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Silicon phthalocyanine compound and composite, their preparation and application thereof

A technology of complexes and complexes, which is applied in the direction of silicon organic compounds, active ingredients of silicon compounds, medical preparations containing active ingredients, etc., to achieve the effects of clear structure, good biosafety, and strong photosensitive activity

Active Publication Date: 2006-11-15
FUZHOU UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0010] In addition, in order to further improve the bioavailability and cancer cell targeting of photosensitizers, the complex composed of photosensitizers and carrier compounds with specific recognition of biological targets should be paid attention to, however, the above-mentioned PC4 and patents do not involve this point

Method used

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  • Silicon phthalocyanine compound and composite, their preparation and application thereof
  • Silicon phthalocyanine compound and composite, their preparation and application thereof
  • Silicon phthalocyanine compound and composite, their preparation and application thereof

Examples

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preparation example Construction

[0089] The preparation method of the silicon phthalocyanine complex of the present invention is characterized in that: (a) using dichlorosilicon phthalocyanine and the alcohol derivative of the substituting group described in claims 1-2 as reactants, the molar ratio of the two 1:2~10, the reaction solvent is preferably toluene or N, N-diformimide or 2-methoxyethyl ether; (b) the reaction needs to be carried out in the presence of sodium hydride or potassium carbonate, and every mole of dichlorosilane Phthalocyanine needs to add 2-6 moles of sodium hydride or potassium carbonate; (c) at a temperature between 70 °C and the reflux temperature of the reaction solvent, react for 3 hours to 36 hours; (d) after the reaction is completed, by solvent method or Column chromatography or high performance liquid chromatography to remove excess raw materials and impurities and purify the target product.

[0090] The preparation method of the silicon phthalocyanine complex of the present inv...

Embodiment 1

[0098] Synthesis and physicochemical properties of two [(2-methoxy) ethoxy] silicon phthalocyanines: Dichloro silicon phthalocyanines and ethylene glycol monomethyl ether are charged according to the molar ratio of 1: 2~10 (preferably 1: 4) than dispersed in anhydrous toluene solvent. In the presence of sodium hydride (2 to 6 moles of sodium hydride, preferably 3 moles, should be added per mole of dichlorosilicon phthalocyanine), react at reflux temperature for 3 hours to 36 hours (preferably 12 hours). After the reaction was complete, the solvent was removed by rotary evaporation under reduced pressure, washed with water, filtered, the filter cake was separated and purified by silica gel chromatography, the main components were collected, and the solvent was evaporated to dryness to obtain the target product as a dark blue solid with a yield of 29%. The maximum absorption peak of the UV-Vis spectrum of the product is 672nm (in DMF solution), mass spectrum (ESI) m / z: 713[M+Na]...

Embodiment 2

[0101]Synthesis and physicochemical properties of two [(2-ethoxy) ethoxy] silicon phthalocyanine: dichloro silicon phthalocyanine and ethylene glycol monoethyl ether according to the feed molar ratio of 1: 2~10 (preferably 1: 4) Dispersed in anhydrous toluene solvent. In the presence of sodium hydride (2 to 6 moles of sodium hydride, preferably 3 moles, should be added per mole of dichlorosilicon phthalocyanine), react at reflux temperature for 3 hours to 36 hours (preferably 12 hours). After the reaction was complete, the solvent was removed by rotary evaporation under reduced pressure, washed with water, filtered, the filter cake was separated and purified by silica gel chromatography, the main components were collected, and the solvent was evaporated to dryness to obtain a dark blue solid as the target product. The maximum absorption peak of the UV-Vis spectrum of the product is 672nm (in DMF solution), mass spectrum (ESI) m / z: 741[M+Na] + .

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Abstract

An axially substituted silicon-phthalocyanin match and its composition are disclosed, which have high optical spectrum characteristics and can be used as the photosensitizer used for photodynamic therapy to tumor and the diseases other than cancer, photodynamic diagnosis and photodynamic disinfecting.

Description

field of invention [0001] The present invention relates to silicon phthalocyanine complexes and their complexes as well as their preparation and application. The present invention also relates to their application as photosensitizers in photodynamic therapy, photodynamic diagnosis and photodynamic disinfection. Background technique: [0002] Phthalocyanine complexes are an important class of functional materials, which have been used in corresponding high-tech fields as advanced photoconductive materials, optical recording materials, and catalytic materials. Recently, the application prospects of phthalocyanine complexes as photosensitizers in photodynamic therapy (Photodynamic Therapy) have attracted attention, showing huge social and economic benefits in the near future. [0003] The so-called photodynamic therapy (or photodynamic therapy), in essence, is the application of the photosensitization reaction of photosensitizers (and photosensitizers) in the medical field. T...

Claims

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Application Information

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IPC IPC(8): C07D487/22A61K31/409A61K31/695A61P35/00C07F7/02
Inventor 黄剑东蒋雄杰朱尉娇
Owner FUZHOU UNIVERSITY
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