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

Ester compound of thymol and/or carvacrol, preparing method and its medicinal active composition

A technology of ester compounds and pharmaceutical activity, which is applied in the field of preparation methods and pharmaceutically active compositions thereof, and in the field of ester compounds of thymol and/or carvacrol, which can solve the problem of affecting the pharmacokinetic process, slow absorption, affecting Efficacy and other issues, to achieve the effect of enhancing the antibacterial and anticoccidial effects and effects, improving distribution and metabolism, and increasing bioavailability

Inactive Publication Date: 2005-10-19
INTELLIGENT ANIMAL PHARMA CHANGZHOU CITY
View PDF0 Cites 15 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] However, there are problems in the use of natural oregano oil (active ingredient carvacrol / thymol): (a). Since natural oregano oil, thymol and carvacrol are all volatile oils, they are all prepared for use by livestock and poultry. The mixture may be lost due to volatilization, resulting in insufficient dosage and affecting the curative effect
(d). The active ingredients of natural oregano oil, carvacrol / thymol, are phenolic compounds, which are slow to absorb and excrete quickly, affecting the pharmacokinetic process in the body

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
  • Ester compound of thymol and/or carvacrol, preparing method and its medicinal active composition
  • Ester compound of thymol and/or carvacrol, preparing method and its medicinal active composition
  • Ester compound of thymol and/or carvacrol, preparing method and its medicinal active composition

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0057] Synthesis of Thymol

[0058] Suspend 400g of anhydrous aluminum trichloride in 900g of 1,2-dichloroethane, cool to -9~-10°C, add a mixture of 216g of m-cresol-1,2-dichloroethane and 200g of it dropwise In the anhydrous aluminum chloride suspension, keep the temperature at -10°C, add 174g of 2-chloropropane dropwise and keep the temperature at -5~-10°C to react for 8~10 hours, and detect the end point of the reaction by thin layer chromatography. After the clarified reaction solution was poured into crushed ice for ice-thawing, the ice-thawed solution was poured into a separatory funnel, and the lower layer was separated. The aqueous layer was extracted three times with 1,2-dichloroethane, 50 ml each time, and the organic layers were combined. The organic layer was washed with water until neutral, the washing liquid was extracted once with a small amount of 1,2-dichloroethane, the organic layers were combined, washed with saturated sodium chloride solution, and dried wit...

Embodiment 2

[0065] Synthesis of Carvacrol

[0066] ①Limonene nitrosyl chloride preparation

[0067] Dissolve 40.8g of limonene (L-limonene) in 40ml of isopropanol, and cool the solution to below 10°C. Dissolve 120ml of concentrated hydrochloric acid in 80ml of isopropanol, and 20.7g of saturated aqueous solution of sodium nitrite, and simultaneously add limonene-isopropanol solution through the dropping funnel to control the reaction temperature below 10°C, stir for 15 minutes, and keep warm for one Filter for 1 hour, wash the solid with cold butanol, yield 50 g, and recrystallize with chloroform-methanol (1:3), melting point: 103°C.

[0068] ② Preparation of carceloxime

[0069] 40g of limonene nitrosyl chloride (crude product), 20ml of dimethylformamide (DMF) and 125ml of isopropanol were placed in a four-necked flask and refluxed for 30 minutes. After filtration, the solid was washed three times with 50 ml of ice water and once with 15 ml of cold isopropanol, and dried to obtain 27 ...

Embodiment 3

[0079] Preparation of Di-Thymolyl Thiocarbonate

[0080] Put 31.54g of thymol and 300ml of chloroform in a four-necked bottle, under stirring, the temperature is controlled at -6~-8°C, add thiophosgene dropwise, and then add dropwise a solution of 6g of sodium hydroxide, 1.2g of sodium sulfide in water and 81ml of water , the temperature was controlled below -5~-7°C, after dropping, it was raised to room temperature, and continued to stir for 2 to 4 hours. The end point of the reaction was controlled by thin-layer chromatography, and the organic layer was separated, and the aqueous layer was extracted twice with chloroform. The aqueous layer and the chloroform layer were combined, dried with anhydrous sodium sulfate, the chloroform was recovered, and the residual liquid was subjected to column separation. Using 1:10 silica gel and petroleum ether as a developer, collect petroleum ether solution, concentrate under reduced pressure to obtain a brown-red crude product, then disti...

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 present invention relates to the ester compound of thymol and / or carvacrol with the general expression as shown. The active medicine composition of the ester compound is new generation of farm animal medicine for treating parasitic disease and bacterial infection, including infection caused by drug resistant bacteria.

Description

technical field [0001] The invention relates to an ester compound and a pharmaceutical compound thereof, in particular to an ester compound of thymol and / or carvacrol, a preparation method and a pharmaceutically active composition thereof. Background technique [0002] In recent years, due to the widespread use or abuse of antibiotics by humans and livestock and poultry, drug-resistant strains are increasing day by day, and the emergence of drug-resistant strains is faster than the speed at which new drugs are researched and applied to clinics, posing a serious threat to humans. Common bacterial infections for which there is no cure. The emergence of this objective fact has aroused widespread concern in the world's medical circles, and thus, people have turned to natural medicines for research on new medicines. In Europe and the United States, extensive research has been carried out, and it has been found that the volatile oils of plants have inhibitory effects on 25 common...

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): A61K31/21A61K45/06A61P31/04A61P33/14C07C68/02C07C69/36C07C69/96C07C329/04
Inventor 陈连植施建跃王志强褚德明周爱琴
Owner INTELLIGENT ANIMAL PHARMA CHANGZHOU CITY
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