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Oxaliplatin impurity C, and preparation method and application thereof

A technology for oxaliplatin and impurities is applied in the field of chemical synthesis, which can solve the problems of low yield and low purity, and achieve the effects of low preparation cost, simple preparation method and good economic and social benefits.

Active Publication Date: 2018-01-12
SHANDONG UNIV +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] In order to solve the problem of using oxaliplatin as a raw material in the above prior art, H 2 o 2 The problem of low yield and low purity in the preparation of oxaliplatin impurity C as an oxidant, the application discloses a preparation method of oxaliplatin impurity C with high yield and high purity

Method used

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  • Oxaliplatin impurity C, and preparation method and application thereof
  • Oxaliplatin impurity C, and preparation method and application thereof
  • Oxaliplatin impurity C, and preparation method and application thereof

Examples

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Effect test

Embodiment 1

[0043] (1) Oxidation Take 5.0g of oxaliplatin raw material, put it in a 3000mL measuring bottle, add 1000mL of water, and dissolve it by ultrasonic (power: 500W, frequency: 40kHz) for 10 minutes, and fill the bottle with excess oxygen at 30°C. Seal it, let it stand for 1 hour, and let it stand for 4 times with oxygen.

[0044] (2) Preparation of crude product Concentrate the above solution to 500mL under reduced pressure with a Buchi R210 rotary evaporator (temperature: 80°C, vacuum degree: 100mbar, rotation speed: 60 rpm), and evaporate to dryness on a water bath to obtain 5.52g of impurity C crude product .

[0045] (3) Recrystallization Take the crude product of impurity C, add 1000mL of water, heat to 80°C in a water bath, dissolve it with ultrasound (power: 500W, frequency: 40kHz) for 30 minutes, filter, and use Buchi R210 rotary evaporator for the filtrate (temperature: 80°C, vacuum Degree: 100mbar, rotation speed: 60 rpm) concentrated under reduced pressure to 400mL, pla...

Embodiment 2

[0049] (1) Oxidation Take 5.0g of oxaliplatin raw material, put it in a 3000mL measuring bottle, add 1000mL of water, and dissolve it by ultrasonic (power: 500W, frequency: 40kHz) for 10 minutes, and fill the bottle with excess oxygen at 30°C. Seal it, let it stand for 1 hour, and let it stand for 10 times with oxygen.

[0050] (2) Preparation of crude product Concentrate the above solution to 500mL under reduced pressure with a Buchi R210 rotary evaporator (temperature: 80°C, vacuum degree: 100mbar, rotation speed: 60 rpm), and evaporate to dryness on a water bath to obtain 5.5g of impurity C crude product .

[0051] (3) Recrystallization Take the crude product of impurity C, add 1000mL of water, heat to 80°C in a water bath, dissolve it with ultrasound (power: 500W, frequency: 40kHz) for 30 minutes, filter, and use Buchi R210 rotary evaporator for the filtrate (temperature: 80°C, vacuum Degree: 100mbar, rotation speed: 60 rpm) concentrated under reduced pressure to 400mL, p...

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Abstract

The invention relates to the technical field of chemical synthesis, in particular to a preparation method of an oxaliplatin impurity C. The preparation method comprises the following steps of oxidation, preparation of crude products and recrystallization. Other impurities are not introduced, and the subsequent separation and purification work is not needed; over oxidation does not exist, and the yield and the purity are obviously improved; and the oxaliplatin impurity C is easy to prepare, the reaction steps are few, the preparation cost is low, the yield is high and the preparation method issimple.

Description

technical field [0001] The invention relates to the technical field of chemical synthesis, in particular to a preparation method of oxaliplatin impurity C. Background technique [0002] Oxaliplatin is the third-generation platinum-based anticancer drug after cisplatin and carboplatin. It mainly acts on DNA by producing alkylated conjugates to form intra-strand and inter-strand crosslinks, thereby inhibiting DNA synthesis and replication. Clinically, it is mainly used to treat metastatic colorectal cancer patients after failure of fluorouracil therapy, gastric cancer, ovarian cancer, non-small cell lung cancer and other cancers. It was approved for marketing in France in 1996, and was approved by the US FDA in 2002. Oxaliplatin is recorded in the European Pharmacopoeia version 9.0, and domestically recorded in the Chinese Pharmacopoeia 2015 edition. [0003] The chemical name of oxaliplatin impurity C is (OC-6-33)-[(1R,2R)-cyclohexane-1,2-diamine-N,N][oxalic acid (2-)-O 1 ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07F15/00G01N30/02
Inventor 牛冲张冬梅徐玉文王维剑陈真窦艳丽王雪
Owner SHANDONG UNIV
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