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(+)-monobornyl maleinate as well as preparation method and application thereof

A technology of maleic acid mono- and maleic anhydride, which is applied in the chemical field and can solve the problems of easy volatilization, nasal mucosal toxicity, and poor water solubility of borneol

Inactive Publication Date: 2010-11-10
GUANGZHOU UNIVERSITY OF CHINESE MEDICINE
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0005] Many studies have found that borneol not only has poor water solubility and is volatile, but also has certain reproductive toxicity, and shows significant toxicity to nasal mucosa when used for nasal perfusion.

Method used

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  • (+)-monobornyl maleinate as well as preparation method and application thereof
  • (+)-monobornyl maleinate as well as preparation method and application thereof
  • (+)-monobornyl maleinate as well as preparation method and application thereof

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Embodiment Construction

[0030] Weigh 7 g of maleic anhydride and 8 g of natural (+)-borneol and place in a mortar, mix and grind and place in a round bottom flask equipped with a magnetic stirrer, reflux tube and drying tube, in an oil bath at 80 °C Heat to dissolve, stir and reflux for 7 hours, pour the reaction solution into a 250 ml separatory funnel, wash with distilled water three times (the amount of distilled water for each wash is 20ml, 20ml and 10ml respectively), separate the oil layer for subsequent use, and wash the water layer with ethyl acetate The ester was extracted twice (the amount of ethyl acetate used for each extraction was 10ml), and the ethyl acetate layer was taken, combined with the above oil layer, and dried over anhydrous magnesium sulfate. After drying, use silica gel column chromatography with a silica gel particle size of 200 to 300 meshes, elute with ethyl acetate-petroleum ether at a volume ratio of 0.1:6, and at the same time, use ethyl acetate-n-hexane with a volume r...

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Abstract

The invention provides a borneol derivative. The chemical name of the derivative is (+)-monobornyl maleinate, and the chemical structure is shown as the formula (I). The derivative can be prepared by reacting maleic anhydride with (+)-borneol through esterification, has the effects of easing pains and penetrating blood brain barriers and can be used for preparing pain easing medicaments or blood brain barrier penetration promoters.

Description

technical field [0001] The invention relates to the field of chemistry, in particular to derivatives of borneol. Background technique [0002] Borneol is the earliest natural organic medicine applied in the world, and its structure is shown in formula (a). The 2005 edition of "The Pharmacopoeia of the People's Republic of China" (Part One) contains a total of 65 kinds of prescription preparations containing borneol, which are mainly used in cardiovascular and cerebrovascular diseases such as coronary heart disease, stroke, and hypertension. [0003] [0004] Modern pharmacological research shows that borneol has various pharmacological effects. The main manifestations are as follows: 1. Borneol not only has the effect of penetrating the blood-brain barrier, but also promotes other drugs, especially the central nervous system and cardiovascular system, to pass through the blood-brain barrier, improving the efficacy of drugs, reflecting the "helping role" of borneol 2. Bo...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C69/60C07C67/08A61K31/225A61P29/00A61P25/04A61P43/00
Inventor 王涛王宁生宓穗卿李伟荣吴祈德
Owner GUANGZHOU UNIVERSITY OF CHINESE MEDICINE
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