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Latamoxef isopropyl etherate as well as preparation method and application of latamoxef isopropyl etherate

A technology of latamoxef isopropyl ether and latamoxef, applied in the field of drug synthesis, can solve the problems of difficult drying, unstable product quality, difficult filtration, etc., and achieve the effects of not easy to absorb moisture, not easy to deteriorate, and easy to operate

Inactive Publication Date: 2019-05-03
ZHEJIANG NHU CO LTD +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Due to the precipitation of Latamoxef in water, this method will cause the solid to be viscous, difficult to filter, difficult to dry, and unstable product quality

Method used

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  • Latamoxef isopropyl etherate as well as preparation method and application of latamoxef isopropyl etherate
  • Latamoxef isopropyl etherate as well as preparation method and application of latamoxef isopropyl etherate
  • Latamoxef isopropyl etherate as well as preparation method and application of latamoxef isopropyl etherate

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0043] Drop 2.0L of 0.20g / mL Latamoxefamic acid methyl ester solution (0.5% water content) into 30L isopropyl ether at room temperature, stir and crystallize, filter, and store the wet product at 40°C with a vacuum of -0.09 Baking under MPa for 10 h gave 428.57 g of Latamoxyceph isopropyl ether compound with a yield of 97.5%, a Latamoxycef purity of 98.7%, a maximum impurity of 0.20%, and a total impurity of 1.3%.

[0044] The thermogravimetric analysis spectrogram (TG spectrogram) and differential scanning calorimetry (DSC spectrogram) that above-mentioned Latamoxef isopropyl ether compound is measured, such as figure 1 shown by figure 1 It can be seen that the Latamoxef isopropyl ether compound has a characteristic endothermic peak at 58°C to 83°C, and loses 8.59% of its weight at 58°C to 83°C, and the number of isopropyl ethers is about 0.5.

Embodiment 2～5

[0046] Change Latamoxef dissolving solvent kind to embodiment 1, use different amounts of isopropyl ether, obtain the result of following table:

[0047]

Embodiment 6

[0049] Drop 2.0L of latamoxycefide acetone solution (water content 0.8%) with a concentration of 0.20g / mL into 90L of isopropyl ether at -30°C, stir and crystallize, filter, and store the wet product at 10°C with a vacuum of -0.10 Baking under MPa for 5h gave 430.77g of Latamoxyceph isopropyl ether compound with a yield of 98.0%, a Latamoxycef purity of 98.1%, a maximum impurity of 0.30%, and a total impurity of 1.9%.

[0050] The DSC spectrogram and TG spectrogram of the Latamoxycefe diprofen compound obtained in this example are consistent with the spectrogram results obtained in Example 1 within the error range. The latamoxef isopropyl ether compound has a characteristic endothermic peak at 58°C to 83°C, and has a weight loss of 8.85% at 58°C to 83°C.

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Abstract

The invention discloses a latamoxef solvate as well as a preparation method and application of the latamoxef solvate. The solvate is formed after latamoxef and isopropyl ether are solvated. The latamoxef solvate provided by the invention has the advantages such as good stability, weak hygroscopicity and high preparation yield; in addition, the latamoxef solvate is simple in preparation method, stable in quality, suitable for industrial production, beneficial to the preparation of high-quality preparations and very high in application value.

Description

technical field [0001] The invention belongs to the technical field of medicine synthesis, and in particular relates to a latamoxef isopropyl ether compound and a preparation method and application thereof. Background technique [0002] Latamoxef is an oxycephem antibiotic developed by Shionogi Pharmaceutical Co., Ltd., Japan. It has a broad antibacterial spectrum, and its antibacterial activity is similar to that of the third-generation cephalosporin. Its effect on Gram-negative bacilli is 4 to 16 times stronger than that of general cephalosporins. , the effect on anaerobic bacteria, especially Bacillus fragilis is significantly better than the previous three generations of cephalosporins, highly stable to β-lactamase, and has a strong antibacterial effect on enzyme-resistant negative bacilli and Staphylococcus aureus. [0003] Latamoxef chemical name is (6R,7R)-7-[2-carboxy-2-(4-hydroxyphenyl)acetamido]-7-methoxy-3-[(1-methyl-1H- Tetrazol-5-yl) thiomethyl]-8-oxo-5-oxa-1-a...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D505/20C07D505/06C07C43/04C07C41/40
Inventor 何孝祥钱洪胜鲁国彬胡瑞君胡鑫鹦胡建权周俊瑶胡一帆赵丽兰
Owner ZHEJIANG NHU CO LTD
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