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Etodolac ionic salt as well as preparation method and application thereof

A technology of etodolac and ionic salts, applied in the field of pharmaceutical and cosmetic compounds, can solve the problems of staying in the application range, limiting the application effect and application prospect, etc., and achieves the effects of improving absorption, good safety and high purity

Pending Publication Date: 2020-12-15
HARBIN INST OF TECH SHENZHEN GRADUATE SCHOOL
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, at present, the scope of application of etodolac is mostly limited to the selection and use of its monomers, which limits its wider application effect and application prospects.

Method used

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  • Etodolac ionic salt as well as preparation method and application thereof
  • Etodolac ionic salt as well as preparation method and application thereof
  • Etodolac ionic salt as well as preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0040] The present embodiment provides a kind of etodolac ion salt, specifically etodolac betaine ion salt, which is prepared through the following steps:

[0041] (1) Under argon atmosphere, dissolve 3mmol etodolac in the reactor with 5mL of ethanol, dissolve 3mmol betaine with 5mL of ethanol, add the ethanol solution of betaine dropwise into the reactor that is dissolved with etodolac , heated to 60°C, ionized modification reaction for 24 hours;

[0042] (2) after completion of the reaction, concentrate the solution to 1 / 8 of the reaction solution under vacuum conditions, freeze and crystallize, and obtain the product of etodolac betaine ionic salt through filtration, washing and separation, dry in a vacuum oven for 48 hours, Obtain pure etodolac betaine ionic salt.

[0043] figure 1 and figure 2 Respectively represent the proton nuclear magnetic resonance spectrum and the carbon spectrum of the etodolac betaine ion salt, and the specific nuclear magnetic data are: 1 H ...

Embodiment 2

[0045] The present embodiment provides a kind of etodolac ion salt, specifically etodolac L-carnitine ion salt, which is prepared by the following steps:

[0046](1) Under an argon atmosphere, dissolve 3mmol etodolac in the reactor with 5mL of ethanol, dissolve 3mmol L-carnitine with 5mL of ethanol, and add the ethanol solution of L-carnitine dropwise to the reaction in which etodolac is dissolved. In the container, heated to 60°C, ionized modification reaction for 24 hours;

[0047] (2) After the reaction is completed, concentrate the solution to 1 / 8 of the reaction solution under vacuum conditions, freeze and crystallize, and obtain the product of etodolac L-carnitine ion salt through filtration and washing, and dry in a vacuum oven for 60 hours , to obtain pure etodolac L-carnitine ion salt.

[0048] image 3 and Figure 4 Respectively represent the proton nuclear magnetic resonance spectrum and the carbon spectrum of the etodolac L-carnitine ion salt, and the specific n...

Embodiment 3

[0050] The present embodiment provides a kind of etodolac matrine ion salt, specifically etodolac matrine ion salt, which is prepared by the following steps:

[0051] (1) Under an argon atmosphere, dissolve 3mmol etodolac in a reactor with 5mL of ethanol, dissolve 3mmol matrine with 5mL of ethanol, and add the ethanol solution of matrine dropwise to the reaction in which etodolac is dissolved. In the container, heated to 60°C, ionized modification reaction for 24 hours;

[0052] (2) After the reaction is completed, concentrate the solution to 1 / 10 of the reaction solution under vacuum conditions, freeze and crystallize, and obtain the product of etodolac matrine ionic salt through filtration and washing, and dry in a vacuum oven for 60 hours , to obtain pure etodolac matrine ion salt.

[0053] Figure 5 and Image 6 respectively represent the proton nuclear magnetic resonance spectrum and carbon spectrum of the etodolac matrine ion salt, and the specific nuclear magnetic da...

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Abstract

The invention belongs to the field of compounds for medicines and cosmetics, and discloses etodolac ionic salt as well as a preparation method and application thereof. The cations of the etodolac ionsalt are formed by alkaloid, and anions of the etodolac ion salt are formed by etodolac. The preparation method of the etodolac ion salt comprises the following steps: (1) in an inert gas atmosphere,adding etodolac and alkaloid into an organic solvent, and carrying out an ionization modification reaction to prepare an etodolac ion salt solution; and (2) concentrating the etodolac ion salt solution prepared in the step (1) under a vacuum condition, and freeze-drying to obtain the etodolac ion salt The etodolac ion salt completely retains main molecular skeletons and functional groups of cations and anions, has biological activities and effects of the two substances, and shows a good anti-inflammatory effect, water solubility and low cytotoxicity.

Description

technical field [0001] The invention belongs to the field of medicine and cosmetic compounds, and in particular relates to an etodolac ion salt and a preparation method and application thereof. Background technique [0002] Etodolac is an indole acetic acid non-steroidal anti-inflammatory drug with strong analgesic effect. Clinically, it is widely used to relieve the symptoms of rheumatoid arthritis and osteoarthritis, delay the bone pathological changes caused by arthritis, and is also used for the treatment of postoperative pain. The common mechanism of action of NSAIDs is to inhibit the activity of cyclooxygenase-2 (COX-2) and reduce the biosynthesis of prostaglandins at the site of inflammation, thereby controlling inflammation and relieving pain. In addition, etodolac has good oral absorption, does not produce obvious accumulation effect under multiple doses, has no persistent effect on liver and kidney functions, and has good safety and tolerance. But at present, the...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D491/04C07D471/22C07C229/12C07C227/18C07C229/22A61K31/407A61K31/205A61K31/4375A61K8/41A61K8/44A61K8/49A61P29/00A61Q19/00
CPCA61K8/416A61K8/44A61K8/4926A61K31/205A61K31/407A61K31/4375A61K2800/10A61Q19/00A61P29/00C07C229/12C07C229/22C07D471/22C07D491/04A61K2300/00
Inventor 张嘉恒扈圆圆潘光兴杨志雄
Owner HARBIN INST OF TECH SHENZHEN GRADUATE SCHOOL
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