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Compound containing carboxylic acid groups and amide groups and application thereof

A technology of amide group and carboxylic acid group, which is applied in the field of water-soluble compounds with carboxylic acid group and amide group, which can solve the problems of inconvenient use, unsatisfactory water solubility, and inability to mix solid materials.

Active Publication Date: 2014-08-27
CORUM
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Solid raw materials often cannot be directly mixed with other raw materials, causing inconvenience in use
[0005] It can be seen that compounds with carboxylic acid groups are currently under development, but their water solubility is still not satisfactory

Method used

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  • Compound containing carboxylic acid groups and amide groups and application thereof
  • Compound containing carboxylic acid groups and amide groups and application thereof
  • Compound containing carboxylic acid groups and amide groups and application thereof

Examples

Experimental program
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Effect test

no. 1 example

[0066] A first embodiment of the present invention discloses a compound with carboxylic acid groups and amide groups, the above-mentioned compound with carboxylic acid groups and amide groups, and the above-mentioned compound with carboxylic acid groups and amide groups The general formula of the compound is as follows:

[0067]

[0068] Wherein, n and m are both integers, n is 6 to 10, m is 2 to 4; R 1 with R 2 same, and R 1 with R 2 is C1-C6 alkyl. Wherein, the C1-C6 alkyl includes: C1-C6 linear (linear) alkyl and C1-C6 branched (branched) alkyl. Wherein, the C1-C6 linear (linear) alkyl group includes one of the following: methyl, ethyl, n-propyl, n-butyl, n-pentyl, n-hexyl. Wherein, the above-mentioned C1-C6 branched alkyl group includes one of the following: isopropyl, isobutyl, and isopentyl. Wherein, the above-mentioned carboxylic acid group is partly negatively charged (δ-), attracts each other with the above-mentioned amido terminal amine group, and the struct...

no. 2 example

[0085] A second embodiment of the present invention discloses a compound having carboxylic acid groups and amide groups, the above-mentioned compound having carboxylic acid groups and amide groups, and the above-mentioned compounds having carboxylic acid groups and amide groups The compound is made of

[0086] and

[0087] The general formula of the above-mentioned compound with carboxylic acid group and amide group is as follows:

[0088]

[0089] Wherein, n and m are both integers, n is 6 to 10; m is 2 to 4; R 1 with R 2 same, and R 1 with R 2 is C1-C6 alkyl. Wherein, the C1-C6 alkyl includes: C1-C6 linear (linear) alkyl and C1-C6 branched (branched) alkyl. Among them, R 3 is a hydrogen atom or a C1-C6 alkyl group. Among them, the carboxylic acid group is partially negatively charged (δ-), and the amide-terminal amine group and the carboxylic acid group attract each other, and the structure of forming a quaternary amine salt promotes the compound to be soluble...

no. 3 example

[0095] A third embodiment of the present invention discloses a compound having a carboxyl acid group and an amide group

[0096]

[0097] synthetic method.

[0098] The above-mentioned compound with carboxylic acid group and amide group carries out a synthetic reaction formula as follows:

[0099]

[0100] Wherein, the above synthesis method may further include a stirring procedure; wherein, the above reaction may further include a heating procedure.

[0101] Wherein, n and m are both integers, n is 6 to 10, m is 2 to 4; R 1 with R 2 same, and R 1 with R 2 are respectively selected from one of the following groups: C1-C6 alkyl. Wherein, the C1-C6 alkyl includes: C1-C6 linear (linear) alkyl and C1-C6 branched (branched) alkyl. Among them, R 3 is a hydrogen atom or a C1-C6 alkyl group. Wherein, the carboxylic acid group has a partial negative charge (δ-), and the terminal amino group of the amide group and the carboxylic acid group attract each other, which makes t...

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Abstract

The invention relates to a compound containing carboxylic acid groups and amide groups and application thereof, wherein carboxylic acid groups carry partial negative charges (delta<1>) and can attract with the amino groups at the tails ends of the amide groups so as to further form a quaternary ammonium salt structure, and thus, the compound is soluble to water. In addition, the compound with the structure of the carboxylic acid groups and the amide groups has the effect of inhibiting tyrosinase and has great potential to be applied to cosmetic products with a skin whitening function.

Description

technical field [0001] The invention relates to a compound having a carboxylic acid group and an amide group and applications thereof, in particular to a water-soluble compound having a carboxylic acid group and an amide group. Background technique [0002] In recent years, carboxylic acid-based compounds with whitening effect are often used in cosmetic products. For example: azelaic acid is a common cosmetic raw material, which has anti-acne and whitening effects. However, its poor solubility in cosmetic bases affects skin penetration, which leads to difficulties in formulation application. [0003] In order to develop better cosmetic materials, it is necessary to consider both the whitening effect of the material and its solubility in the cosmetic matrix, and many carboxylic acid-based compounds have been synthesized one after another. However, its water solubility is still not good, and most commercially available whitening products are aqueous solutions. For example: ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C233/36C07C231/02A61K8/42A61Q19/02A61Q17/04A61K31/16A61P17/00A61P17/16
Inventor 蔡维娟陈贞尹邱明逸凌逸凡徐乃璇
Owner CORUM