- Preparation method of cefoxitin
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The invention relates to a preparation method of cefoxitin. The method comprises the following steps of: adding dichloromethane into a raw material aqueous solution, then adding an N, N'-dibenzyl ethylenediamine diacetate aqueous solution, performing filtration to obtain an intermediate 1, and adding the intermediate 1 into dichloromethane, adding chlorosulfonyl isocyanate to react, carrying out acidolysis at the end of the reaction, adding sodium bicarbonate to adjust the pH value to 8, adding a methanol solution of sodium methoxide, adding sodium bicarbonate at the end of the reaction to adjust the pH value to 8, subjecting water-phase activated carbon to decolorization, then adding acid to adjust the pH value to 4, performing crystallizing, and conducting filtering and drying to obtaincefoxitin. According to the method, the intermediate is always salified, condensation side reactions are avoided, intermediate treatment is reduced, and the product yield and purity are well controlled.
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Paragraph 0017-0036
(2020/06/17)
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- Synthesis method of cefoxitin sodium
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The invention provides a synthesis method of cefoxitin sodium. The synthesis method is characterized in that cefalotin acid is taken as the raw material to sequentially synthesize 7-a-methoxyl cefalotin cyclohexane salt, 7-a-methoxyl-3-deacetyl cefalotin benzathine salt, and cefoxitin acid to obtain the target product; cefalotin acid reacts with tert.-butyl hypochloric acid to obtain 7-a-methoxylcefalotin cyclohexane salt, and after reactions, the reaction product is purified by a post treatment. The provided synthesis method can largely reduce the happening rate of side reactions, hydrolysis, and degradation, reduces the impurities, improves the product quality, and increases the yield. Moreover, the product quality is stable, the operation is simple, and the synthesis method is suitablefor industrial production.
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- Application of Mefoxin (cefoxitin sodium) pharmaceutical preparation in infection prevention in gastrointestinal surgery
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The present invention provides cefoxitin sodium or a composition thereof, a preparation process of the cefoxitin sodium or the composition thereof, a prescribed preparation, a compound preparation, and use. In the cefoxitin sodium or the composition thereof, the mass content of the cefoxitin (C16H17N3O7S2) is 92% or above on an anhydrous basis. The cefoxitin sodium or the composition thereof has good quality stability and a uniform particle size range, can reduce the process difficulty for preparing preparations, can improve clinical curative effects and safety, and can be used for gastrointestinal surgery infection prevention and postoperative infection treatment.
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- A head cefoxitin acid synthesis method
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The invention discloses a synthetic method of cefoxitin acid. Cephalotin acid used as a raw material reacts with prepared tert-butyl hypochlorite in the presence of sodium methylate to obtain a methoxy substance; the methoxy substance is subjected to a hydrolysis reaction and salt formation is carried out in the presence of benzathine to obtain methoxy cefalotin benzathine; methoxy cefalotin benzathine reacts with CSI, and hydrolysis is carried out to obtain a cefoxitin acid crude product; and the cefoxitin acid crude product undergoes the step of recrystallization to finally prepare cefoxitin acid. The synthetic method is simple to operate and is low-cost. By the synthetic method, quality and total yield reach 95.8%. The produced cefoxitin acid is a white solid powder, and purity of the product reaches more than 99.0%. The product has good quality and is suitable for industrial production.
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- Head west spore Ding Na method for the preparation of
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The invention discloses a preparation method of cefoxitin sodium. The preparation method comprises the following steps: (1) bromizing, for example, the site 7 of a main nucleus of cefalotin by using an NBS (N-bromosuccinimide) reagent to form a bromination compound; performing nucleophilic substitution at the site 5 by using a methoxyl group to generate an intermediate IV; (2) performing acyl group hydrolysis on the site 3 of the intermediate IV to obtain an intermediate V; (3) substituting hydrogen atoms on the hydroxyl group by using chloriosulfonyl isocyanate, and then hydrolyzing to obtain the cefoxitin sodium. The method has the advantages of simple process, high product yield, high purity and high reaction selectivity; no special equipment is used in the production; the preparation method is suitable for industrial production.
