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Cinnamyl aldehyde derivative and application thereof

A derivative, the technology of cinnamaldehyde, applied in the field of cinnamaldehyde derivatives, can solve the problems of easily oxidized water solubility, volatility, irritation, color, temperature, and stability of the formula system, affecting compatibility and availability, etc. , to achieve good antibacterial and bactericidal properties, good compatibility and mild effect

Inactive Publication Date: 2017-01-04
NANJING HUASHI NEW MATERIAL
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0012] 1. In the air, it is easily oxidized to cinnamic acid and deteriorates;
[0013] 2. Yellow or light greenish yellow, which affects its application in formulations, especially colorless and transparent systems;
[0015] 4. Poor solubility, difficult to dissolve in water and glycerin, seriously affecting compatibility and availability;
[0016] 5. It is extremely volatile and has poor effect persistence
This method is similar to the cyclodextrin treatment method, but the microcapsules have stability problems with temperature and formulation systems, which affect their application range
[0021] The above studies have made great improvements compared to the direct use of cinnamaldehyde, which can solve one or several problems to a certain extent, but none of them can solve the problems of easy oxidation, water solubility, volatility, irritation and color at the same time.

Method used

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  • Cinnamyl aldehyde derivative and application thereof
  • Cinnamyl aldehyde derivative and application thereof
  • Cinnamyl aldehyde derivative and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0059] Preparation of Example 1 Derivative (1a)

[0060]

[0061] R: =CH-CH=CH-Ph

[0062] At room temperature, add 7.8g of cinnamaldehyde (0.06mol) and 5.1g (0.01mol) of compound a into a dry mortar, mix well in the mortar, quickly grind for 20 minutes, and then store in airtight at room temperature for 12 hours, thin After the completion of the reaction monitored by chromatography, add 5.0ml of ethanol (75%), grind for 15 minutes, filter with suction, wash with absolute ethanol three times, and dry the solid in vacuum to obtain a white powdery solid with a yield of 83% (based on raw material a) , Melting point 175°C (decomposition).

Embodiment 2

[0063] Example 2 Preparation of Derivative (1b)

[0064]

[0065] R: =CH-CH=CH-Ph

[0066] At room temperature, add 1.0g of deionized water, 7.8g of cinnamaldehyde (0.06mol) and 5.0g (0.01mol) of compound a into a microwave reactor, irradiate with microwave at 60°C for 10 minutes, cool to room temperature, and monitor the reaction by thin chromatography After completion, add 7.5ml of absolute ethanol, continue to grind for 10 minutes, filter with suction, wash with absolute ethanol three times, and dry the solid in vacuum to obtain a white powdery solid with a yield of 75% (based on raw material b) and a melting point of 161°C ( break down).

Embodiment 3

[0067] Example 3 Preparation of Derivative (1c)

[0068] Preparation was carried out with reference to Example 2, and 1.5 g of water, 3.9 g of cinnamaldehyde (0.03 mol) and 5.1 g (0.01 mol) of compound c were added to the reactor. After post-treatment, a white powdery solid was obtained with a yield of 69%.

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PUM

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Abstract

The invention relates to a cinnamyl aldehyde derivative with good stability and prominent performances and application thereof. The structural formula of the compound is shown as the description. The derivative can be obtained by a heterocyclic compound containing an amino and cinnamyl aldehyde through a condensation reaction. The cinnamyl aldehyde derivative provided by the invention has antibacterial, corrosion-resisting, anti-virus functions and the like, and also has the characteristics of high stability, mildness and the like, so that the cinnamyl aldehyde derivative can replace the cinnamyl aldehyde to be wildly applied to fields including daily chemical products, foods, medicine, feed and the like.

Description

technical field [0001] The invention relates to a cinnamaldehyde derivative with good stability and outstanding effect, in particular to the application of the derivative in daily chemicals, medicines, food and feed. Background technique [0002] Cinnamaldehyde (Cinnamaldehyde) is an aldehyde organic compound, which is a yellow viscous liquid and exists in large quantities in plants such as cinnamon. The cinnamaldehyde naturally occurring in nature is all trans-structure, and this molecule is a phenyl group connected to acrolein, so it can be considered as a kind of acrolein derivative, which is the main active ingredient of cinnamon volatile oil in traditional Chinese medicine. Cinnamon is the dry bark of cinnamon, an evergreen tree plant of Lauraceae, which is mainly distributed in Guangdong, Guangxi, Yunnan and Fujian, among which the production of cinnamon oil in Guangdong and Guangxi accounts for about 80% of the world's production, and in Sichuan, Guizhou, Hunan, Jian...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07H7/02C07H5/06C07H1/00A61K31/702A61K31/722A61P31/12A61P31/16C08B37/00C08B37/08A23K20/163A23L3/3562A23K30/00A61K8/60A61K8/73A61Q19/00A61Q19/10A61Q11/00A61Q5/02A61P31/10
CPCC07H7/02A23L3/3562A61K8/60A61K8/736A61K2800/524A61Q5/006A61Q5/02A61Q11/00A61Q19/00A61Q19/10C07H1/00C07H5/06C08B37/00C08B37/003
Inventor 史鲁秋苏桂珍刘文权
Owner NANJING HUASHI NEW MATERIAL
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