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Medicine eutectic of ciprofloxacin and salicylic acid and preparation process thereof

A technology of ciprofloxacin and salicylic acid, which is applied in the field of drug co-crystals, can solve the problems of lack of double synergy, broad-spectrum antibacterial, and narrow application range of mandelic acid, so as to improve drug efficacy and bioavailability, High yield and reproducible results

Active Publication Date: 2015-07-01
JIANGSU SENRAN CHEM
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

Chinese patent 02139499.7 proposes mandelic acid ciprofloxacin salt, mandelic acid ofloxacin salt and their preparation process, indicating that the two types of mandelic acid ciprofloxacin salt can be released into two single components at a suitable pH value , but the scope of application of mandelic acid is narrow, and the combination with ciprofloxacin can not achieve the purpose of double synergy and broad-spectrum antibacterial

Method used

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  • Medicine eutectic of ciprofloxacin and salicylic acid and preparation process thereof
  • Medicine eutectic of ciprofloxacin and salicylic acid and preparation process thereof
  • Medicine eutectic of ciprofloxacin and salicylic acid and preparation process thereof

Examples

Experimental program
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Effect test

Embodiment 1

[0028] Example 1 Preparation of drug co-crystal of ciprofloxacin and salicylic acid

[0029] 0.1 mmol ciprofloxacin (33.1 mg) and 0.1 mmol salicylic acid (13.8 mg) were added to an aqueous methanol solution composed of 6 ml methanol and 3 mL water. After mixing, stir for 15 minutes, let stand for 30 minutes, filter, put the filtrate into a 25ml test tube, seal the hole with plastic wrap to obtain a clear solution and place it at room temperature to volatilize naturally. A solid containing colorless block crystals is obtained after 1 week. The resulting solid-liquid mixture was filtered to collect colorless massive crystals, and dried at 60~70℃ for 12 hours to obtain 33.84mg of drug co-crystal of ciprofloxacin and salicylic acid, with a molar yield of 72% .

Embodiment 2

[0030] Example 2 Preparation of drug co-crystal of ciprofloxacin and salicylic acid

[0031] 0.1 mmol ciprofloxacin (33.1 mg) and 0.1 mmol salicylic acid (13.8 mg) were added to an aqueous methanol solution composed of 6 ml methanol and 3 mL water. After mixing, stir for 15 minutes, let stand for 30 minutes, filter, put the filtrate into a 25ml test tube, seal the hole with plastic wrap to obtain a clear solution and place it at room temperature to volatilize naturally. After 2 weeks, a solid containing colorless block crystals is obtained. The resulting solid-liquid mixture was filtered to collect colorless massive crystals, and dried at 60~70℃ for 12 hours to obtain 35.25mg of drug co-crystal of ciprofloxacin and salicylic acid, with a molar yield of 75% .

Embodiment 3

[0032] Example 3 Preparation of drug co-crystal of ciprofloxacin and salicylic acid

[0033] 0.1 mmol ciprofloxacin (33.1 mg) and 0.1 mmol salicylic acid (13.8 mg) were added to an aqueous methanol solution composed of 6 ml methanol and 3 mL water. After mixing, stir for 15 minutes, let stand for 30 minutes, filter, put the filtrate into a 25ml test tube, seal the hole with plastic wrap to obtain a clear solution and place it at room temperature to volatilize naturally. After 3 weeks, a solid containing colorless block crystals is obtained. The resulting solid-liquid mixture was filtered to collect colorless massive crystals, and dried at 60~70℃ for 12 hours to obtain 37.13mg of drug co-crystal of ciprofloxacin and salicylic acid, with a molar yield of 79% .

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Abstract

The invention discloses a medicine eutectic of ciprofloxacin and salicylic acid and a preparation process thereof. The preparation method of the eutectic comprises the steps: adding ciprofloxacin and salicylic acid in an alcohol water solution or methane water solution, stirring, standing, filtering, naturally volatilizing filtrate at a room temperature, obtaining a solid-liquid mixture containing a colorless blocky crystal after 1-3 weeks, collecting the colorless blocky crystal after filtering, and drying to obtain the medicine eutectic of ciprofloxacin and salicylic acid. The invention further provides an industrialized rapid preparation method of the eutectic. The preparation method comprises the steps: adding ciprofloxacin and salicylic acid in the alcohol water solution, mixing, stirring, heating to 70-80 DEG C, reflowing for 2 hours, and stopping reaction after a reaction solution is clarified, filtering at a temperature of 70-80 DEG C, loading filtrate in a closed container, and standing for 6-24 hours at a room temperature to obtain the medicine eutectic of ciprofloxacin and salicylic acid. The method for synthesizing the medicine eutectic of ciprofloxacin and salicylic acid, disclosed by the invention, is low in equipment requirement, good in eutectic heat stability, and high in yield; and the industrialized production is easily realized.

Description

technical field [0001] The invention relates to the technical field of drug co-crystals, in particular to drug co-crystals of ciprofloxacin and salicylic acid and a preparation method thereof. technical background [0002] Due to the importance of hydrogen bonding in crystal engineering, great efforts have been made in materials science, molecular recognition and biological entities, and pharmaceutical industries to understand the structure of hydrogen-bonded systems and to exploit them (G. R. Desiraju, Crystal Engineering: The Design of Organic Solids. Elsevier: New York, 1989; Shen Jiacong, Sun Junqi. Advances in Supramolecular Science Research. Chinese Academy of Sciences, 2004, 19, 420?424.). Over the past two decades, the crystalline form of active pharmaceutical ingredients has received increasing attention. It is generally accepted that crystalline forms of drugs include polymorphs, hydrates, solvates, salts, and co-crystals. The molecules of active pharmaceutical i...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D215/56C07C65/10C07C51/43A61P31/04A61P29/00
CPCC07D215/56
Inventor 张致慧朱海王其龙施成
Owner JIANGSU SENRAN CHEM
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