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US4053470A Expired / Lapsed US ⏱️ 0.0 years remaining

Substituted-1,2-dihydro-2-oxonicotinyl-cephalosporins

Assignee: Parke Davis and Co LLC
•
Filing: 1976-01-19
•
Granted: 1977-10-11
•
Expires: 1996-01-19
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Abstract

Abstract Novel organic amide compounds which are N-[6-[(substituted amino)phenyl] 1,2-dihydro-2-oxonicotinyl]penicillin and cephalosporin type compounds having broad spectrum antibacterial utility are provided by (a) reacting the free amino acid of the appropriate penicillin or cephalosporin or the acid salt or silylated derivative thereof with a reactive derivative of the corresponding N-6-[(substituted amino)phenyl]-1,2-dihydro-2-oxonicotinic acid or (b) reacting the free amino acid 6-amino-penicillanic acid, 7-aminocephalosporanic acid, 7-amino-3-methylceph-3-em-4-carboxylic acid or a related compound or the acid salt or silylated derivative thereof with a reactive derivative of the corresponding D-N-[6-[(substituted amino)phenyl]-1,2-dihydro-2-oxonicotinyl]-2-substituted glycine. Pharmaceutical compositions containing said compounds and methods for treating infections using said compositions are also disclosed.

Inventors

  • 👤 Leonard Doub
  • 👤 James S. Kaltenbronn
  • 👤 Dieter Schweiss

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-05 23:30
CPC Classifications
C; C07; C07D; C07D499/00

Claims Analysis

Total Claims: 5
Claim 1
Independent Claim 113 words
A member of the class consisting of amido compounds of the formula ##STR63## and pharmaceutically acceptable salts thereof; wherein R is hydrogen or methyl: R 3 is phenyl, p-hydroxyphenyl; 2-thienyl and cyclohexa-1,4-dien-1-yl, R 4 is hydrogen, acetoxy or 1-pyridyl with the proviso that when R 4 is 1-pyridyl, the CO 2 H is --CO 2 --, and R 5 is a lower alkyl group of from one to six carbon atoms, cyclohexyl, benzyl, phenyl and halophenyl wherein halo represents chlorine, fluorine, bromine or iodo, X is hydrogen, chlorine or bromine; Y is hydrogen or bromine and n is two or three with the proviso that when n is three R 5 is methyl.
Claim 2
Dependent Claim 113 words
A member of the class consisting of amido compounds of the formula ##STR63## and pharmaceutically acceptable salts thereof; wherein R is hydrogen or methyl: R 3 is phenyl, p-hydroxyphenyl; 2-thienyl and cyclohexa-1,4-dien-1-yl, R 4 is hydrogen, acetoxy or 1-pyridyl with the proviso that when R 4 is 1-pyridyl, the CO 2 H is --CO 2 --, and R 5 is a lower alkyl group of from one to six carbon atoms, cyclohexyl, benzyl, phenyl and halophenyl wherein halo represents chlorine, fluorine, bromine or iodo, X is hydrogen, chlorine or bromine; Y is hydrogen or bromine and n is two or three with the proviso that when n is three R 5 is methyl.
Claim 3
Dependent Claim 13 words
A compound according to claim 1 which is N-[6-[p-(4-methyl-1-piperazinyl)phenyl]-1,2-dihydro-2-oxonicotinyl]-cephaloglycin and pharmaceutically-acceptable salts thereof.
Claim 4
Dependent Claim 13 words
A compound according to claim 1 which is N-[6-[p-(4-methyl-1-piperazinyl)phenyl]-1,2-dihydro-2-oxonicotinyl]cephalexin and pharmaceutically-acceptable salts thereof.
Claim 5
Dependent Claim 11 words
A compound according to claim 1 which is 3-(1-pyridylmethyl)-7-[D-α-[6-[p-(4-methyl-1-piperazinyl)-phenyl]-1,2-dihydro-2-oxonicotinamido]-α-phenylacetamido]-3-cephem-4-carboxylic acid betaine.

References Cited (Backward Citations)

US3948903A Cited
US3954734A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1980-10-10 1981-04-11 1981-10-11 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1984-10-10 1985-04-11 1985-10-11 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1988-10-10 1989-04-11 1989-10-11 $7700.00 Window Closed / Lapsed

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