Unlock instant, AI-driven research and patent intelligence for your innovation.

A kind of method of liquid-liquid-solid extraction resolution ofloxacin chiral drug

A technology of ofloxacin and chiral drugs, applied in the field of chiral drug separation, can solve the problems of complex operation process, high equipment cost and high energy consumption, and achieve the effects of good separation selectivity, simple equipment and simple process.

Inactive Publication Date: 2017-07-04
BEIJING UNIV OF CHEM TECH
View PDF2 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0007] Therefore, in view of the complex operation process, high energy consumption, high equipment cost and low efficiency in the existing process for splitting ofloxacin racemate, it is necessary to develop a new separation process

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • A kind of method of liquid-liquid-solid extraction resolution ofloxacin chiral drug
  • A kind of method of liquid-liquid-solid extraction resolution ofloxacin chiral drug

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0018] Embodiment 1: the concentration of ofloxacin aqueous solution is 1.0g / L extraction experiment

[0019] A. Prepare 1.0g / L ofloxacin aqueous solution, and the organic phase is n-hexane solution. Weigh 0.05375 g of D-DBTA (dibenzoyl tartaric acid) into a 50 mL conical flask, and then transfer 20 mL of each of the organic phase and the aqueous phase into the conical flask with a pipette. The conical flask was sealed and placed in a digital display water bath constant temperature oscillator THZ-82A, shaken at 220r / min for 40min, then placed in a centrifuge tube and centrifuged at 5000r / min for 10min in a centrifuge. The lower clear liquid was filtered, concentrated, dried and purified to obtain ofloxacin crystals.

[0020] Use a disposable sterile syringe to draw 1ml of the water phase clear liquid separated by centrifugation, filter it through a 0.45μm filter head, and inject 10μL into high performance liquid chromatography. The results are shown in figure 1 ,Depend on f...

Embodiment 2

[0021] Embodiment 2: the extraction experiment that ofloxacin feed liquid concentration is 0.6g / L

[0022] A 0.6g / L ofloxacin aqueous solution was prepared as the water phase, and the organic phase was n-hexane solution. Weigh 0.0538g of D-DBTA, put it into a 50mL conical flask, transfer 20ml of n-hexane solution and 20mL of ofloxacin aqueous solution with a concentration of 0.6g / L into the conical flask, seal the conical flask and place it in a digital display water bath at a constant temperature Shaker THZ-82A, shake at 220r / min for 40min, then place in a centrifuge tube and centrifuge at 5000r / min for 10min in a centrifuge. The lower clear liquid was filtered, concentrated, dried and purified to obtain ofloxacin crystals.

[0023] The aqueous supernatant was analyzed by the same method as in Example 1, and the obtained separation factor was 3.052 and the ee value was 47.59%.

Embodiment 3

[0024] Embodiment 3: the extraction experiment that ofloxacin feed liquid concentration is 0.8g / L

[0025] A 0.8 g / L ofloxacin aqueous solution was prepared as the water phase, and the organic phase was n-hexane solution. Weigh 0.0538 g of D-DBTA, put it into a 50 mL conical flask, and transfer 20 mL of n-hexane solution and 20 mL of an aqueous solution of 0.8 g / L ofloxacin into the conical flask. Each conical flask was sealed and placed in a digital water bath constant temperature oscillator THZ-82A, oscillated at 220r / min for 40min, then placed in a centrifuge tube and centrifuged at 5000r / min for 10min in a centrifuge. The lower clear liquid was filtered, concentrated, dried and purified to obtain ofloxacin crystals.

[0026] The same method as in Example 1 was used to analyze the water phase supernatant. The experimental results showed that when the concentration of the feed liquid was 0.8 g / L, the separation factor was 4.175 and the ee value was 59.27%.

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

PUM

PropertyMeasurementUnit
separation factoraaaaaaaaaa
enantiomeric excessaaaaaaaaaa
enantiomeric excessaaaaaaaaaa
Login to View More

Abstract

The present invention provides a method for splitting an ofloxacin chiral drug through liquid-liquid-solid extraction. According to the present invention, the method is based on the chiral liquid-liquid extraction process, the water phase is an ofloxacin aqueous solution, the organic phase is alkane, and a dibenzoyltartaric acid derivative is adopted as solid phase particles to split the ofloxacin enantiomer through liquid-liquid-solid extraction; the method has advantages of simple operation, wide application range, low power consumption, simple equipment, continuous production and the like of the solvent extraction method, further has characteristics of good splitting effect and substantial extraction efficiency improving; with the application of the method to split the ofloxacin through the single extraction, the separation factor can be up to 5.298, and the ee value can achieve 65.61%; and with the method, the extraction distribution behaviors of the ofloxacin enantiomer in the organic phase containing the solid phase particles dibenzoyltartaric acid derivative and the water phase are researched, and a certain guide significance is provided for the development of the chiral drug splitting.

Description

technical field [0001] The invention belongs to the field of chiral drug separation, in particular to a method for separating ofloxacin by liquid-liquid-solid extraction using dibenzoyltartaric acid derivatives as solid-phase particles. Background technique [0002] Chirality is very common in organisms, and the human body itself is a large chiral environment, such as L-amino acids, D-DNA, L-monosaccharides, many carrier enzymes, receptors and other endogenous substances that constitute human proteins. At present, more and more attention is paid to chiral drugs. There are many synthetic drugs with optical activity in the world, accounting for about 40% of clinical drugs. It has the advantages of small dosage, few side effects and high efficacy. At present, the separation methods of racemates include enzymatic method, crystallization method, chromatography method and extraction method. [0003] Ofloxacin [(±)-9-fluoro-2,3-dihydro-3-methyl-10-(4-methyl-1-piperazinyl)-7-oxo-7H...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

Application Information

Patent Timeline
no application Login to View More
Patent Type & Authority Patents(China)
IPC IPC(8): C07D498/06
CPCC07D498/06
Inventor 任钟旗曾勇和立超张卫东
Owner BEIJING UNIV OF CHEM TECH