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Pyropheophorbide-a methyl ether compounds, and preparation method and application thereof

A technology of pyropheophorbide and its compound, which is applied in the field of pyropheophorbide a methyl ether compound and its preparation, can solve the problems of high selling price, high production cost, difficulty in preparing taraporfin, etc.

Inactive Publication Date: 2017-10-03
陈志龙
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  • Abstract
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  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] In order to overcome the shortcomings of taraporfin preparation, such as difficulty in preparation, high production cost, and high price, we have carried out in-depth and meticulous research on chlorophyll and its derivatives. Through a lot of exploration work, we have designed and synthesized pyropheophorbide a Methyl ether compound, completed the present invention

Method used

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  • Pyropheophorbide-a methyl ether compounds, and preparation method and application thereof
  • Pyropheophorbide-a methyl ether compounds, and preparation method and application thereof
  • Pyropheophorbide-a methyl ether compounds, and preparation method and application thereof

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Embodiment 1

[0021] 1, the preparation method of 3-(1-methoxyethyl)-3-desvinyl pyropheophorbide a

[0022] Dissolve 230mg (0.4mmol) of pyropheophorbide-a methyl ester in 20ml of methanol, add 5mL of acetic acid solution containing 30-35% hydrogen bromide, and react at 40°C for 3 hours. Concentrate under reduced pressure, add 10 mL of methanol to the residue, and continue stirring at room temperature for 8 hours. Add 20 mL of 2M LiOH solution, and stir at room temperature for 5 hours. Add AcOH to the reaction solution to adjust the pH to 5-6; add 60mL CH 2 Cl 2 The reaction solution was extracted; the organic phase was washed with saturated brine. The organic phase was collected, dried over anhydrous magnesium sulfate, and filtered; the filtrate was concentrated; the resulting residue was subjected to column chromatography (dichloromethane / methanol=30 / 1) to obtain 212 mg of a dark brown product with a yield of 79.4%. 1 H NMR (400MHz, CDCl 3 ): δ9.70, 9.50, 8.56 (each s, 1H, meso-H), 5....

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Abstract

The invention relates to pyropheophorbide-a methyl ether compounds, and a preparation method and application thereof. The compounds have the structure (I) in the specification. The invention relates to the fields of photodynamic therapy and photosensitive drugs (also called photosensitizers or photodynamic drugs), particularly a chlorophyll derivative photosensitizer and a preparation method thereof, and application of the chlorophyll derivative photosensitizer in the field of medicine. The photodynamic drug provided by the invention has the advantages of stable chemical properties, high solubility in water, and very high photodynamic activity, and can be used as a drug for the photodynamic diagnosis and treatment of tumors, retinal macular degeneration, actinic keratosis, nevus flammeus, condylomata acuminata and other diseases.

Description

technical field [0001] The invention relates to the field of photosensitive drugs and photodynamic therapy, in particular to a pyropheophorbide a methyl ether compound and its preparation method and application. Background technique [0002] Photodynamic therapy (PDT) is a new method for the treatment of tumors, macular degeneration, actinic keratosis, port wine stains, genital warts and other diseases. Since it entered clinical research in the 1970s, PDT has made remarkable achievements in clinical treatment because of its good selectivity, low toxicity and side effects, good reproducibility, safety, minimal invasiveness, and synergy, etc. The advantages stand out, showing great potential and strong vitality. [0003] The principle of photodynamic therapy is that after the photosensitizer enters the body, it selectively gathers in the target tissue along with the blood circulation, and then directly irradiates the tumor tissue with a laser of a certain wavelength. After ab...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D487/22A61K41/00A61P35/00A61P27/02A61P31/22A61P17/12A61P17/00
CPCC07D487/22A61K41/0076
Inventor 陈志龙吴忠明吴海明张向化鲍蕾蕾韩一平王力胡泰山陈娜张立新郑梅珍廖平永严懿嘉高迎华
Owner 陈志龙
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