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Cefazolin axetil and its preparation method, oral antibiotic preparation

A technology of cefazolin proxetil and cefazolin, which is applied in the field of antibiotic drugs to achieve the effects of reducing the incidence rate, improving drug efficacy, and changing water-soluble properties

Active Publication Date: 2016-08-31
SHENZHEN CHINA RESOURCES GOSUN PHARMA CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] The purpose of the present invention is to overcome the above-mentioned deficiencies of the prior art, provide a kind of cefazolin proxetil and its preparation method that are delicious to use, to solve the technical problem that most of the existing antibiotics are water-soluble and use injection

Method used

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  • Cefazolin axetil and its preparation method, oral antibiotic preparation
  • Cefazolin axetil and its preparation method, oral antibiotic preparation
  • Cefazolin axetil and its preparation method, oral antibiotic preparation

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preparation example Construction

[0023] Correspondingly, the present invention also provides a kind of synthetic method of above-mentioned cefazolin axetil, this method comprises the steps:

[0024] S01. Preparation of cefazolin acid-base salt: reacting cefazolin acid and acetic acid-base salt at 0-5°C in a reaction solvent to obtain cefazolin acid-base salt;

[0025] S02. Esterification of cefazolin acid-base salt and 1-iodoethyl cyclohexyl carbonate: the cefazolin acid-base salt prepared in step S01 and the 1-iodoethyl carbonate prepared in step S02 Cyclohexyl ester is esterified in an anhydrous solvent containing potassium carbonate and potassium dihydrogen phosphate at -10~-5°C. After the reaction is completed, add ice water and carry out crystal growth treatment, and then carry out solid-liquid separation, Purification treatment, obtains the described cefazolin axetil of following molecular structural formula (I):

[0026]

[0027] Specifically, the chemical reaction formula between the cefazolin aci...

Embodiment 1

[0056] A kind of cefazolin proxetil and its synthetic method

[0057] S11. Preparation of Cefazolin Potassium:

[0058] Under anhydrous conditions at 0°C, 45.4 g (0.1 mol) of cefazolin acid was dissolved in 50 ml of methanol and 100 ml of dry DMF. Add 10.8 grams of potassium acetate in batches under temperature control (0°C), react under temperature control for 1 hour, and filter; control the temperature of the filtrate at 20°C, add 800 ml of isopropanol dropwise, and finish dripping for 35 minutes. The cake was washed with 200ml of isopropanol and dried under reduced pressure with phosphorus pentoxide to obtain 40.1g of off-white to pale yellow cefotiam potassium salt.

[0059] S12. Preparation of 1-iodoethyl cyclohexyl carbonate:

[0060] Under the condition of anhydrous 40°C, add sodium iodide (75g, 0.5mol) and powdered anhydrous calcium chloride (16.6g, 0.075mol) into 200ml of anhydrous acetonitrile with stirring in the dark, stir for 10min, add carbonic acid-1 -Chloroe...

Embodiment 2

[0067] A kind of cefazolin proxetil and its synthetic method

[0068] S11. Preparation of Cefazolin Potassium:

[0069] 45.4 g (0.1 mol) of cefazolin acid was dissolved in 50 ml of ethanol and 100 ml of anhydrous DMA under anhydrous conditions at 5°C. Add 10.8 g of potassium acetate in batches under temperature control (5°C), react under temperature control for 1 hour, and filter; control the temperature of the filtrate at 20°C, add 800 ml of isopropanol dropwise, finish dripping for 35 minutes, grow crystals for 1.5 hours, and then filter. The cake was washed with 200ml of isopropanol and dried under reduced pressure with phosphorus pentoxide to obtain 38.2g of off-white to light yellow cefotiam potassium salt.

[0070] S12. Preparation of 1-iodoethyl cyclohexyl carbonate:

[0071] Under the condition of anhydrous 43°C, add sodium iodide (75g, 0.75mol) and powdered anhydrous calcium chloride (16.6g, 0.075mol) into 200ml of anhydrous acetonitrile with stirring in the dark, s...

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Abstract

The invention discloses a cefazolin ester and a preparation method thereof as well as an oral antibiotic preparation. The molecular structural formula of the cefazolin ester is as shown in (I) in descriptions. The preparation method of the cefazolin ester comprises preparation of cefazolin ester acid-base salt and esterification reaction of cefazolin ester acid-base salt and carbonic acid-1-iodine ethyl ester ochxl cyclohexyl ester. The oral antibiotic preparation contains the cefazolin ester, the structural formula of which is as shown in (I). The cefazolin ester has the activity of cefazolin medicines and proper lipid / water partition coefficients and is suitable for drug administration of gastrointestinal tracts. The preparation method has the advantages that reaction conditions are easy to control, the process is simple, and the product yield is high. The oral antibiotic preparation has a good medicine effect and is safe and convenient to use; the occurrence rate of antibiotic misuse can be effectively reduced; and meanwhile, the selective range of oral antibiotics at home is expanded.

Description

technical field [0001] The invention belongs to the technical field of antibiotic drugs, and in particular relates to a cefazolin proxetil and a preparation method thereof and an oral antibiotic preparation. Background technique [0002] Infectious diseases are the most common clinical diseases and one of the most common causes of death in patients. According to the World Health Organization report in 1997, the number of deaths from infectious diseases was as high as 33.3% of the total number of deaths from various causes. In my country, due to the rapid growth of the total population, the acceleration of the aging process, the increase and accumulation of immunosuppressive hosts, the deterioration of the ecological environment, the increase of population mobility, the imbalance of social and economic development, and the frequent occurrence of famines, and With the vast rural population and the still backward medical security system, the main diseases that endanger people's...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D501/36C07D501/04A61K31/546A61P31/04
CPCC07D501/04C07D501/36
Inventor 姚向涛蒋雄杰黄权华高顺清赖宝林
Owner SHENZHEN CHINA RESOURCES GOSUN PHARMA CO LTD
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