Cephem compounds
AssigneeFujisawa Pharmaceutical Co., Ltd.
InventorsIkuo Ueda, Masakazu Kobayashi, Tadashi Kitaguchi
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Abstract
The invention relates to novel cephem compounds of high antimicrobial activity of the formula: ##STR1## wherein R.sup.1 is amino or protected amino, R.sup.2 is halogen, R.sup.3 is hydrogen or lower alkyl, R.sup.4 is hydrogen, lower alkyl or lower alkoxy, R.sup.5 is hydrogen, halogen, lower alkyl, lower alkoxy, hydroxymethyl or unsaturated heterocyclicthiomethyl in which the heterocyclic moiety may be substituted with lower alkyl or lower alkenyl, and R.sup.6 is carboxy or functionally modified carboxy, and its pharmaceutically acceptable salt thereof.
Claims12
A compound of the syn isomer of the formula:
- ##STR11## wherein R.sup.1 is amino,
- R.sup.2 is halogen,
- R.sup.3 is lower alkyl,
- R.sup.4 is hydrogen,
- R.sup.5 is tetrazolylthiomethyl, thiadiazolylthiomethyl, tetrazolylthiomethyl having a lower alkyl substituent on the tetrazolyl, or thiadiazolylthiomethyl having a lower alkyl substituent on the thiadiazolyl, and
- R.sup.6 is carboxy, and its pharmaceutically acceptable salt thereof.
A compound consisting of the syn isomer of the formula:
- ##STR12## wherein R.sup.1 is amino or lower alkanoylamino,
- R.sup.2 is halogen,
- R.sup.3 is lower alkyl,
- R.sup.4 is lower alkoxy,
- R.sup.5 is hydrogen, and
- R.sup.6 is carboxy, and its pharmaceutically acceptable salt thereof.
7-[2-(2-amino-5-bromothiazol-4-yl)-2-methoxyiminoacetami do]-3-(1,3,4-thiadiazol-2-yl-thiomethyl)-3-cephem-4-carboxylic acid (syn isomer).
7-[2-( 2-amino-5-bromothiazol-4-yl)-2-methoxyiminoacetamido]-3-(5-methyl-1,3,4-thi adiazol-2-ylthiomethyl)-3-cephem-4-carboxylic acid (syn isomer).
7-[2-(2-amino-5-bromothiazol-4-yl)-2-methoxyiminoacetamido]- 3-(1-methyl-1H-tetrazol-5-ylthiomethyl)-3-cephem-4-carboxylic acid (syn isomer).
7-[2- (2-amino-5-chlorothiazol-4-yl)-2-methoxyiminoacetamido]-3-(1,3,4-thiadiazol -2-ylthiomethyl)-3-cephem-4-carboxylic acid (syn isomer).
7-[2-(2-amino-5-bromothiazol-4-yl)-2-methoxyiminoacet amido]-2-methoxy-3-cephem-4-carboxylic acid (syn isomer).
Dependencies are inferred from the claim text.