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- A head cefoxitin acid synthesis technology
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The invention provides a novel synthesis method of cefoxitin acid. Cefoxitin acid is used as a raw material for synthesizing cefoxitin sodium and belongs to second-generation cephalosporin. The cefoxitin acid has balanced antibacterial spectra and has a strong antibacterial effect on gram-negative bacteria. Due to the existence of 7alpha methoxy in the cefoxitin acid, the hydrolysis action of the cefoxitin acid on beta-lactamase can be reduced greatly, so that the beta-lactamase can exist stably in the cefoxitin acid. In the invention, 3-deacetylase cefoxitin acid which is an intermediate is produced by adopting an enzyme process through two-step continuous reaction, materials react in a mild reaction condition, and the process is simple and is convenient to operate. By adopting the novel synthesis method, time and labor can be saved, and the yield and quality of the product can be improved. Because the two-step reaction is carried out in a water phase at room temperature, the consumption of energy and the discharge of organic wastewater can be reduced greatly. The novel synthesis method meets the requirements of large-scale industrial production.
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- An antibacterial drug cefoxitin acid synthesis method (by machine translation)
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The invention discloses an antibacterial drug cefoxitin acid synthesis method, in order to 7-amino cephalosporanic acid as the raw material, the weak alkaline solution for dissolving the same, then adding etherification enzyme to weak alkaline solution, then adding a oxidation reagent, for etherification reaction, after the etherification reaction, leach etherification enzyme ; adding solidification enzyme in the hydrolysis liquid, after hydrolyzing, after adding ethyl acetate to the solution, start dropping 2-thiophene acetazolamide reagent reaction, reaction-end, two animal pen star dripped in to the reaction solution of vinegar acid salt aqueous solution, separating out crystal, to obtain compound I; compound with I ammonia armor oxygen role acidylated reagent, the compound of I 3 introduces Carboxamide methoxy, cefoxitin acid obtained. Mild reaction conditions of this invention, the synthetic process is simple, easy to implement, effectively improve the yield, shorten the production steps, reduce the production cost, improve product purity, reduce energy consumption, reduce waste water production, suitable for large-scale production. (by machine translation)
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Paragraph 0016; 0018; 0019; 0020; 0021
(2016/12/01)
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- PROCESS FOR PRODUCING 7-METHOXY-3-DESACETYLCEFALOTIN
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Process for producing 7-methoxy-3-desacetylcefalotin by a hydrolysis process which takes place in water and is catalyzed by an enzyme. Cefoxitin can be obtained from this compound by known methods.
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- Prodrug derivatives of carboxylic acid drugs
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Novel ester derivatives of carboxylic acid medicaments of formula (I), wherein R--COO--represents the acyloxy residue of a carboxylic acid drug or medicament, n is an integrer from 1 to 3, and R1 and R2 are the same or different and are selected from a group consisting of an alkyl, an alkenyl, an aryl, an aralkyl, a cycloalkyl and which group may be unsubstituted or substituted, or R1 and R2 together with the N forms a 4-, 5-, 6- or 7-membered heterocyclic ring, which in addition to the nitrogen atom may contain one or two further heteroatoms selected from the group consisting of nitrogen, oxygen and sulfur and which heterocyclic group may be substituted. These compounds are highly biolabile prodrug forms of the corresponding carboxylic acid compounds and are highly susceptible to undergoing enzymatic hydrolysis in vivo whereas they are highly stable in aqueous solution. The novel derivatives are less irritating to mucosa than the parent carboxylic acids and may provide an improved bio-availability of the drugs.
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- CLEAVAGE AND SOME MODIFICATIONS OF THE 7-AMIDE GROUP OF THE CEPHAMYCINS
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The cleavage and some modifications of the 7-amide group of cephamycins are described.Cephamycin derivatives 16b, c which were synthesized from the naturally occuring cephamycin C (16a) were converted to the corresponding oxamic acid derivatives 17a, e respectively by the reaction with oxalyl chloride and successive treatment with water.The reaction of the oxamic acid 17a with diphenylcarbodiimide gave 7-aminocephamycinoic acid (7-ACMA) benzhydryl ester (21a) which was further converted to cefoxitin (21c).These compounds 17a, b, c, d, e, f thus obtained from cephamycin C appear to be favorable intermediates for the syntheses of cephamycin analogues such as cefmetazole (28c).
- Shiozaki, Masao,Ishida, Noboru,Iino, Kimio,Hiraoka, Tetsuo
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p. 2735 - 2740
(2007/10/02)
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