http://rdf.ncbi.nlm.nih.gov/pubchem/patent/HU-185954-B

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filingDate 1981-09-09-04:00^^<http://www.w3.org/2001/XMLSchema#date>
inventor http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_a9efd4daf6ce35f95a50121f17bb4a3c
publicationDate 1985-04-28-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationNumber HU-185954-B
titleOfInvention Process for preparing cephem-carboxylic acid derivatives substituted with bis-tetrazolyl-methyl group
abstract 7β-Acylamino-3-cephem-4-carboxylic acids substituted in the 3-position with a bis-tetrazole-methylthiomethyl group are described. They are represented by the formulan wherein R is hydrogen or an acyl group of the formulan wherein R 1 is C 1 -C 4 alkyl or C 1 -C 4 alkyl substituted by halogen or cyano; or R is an aroyl or aralkanoyl group of the formulan wherein R 2 is phenyl or a mono-substituted phenyl group substituted by halogen, cyano, amino, hydroxy, C 1 -C 4 alkyl, C 1 -C 4 alkoxy, carboxy, carboxamido, hydroxymethyl, aminomethyl, carboxymethyl, or C 1 -C 4 alkoxycarbony-Imethyl; or R 2 is a di- or tri-substituted phenyl group of the formulan wherein a, a', and a" independently are hydrogen, halogen, hydroxy, C 1 -C 4 alkoxy, provided that only one of a. a' and a" may be hydrogen, and n is 0 or 1; or R is a heteroarylalkanoyl group of the formulan wherein R 3 is a group of the formula wherein each b is hydrogen, amino, protected-amino, C 1 -C 3 alkyl or phenyl; or R is an aryloxyacetyl or arylthioacetyl group of the formulan wherein R 2 has the same meanings as defined above and Z is 0 or S; or R is a substituted aralkanoyl or heteroarylalkanoyl group of the formulan wherein R 4 is R 2 as defined above, and in addition is 1,4-cyclohexadienyl, thienyl or furyl, and Q is hydroxy, formyloxy, carboxy, sulfo, or amino; or R is an oximino-substituted aralkanoyl or heteroarylalkanoyl group of the formulan wherein R 5 is R 2 and R 3 as each is defined above, and R 6 is hydrogen, or C 1 -C 4 alkyl, or R is a group of the formulan wherein R 4 has the same meanings defined above and R' is phenyl substituted by from 1 to 3 hydroxy groups, or pyridyl substituted by from 1 to 3 hydroxy groups, or a group of the formulan wherein R B is C 1 -C 4 alkylamino, phenyl, halophenyl, furyl, styryl, nitrostyryl or halostyryl; or R 7 is a group of the formulan wherein n' is 1 or 2 and m is 2 or 3, with the limitation that when n' is 2, m is 2, and R 9 is hydrogen, C 1 -C 3 alkyl, C 2 -C 4 alkanoyl, or C 1 -C 3 alkylsulfonyl; R, is hydrogen or a carboxy protecting group; R 2 is hydrogen or methoxy; R 3 is a bis-tetrazolemethyl group of the formulan wherein R 4 is hydrogen, or C 1 -C 3 alkyl; and when R, is hydrogen, the pharmaceutically acceptable salts thereof. n The compounds are broad spectrum antibiotics useful in the treatment and control of microorganisms pathogenic to man and animals. 7β-Amino nucleus compounds represented when R is hydrogen are intermediates useful in the preparation of the antibiotics where R is acyl. n The compounds are prepared by reacting a 7-amino-3- acyloxy or halo-1-oxa-β-lactam acid or ester with the appropriate bis-tetrazolemethyl thiol.
priorityDate 1980-09-17-04:00^^<http://www.w3.org/2001/XMLSchema#date>
type http://data.epo.org/linked-data/def/patent/Publication

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