A new parenteral cephalosporin, SK&F 59962: 7-trifluoromethylthioacetamido-3-(1-methyl-1H-tetrazol-5-ylthiomethyl)-3-cephem-4-carboxylic acid. Chemistry and structure activity relationships.
نویسندگان
چکیده
The synthesis, microbiological profile and in vivo effectiveness in laboratory animals of a series of cephalosporins having 7-acyl substituents derived from methylthioacetic acid are described. Structure-activity relationships examined include the effect of oxidation of the side-chain sulfur atom, replacement of the (side-chain) methyl hydrogens by fluorine and replacement of the 3-acetoxy substituent by thioheterocycles. One derivative, 7-trifluoromethylthioacetamido-3-(1-methyl-1H-tetrazol-5-ylthiomethyl)-3-cephem-4-carboxylic acid (SK&F 59962), was found to have outstanding antibacterial activity in vitro and in vivo.
منابع مشابه
Cephalosporins IV. Synthesis and structure-activity relationships of new 7 alpha-methoxy-7 beta-vinylenethioacetamido cephalosporins.
The synthesis and in vitro activity of 7 alpha-methoxy-7 beta-vinylenethioacetamido cephalosporins with various substituents at the 3-position are described. These cephalosporins showed good activity against beta-lactamase producing Gram-negative bacteria. 7 alpha-Methoxy-7-[(Z)-beta-cyano-vinylenethioacetamido]-3-[(1-methyl-1H-tetrazol -5-yl)thiomethyl]-3-cephem-4-carboxylic acid (3) was sever...
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We report the synthesis and total NMR characterization of 5-thia-1-azabicyclo-[4.2.0]oct-2-ene-2-carboxylic acid-3-[[[(4''-nitrophenoxy)carbonyl]oxy]-methyl]-8-oxo-7-[(2-thienyloxoacetyl)amino]-diphenylmethyl ester-5-dioxide (5), a new cephalosporin derivative. This compound can be used as the carrier of a wide range of drugs containing an amino group. The preparation of the intermediate produc...
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متن کاملSYNTHESIS AND STRUCTURE-ACTIVITY RELATIONSHIPS OF 7;3-[2-(2-AMINOTHIAZOL-4-YL)ACETAMIDO]CEPHALOSPORIN DERIVATIVES VI. ALTERNATIVE SYNTHESES OF 7t3-[2-(2-AMINOTHIAZOL-4-YL)-(Z)-2-METHOXYIMI NO- ACETAMIDO]CEPHALOSPORIN DERIVATIVES
An extensive study" of structure-activity relationships of 7,3-[2-(2-aminothiazol-4-yl)-2-methoxyiminoacetamido]cephalosporins (1) and related compounds led to the selection of 7~-[2-(2-aminothiazol-4-yl)-(Z)-2-methoxyiminoacetamido]-3-[(1-methyl-I H-tetrazol-5-yl) thiomethyl] ceph-3-em-4carboxylic acid (1a), cefmenoxime, for further biological evaluations. These Compounds (1) were prepared bas...
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ورودعنوان ژورنال:
- The Journal of antibiotics
دوره 28 6 شماره
صفحات -
تاریخ انتشار 1975