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Synthesis method of diosmin

A synthetic method, the technology of diosmin, which is applied in the field of synthesis of pharmaceutical compounds, can solve the problems of low safety and high solvent residue in products

Inactive Publication Date: 2013-01-16
CHENGDU LANQI PHARMA
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0010] In view of this, the present invention provides a synthesis method of diosmin, which can effectively avoid the use of pyridine, thereby overcoming the defects of low safety of the existing synthesis method and high residue of product solvents

Method used

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  • Synthesis method of diosmin
  • Synthesis method of diosmin
  • Synthesis method of diosmin

Examples

Experimental program
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Effect test

Embodiment 1

[0067] Add 100 grams of hesperidin, 47 grams of iodine, 12 grams of sodium hydroxide, and 0.8 liters of mixed solvent of morpholine:methanol (90:10) into a 1000L reaction kettle, stir until dissolved, and heat to 85-90°C for reaction 9 hours. The reaction liquid becomes a viscous liquid. After adding 3 grams of sodium thiosulfate, recover the morpholine to 70-80% under vacuum at 85-90°C. After the recovery of morpholine is completed, add 0.8 liters of water and stir evenly. Filter , collect the waste liquid, wash it with water, and get the crude product of diosmin. Add 0.8 liters of water and 30 grams of sodium hydroxide to the crude product of diosmin. After stirring and dissolving completely, filter it with a high-speed centrifuge. Put it into a crystallization tank, add water to the filtrate to 1.5 liters, Slowly add sulfuric acid to acidify until the pH is 2-3. Let stand, filter, and wash with water to obtain coarse crystals of diosmin. Add 0.8 liters of water and 30 gram...

Embodiment 2

[0069] Add 100 grams of hesperidin, 47 grams of iodine and 12 grams of sodium hydroxide in a 1000L reaction kettle, and finally add 0.8 liters of mixed solvent of morpholine: methanol (60:40), stir until completely dissolved. Heat to 85-90 ℃. Insulated and stirred for 9 hours. The reaction liquid became a viscous liquid. After adding 3 grams of sodium thiosulfate, the morpholine was recovered to 70-80% under vacuum conditions at 85-90 ° C. After the morpholine recovery was completed, add 0.8 liters of water, stir evenly, filter, collect waste liquid, wash with water, get crude diosmin, add 0.8 liters of water and 30 grams of sodium hydroxide to crude diosmin, stir and dissolve completely, filter with high-speed centrifuge, put into crystallization tank , add water to the filtrate to 1.5 liters, slowly add sulfuric acid to acidify to pH 2-3, let stand, filter, wash with water to obtain crude crystals of diosmin. Add 0.8 liters of water and 30 grams of sodium hydroxide to the cr...

Embodiment 3

[0071] Add 100 grams of hesperidin, 47 grams of iodine and 12 grams of sodium hydroxide in a 1000L reaction kettle, and finally add 0.8 liters of mixed solvent of morpholine: ethanol (90:10), stir until completely dissolved. Heat to 85-90 ℃. Insulated and stirred for 9 hours. The reaction liquid became a viscous liquid. After adding 3 grams of sodium thiosulfate, the morpholine was recovered to 70-80% under vacuum conditions at 85-90 ° C. After the morpholine recovery was completed, add 0.8 liters of water, stir evenly, filter, collect waste liquid, wash with water, get crude diosmin, add 0.8 liters of water and 30 grams of sodium hydroxide to crude diosmin, stir and dissolve completely, filter with high-speed centrifuge, put into crystallization tank , add water to the filtrate to 1.5 liters, slowly add sulfuric acid to acidify to pH 2-3, let stand, filter, wash with water to obtain crude crystals of diosmin. Add 0.8 liters of water and 30 grams of sodium hydroxide to the cru...

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Abstract

The invention discloses a synthesis method of a medicinal compound, particularly a synthesis method of diosmin. The diosmin is prepared by heating a mixture of hesperidin, iodine, inorganic alkaline reagent and reaction solvent to 80-100 DEG C. The synthesis method of diosmin can effectively avoid using pyridine, thereby overcoming the defects of low safety and high solvent residues in the product in the existing synthesis method.

Description

technical field [0001] The invention relates to a method for synthesizing medicinal compounds, in particular to a method for synthesizing diosmin. Background technique [0002] Diosmin, the chemical name is 3',5,7-trihydroxy-4'-methoxyflavone, that is (7-{[6-O-(6-deoxy-α-L-mannose)- β-D-glucopyranose]oxy}-5-hydroxy-2-(3-hydroxy-4-methoxybenzene)-4H-L-benzopyran-4-one), its structure is shown in the figure below Show: [0003] [0004] Diosmin has a comprehensive effect on the vascular return system, and it has a strong effect on the venous system, microcirculatory system and lymphatic system. In addition to significantly reducing the adhesion and migration of leukocytes and vascular endothelial cells, diosmin can inhibit the disintegration of leukocytes and the release of inflammatory mediators such as histamine, bradykinin, complement, leukotrienes, prostaglandins, and scavenging free radicals. It can also reduce blood viscosity and enhance the flow rate of red blood ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07H17/07C07H1/00
Inventor 陈云李子临刘应建张竹梅
Owner CHENGDU LANQI PHARMA
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