64485-82-1Relevant articles and documents
Synthetic method for ceftazidime side chain acid ethyl ester
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Paragraph 0047; 0049; 0050; 0052; 0054; 0055; 0057; 0059, (2020/03/06)
The invention belongs to the technical field of medicine, and particularly relates to a synthetic method for ceftazidime side chain acid ethyl ester. The method comprises the following steps: adding sodium nitrite and ethyl acetoacetate into water, adding acetic acid for a reaction, performing extraction, and collecting the organic phase; performing distillation on the collected organic phase under normal and reduced pressure to obtain an oxime compound, performing dehydration treatment on the oxime compound, adding an alcohol, a catalyst and chlorine gas, and performing a chlorination reaction to obtain a chloride; performing a reaction on methanol, thiourea, a phase transfer catalyst, a buffer salt solution and the chloride to obtain an ethyl 2-(2-aminothiazole-4-yl)-2-hydroxyiminoacetate solution; and performing distillation on the ethyl 2-(2-aminothiazole-4-yl)-2-hydroxyiminoacetate solution under reduced pressure to obtain ethyl 2-(2-aminothiazole-4-yl)-2-hydroxyiminoacetate solution and a buffer salt, adding tert-butyl 2-bromoisobutyrate, a condensation catalyst and a solvent, and performing a reaction to obtain the ceftazidime side chain acid ethyl ester. The method is moreefficient, simpler, and more environmentally friendly and has higher quality and yield than a previous processes, and is suitable for large-scale industrial production.
(6R,7R)-7-[(Z)-2-(2-Aminothiazol-4-yl)-2-(2-carboxyprop-2-oxyimino)acetamido]-3-(1-pyridiniummethyl)-ceph-3-em-4-carboxylate and salts thereof
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, (2008/06/13)
Cephalosporin antibiotics of the general formula STR1 (wherein Ra and Rb, which may be the same or different, each represent a C1-4 alkyl group or Ra and Rb together with the carbon atom to which they are attached form a C3-7 cycloalkylidene group; and R4 represents hydrogen or a 3- or 4-carbamoyl group) exhibit broad spectrum antibiotic activity, the activity being unusually high against gram-negative organisms such as strains of Pseudomonas organisms. A particular antibiotic compound of formula (I) possessing excellent antibacterial activity against strains of Pseudomonas organisms, as well as other valuable therapeutic properties, is (6R,7R)-7-[(Z)-2-(2-aminothiazol-4-yl)-2-(2-carboxyprop-2-oxyimono) acetamido]-3-(1-pyridiniummethyl)-ceph-3-em-4 carboxylate. The invention also includes the non-toxic salts and non-toxic metabolically labile esters of compounds of formula (I). Also described are compositions containing the antibiotics of the invention and processes for the preparation of such antibiotics.
Cephalosporanic acid derivatives
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, (2008/06/13)
Novel syn isomers of 7-amino-thiazolyl-acetamido-3-acetoxymethyl-cephalosporanic acid derivatives of the formula STR1 wherein R1 is selected from the group consisting of --CN, --CONH2 and --COOR1 ', R1 ' is selected from the group consisting of alkyl of 1 to 3 carbon atoms, hydrogen, alkali metal, alkaline earth metal, ammonium, magnesium and a non-toxic, pharmaceutically acceptable organic amine, A is selected from the group consisting of hydrogen, alkali metal, alkaline earth metal, ammonium, magnesium and a non-toxic, pharmaceutically acceptable organic amine, R' and R" are individually selected from the group consisting of hydrogen and alkyl of 1 to 3 carbon atoms with the STR2 group in the syn position with the proviso that when R1 is --COOR1 ' and R1 ' is hydrogen, A is hydrogen and when R1 is --COOR1 ' and R1 ' is an alkali metal, alkaline earth metal, magnesium, ammonium or an organic amine, A is an alkali metal, alkaline earth metal, magnesium ammonium or an organic amine having antibiotic properties and novel intermediates and processes.