Method for separating ofloxacin enantiomers

A technology of enantiomers and ofloxacin, which is applied in the field of pharmacy, can solve problems such as the technical method of splitting and preparing ofloxacin that has not been seen, and achieve stable drug quality, full recycling, and good stability Effect

Active Publication Date: 2020-11-27
WATERSTONE PHARMA WUHAN
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] There is no technical method for preparing ofloxacin by separation of simulated moving bed chromatography

Method used

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  • Method for separating ofloxacin enantiomers
  • Method for separating ofloxacin enantiomers

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0045] Mobile phase: ethanol: n-hexane: phosphoric acid = 95:5:0.5

[0046] Flow rate: 1ml / min

[0047] Injection concentration: ofloxacin racemate: 0.2mg / ml

[0048] Injection liquid flow rate: V1=0.1ml / min

[0049] Mobile phase flow rate: V2=1.0ml / min

[0050]Flushing fluid flow rate: V3=2.0ml / min

[0051] F pump pressure: 6.8MPa

[0052] P pump pressure: 7.5MPa

[0053] D pump pressure: 6.8MPa

[0054] Switching time: 8.5min

[0055] Column temperature: 25°C

[0056] Finished product analysis

[0057] The composition of the extract and raffinate was analyzed by chiral column Chiralcel OD-H, wherein the contents of levofloxacin or dextrofloxacin were 100% and 98%, respectively.

Embodiment 2

[0059] Mobile phase: ethanol: n-hexane: phosphoric acid = 85:15:1

[0060] Flow rate: 1ml / min

[0061] Injection concentration: ofloxacin racemate: 0.2mg / ml

[0062] Injection liquid flow rate: V1=0.1ml / min

[0063] Mobile phase flow rate: V2=1.0ml / min

[0064] Washing liquid flow rate: V3=0.5ml / min

[0065] F pump pressure: 6.5MPa

[0066] P pump pressure: 4.5MPa

[0067] D pump pressure: 6.5MPa

[0068] Switching time: 8.5min

[0069] Column temperature: 25°C

[0070] Finished product analysis

[0071] The composition of the extract and raffinate was analyzed by chiral column Chiralcel OD-H, wherein the content of levofloxacin or dextrofloxacin was 90% and 100%, respectively.

Embodiment 3

[0073] Mobile phase: ethanol: n-hexane: phosphoric acid = 90: 10: 0.5

[0074] Flow rate: 1ml / min

[0075] Injection concentration: ofloxacin racemate: 0.2mg / ml

[0076] Injection liquid flow rate: V1=0.1ml / min

[0077] Mobile phase flow rate: V2=1.0ml / min

[0078] Flushing fluid flow rate: V3=2.0ml / min

[0079] F pump pressure: 6.8MPa

[0080] P pump pressure: 7.5MPa

[0081] D pump pressure: 7.0MPa

[0082] Switching time: 8.5min

[0083] Column temperature: 25°C

[0084] Finished product analysis

[0085] The composition of the extract and raffinate was analyzed by chiral column Chiralcel OD-H, wherein the contents of levofloxacin or dextrofloxacin were 100% and 90%, respectively.

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Abstract

The invention discloses a method for separating an ofloxacin enantiomer. The method for separating the ofloxacin enantiomer comprises the steps: (1) dissolving an ofloxacin sample to obtain an ofloxacin solution; and (2) separating the ofloxacin enantiomer in the ofloxacin solution by using a simulated moving bed chromatography system, wherein chromatographic conditions are that the chromatographic column is a Chiralcel OD-H chiral column; the fixed phase is silica gel, the surface of which is coated with cellulose-tri[3, 5-xylyl carbamate]; and the mobile phase is a mixed solution containing ethanol, n-hexane and phosphoric acid. The method for separating the ofloxacin enantiomer has the advantages of simple process and stable and reliable product and can be used for industrial mass production.

Description

technical field [0001] The invention relates to the field of pharmacy, in particular to the separation of chiral drugs, and more specifically to a method for separating the enantiomers of ofloxacin. Background technique [0002] Ofloxacin (compound shown in formula 1) is a class of quinolone broad-spectrum antibacterial drugs, mainly by selectively inhibiting the activity of bacterial DNA gyrase, hindering the synthesis of bacterial DNA, thereby achieving the effect of sterilization. Ofloxacin is a racemic compound of its left-handed and right-handed isomers, of which the left-handed one has stronger antibacterial activity. Levofloxacin was first launched in Japan in 1993. The drug treats respiratory tract infections, genitourinary system infections, and skin and soft tissue infections. [0003] [0004] There is no technical method for the preparation of ofloxacin related to simulated moving bed chromatographic resolution. Contents of the invention [0005] The prese...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D498/06C07B57/00
CPCC07B57/00C07B2200/07C07D498/06
Inventor 姜建国钱丽娜刘大鹏崔健
Owner WATERSTONE PHARMA WUHAN
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