylation, ester reduction, hydroxyl oxidation, fischer indole cyclization and the like. The method for preparing the epiphysin uses the raw material of the 4-propalanine which has wide sources and low cost; besides, the method has high total yield and simple reaction conditions and reaction processes, avoids using expensive indole derivatives as initial raw materials in the previous documents, and provides a new choice for preparing and producing the epiphysin.

Description

technical field [0001] The invention relates to a method for preparing medicine, in particular to a method for preparing melatonin. Background technique [0002] Melatonin is an indole hormone secreted by the pineal gland of the human brain. Its main function is to maintain the circadian rhythm of the human body's own circadian rhythm, which is conducive to sleep. It has the ability to enhance human immune function, inhibit the growth of tumor cells, Melatonin may also have an inhibitory effect on the central nervous system; it is a more effective peroxide scavenger than vitamin E, and it also regulates production and development, sexual function and many organs. [0003] Its chemical name is: N-acetyl-5-methoxytryptamine [0004] English name: N-Acetyl-5-Methoxytryptamine [0005] Molecular formula: C 13 h 16 N 2 o 2 [0006] Molecular weight: 232.27 [0007] Appearance: white powder [0008] [0009] The preparation method of melatonin has been reported in lite...

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): C07D209/14A61P25/20A61P37/02A61P35/00A61P25/00A61P39/06
Inventor 沈立新卞禹卜刘福双吴鹏程
Owner 无锡国坤健康科技有限公司
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Try Eureka
PatSnap group products

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

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap