1-carboxy alkyl-4-nitroimidazole preparation method and application thereof

A technology of nitroimidazole and carboxyalkyl, applied in the field of biochemical industry, can solve the problems of expensive equipment, time-consuming, troublesome processing, etc., and achieve the effects of simple and effective synthesis steps and high purity of products after identification

Active Publication Date: 2014-08-27
无锡迪腾敏生物科技有限公司 +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Benefits of technology

This new method simplifies the process for producing certain chemicals that have great benefits when used against viruses like NitroImidazolone drug (NIM) or other harmful substances found around us. It produces very pure products with minimal impurities from previous methods.

Problems solved by technology

This patented technical problem addressed by these inventors relates to finding ways to reduce harmful chemical substances called nisinones (chemically related molecules) into harmless ones while maintaining beneficial properties like enzyme activity.

Method used

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  • 1-carboxy alkyl-4-nitroimidazole preparation method and application thereof
  • 1-carboxy alkyl-4-nitroimidazole preparation method and application thereof
  • 1-carboxy alkyl-4-nitroimidazole preparation method and application thereof

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Embodiment 1

[0020] (1) Preparation of methyl 6-bromohexanoate: Add 1.95 g of 6-bromohexanoic acid (10 mmol) into 10 mL of methanol, slowly add thionyl chloride (15 mmol) dropwise under stirring in an ice bath, and then raise the temperature to reflux , Keep reflux for 2-3h. After the reaction was completed, spin-dry by vacuum rotary evaporation, then add methanol to spin-dry and repeat twice (10 mL / time, 2 times) to obtain the compound 6-bromohexanoic acid methyl ester, which is set aside.

[0021] (2) Preparation of 2-methyl-4-nitro-1-(6-carboxyhexyl)imidazole ester: 1.27 g of 2-methyl-5-nitroimidazole (10 mmol) was dissolved in 10 mL of N,N- In dimethylformamide (DMF), add sodium hydride (60% content, 480 mg, 12 mmol) under ice bath, stir for 10 min, remove the ice bath, return to room temperature and stir for 1 h, add methyl 6-bromohexanoate (10 mmol, dissolved in 2 mL DMF), stirred overnight at room temperature, and quenched with saturated ammonium chloride. Extracted twice with dich

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Abstract

The invention belongs to the technical field of biochemical engineering and discloses a 1-carboxy alkyl-4-nitroimidazole preparation method and the application of the method. 6-bromohexanoic acid and thionyl chloride are mixed by a molar ratio of 1:1.5, and reflux reaction is carried out on the 6-bromohexanoic acid and the thionyl chloride, and compound methyl 6-bromohexanoate is prepared; 2-methyl-4- nitroimidazole and sodium hydride are dissolved in DMF by a molar ratio of 1:1.2, the compound 6-methyl 6-bromohexanoate with the same molar weight as the 2-methyl-4- nitroimidazole is added into the DMF to prepare 2-methyl-4-nitryl-1-(6-carboxyl hexyl) imidazate; the imidazate is hydrolyzed in a sodium hydroxide aqueous solution to prepare 1-carboxy alkyl-4-nitroimidazole. According to the method, the synthesis steps are simple and effective, the product is high in purity after being identified, and the requirement for immune research on nitroimidazole drugs of China can be met.

Description

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Claims

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Application Information

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Owner 无锡迪腾敏生物科技有限公司
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