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US4353824A Expired / Lapsed US ⏱️ 0.0 years remaining

Chromophoric cephalosporins

Assignee: Hoechst AG
•
Filing: 1980-04-22
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Granted: 1982-10-12
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Expires: 2000-04-22
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Abstract

Abstract What are disclosed are cephalosporins of the formula ##STR1## processes for the manufacture of said cephalosporins, preparations containing same for the detection of β-lactamases, a process for making said preparations, and the use of said cephalosporins for the detection of β-lactamases.

Inventors

  • 👤 Peter Schindler
  • 👤 Gerhard Huber

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-07 13:38
CPC Classifications
C; C12; C12Q; C12Q1/00; C12Q1/34; C12Q2334/00; G; G01; G01N; G01N2333/00; G01N2333/90; G01N2333/914; G01N2333/978; G01N2333/986; G01N2415/00; Y; Y10; Y10S; Y10S435/00; Y10S435/805

Claims Analysis

Total Claims: 5
Claim 1
Independent Claim 324 words
A cephalosporin of the formula ##STR31## wherein R 1 is hydrogen, formyl, or ##STR32## wherein in turn R' is hydrogen; alkyl having 1 to 4 carbon atoms; such alkyl substituted by chlorine, by bromine, by cyano, by hydroxy, or by alkoxy having 1 to 4 carbon atoms; or is ω-carboxyalkyl; ω-carboxy-ω-aminoalkyl; ω-carboxy-ω-benzoylaminoalkyl; cycloalkyl or cyclalkenyl having 5 to 7 carbon atoms; phenyl; phenyloxy; or phenyl or phenyloxy mono- or di-substituted by alkyl having 1 to 4 carbon atoms, by hydroxy, by alkoxy having 1 to 4 carbon atoms, by alkanoyloxy having 1 to 4 carbon atoms, by fluorine, by chlorine, by carboxy, by sulfoxy, by amino, or by alkanoylamino having 1 to 4 carbon atoms; or R' is 2-pyridon-1-yl; 4-pyridon-1-yl; 3,5-dichloro-pyridon-1-yl; 2-thienyl; 3-thienyl; 2-furyl; 3-furyl; tetrazolyl; or is thiazolyl of the formula ##STR33## wherein R"" is alkyl having 1 to 4 carbon atoms, formamido, acetamido, chloroacetamido, bromoacetamido, or trifluoroacetamido; or R' is 2-methyl-1,3,4-thiadiazol-5-yl-thio; or is 2-amino-1,3,4-thiadiazol-5-yl-thio; R" and R'", taken together, are oxygen, or, taken alone, are the same or different and are hydrogen; alkyl having 1 to 4 carbon atoms; hydroxy; alkanoyloxy having 1 to 4 carbon atoms; alkoxy having 1 to 4 carbon atoms; amino; alkylamino; alkylamino mono- or di-substituted by p-methoxyphenyl or mono-, di-, or tri-substituted by phenyl; alkoxycarbonyl having 1 to 4 carbon atoms in the alkyl group; chlorine; bromine; cyano; sulfoxy; aminosulfonyl; or are acylamino selected from the group consisting of formylamino, acetylamino, chloroacetylamino, bromoacetylamino, benzoylamino, tert.butoxycarbonylamino, 2,2,2-trichloroethoxy-carbonylamino, 4-hydroxy-1,5-naphthyridin-2-carbonylamino, 3-hydroxy-pyridazin-4-carbonylamino, imidazolidin-2-on-1-yl-carbonylamino, (3-methyl-sulfonyl-imidazolidin-2-on-1-yl) carbonylamino, and (4-ethyl-piperazin-2,3-dion-1-yl) carbonylamino; R 4 and R 5 are the same or different and are hydrogen; alkyl having 1 to 4 carbon atoms; or alkyl having 1 to 4 carbon atoms substituted by cyano, by carboxy, by alkoxy having 1 to 4 carbon atoms, by hydroxy, by alkanoyloxy having 1 to 4 carbon atoms, by aminocarbonyl, by sulfoxy, or by chloro; and R 3' is two hydrogen atoms or is benzo, pyrido, thieno, pyrimidino, or thiazolo.
Claim 2
Dependent Claim 324 words
A cephalosporin of the formula ##STR31## wherein R 1 is hydrogen, formyl, or ##STR32## wherein in turn R' is hydrogen; alkyl having 1 to 4 carbon atoms; such alkyl substituted by chlorine, by bromine, by cyano, by hydroxy, or by alkoxy having 1 to 4 carbon atoms; or is ω-carboxyalkyl; ω-carboxy-ω-aminoalkyl; ω-carboxy-ω-benzoylaminoalkyl; cycloalkyl or cyclalkenyl having 5 to 7 carbon atoms; phenyl; phenyloxy; or phenyl or phenyloxy mono- or di-substituted by alkyl having 1 to 4 carbon atoms, by hydroxy, by alkoxy having 1 to 4 carbon atoms, by alkanoyloxy having 1 to 4 carbon atoms, by fluorine, by chlorine, by carboxy, by sulfoxy, by amino, or by alkanoylamino having 1 to 4 carbon atoms; or R' is 2-pyridon-1-yl; 4-pyridon-1-yl; 3,5-dichloro-pyridon-1-yl; 2-thienyl; 3-thienyl; 2-furyl; 3-furyl; tetrazolyl; or is thiazolyl of the formula ##STR33## wherein R"" is alkyl having 1 to 4 carbon atoms, formamido, acetamido, chloroacetamido, bromoacetamido, or trifluoroacetamido; or R' is 2-methyl-1,3,4-thiadiazol-5-yl-thio; or is 2-amino-1,3,4-thiadiazol-5-yl-thio; R" and R'", taken together, are oxygen, or, taken alone, are the same or different and are hydrogen; alkyl having 1 to 4 carbon atoms; hydroxy; alkanoyloxy having 1 to 4 carbon atoms; alkoxy having 1 to 4 carbon atoms; amino; alkylamino; alkylamino mono- or di-substituted by p-methoxyphenyl or mono-, di-, or tri-substituted by phenyl; alkoxycarbonyl having 1 to 4 carbon atoms in the alkyl group; chlorine; bromine; cyano; sulfoxy; aminosulfonyl; or are acylamino selected from the group consisting of formylamino, acetylamino, chloroacetylamino, bromoacetylamino, benzoylamino, tert.butoxycarbonylamino, 2,2,2-trichloroethoxy-carbonylamino, 4-hydroxy-1,5-naphthyridin-2-carbonylamino, 3-hydroxy-pyridazin-4-carbonylamino, imidazolidin-2-on-1-yl-carbonylamino, (3-methyl-sulfonyl-imidazolidin-2-on-1-yl) carbonylamino, and (4-ethyl-piperazin-2,3-dion-1-yl) carbonylamino; R 4 and R 5 are the same or different and are hydrogen; alkyl having 1 to 4 carbon atoms; or alkyl having 1 to 4 carbon atoms substituted by cyano, by carboxy, by alkoxy having 1 to 4 carbon atoms, by hydroxy, by alkanoyloxy having 1 to 4 carbon atoms, by aminocarbonyl, by sulfoxy, or by chloro; and R 3' is two hydrogen atoms or is benzo, pyrido, thieno, pyrimidino, or thiazolo.
Claim 3
Dependent Claim 11 words
A cephalosporin as in claim 1 wherein R 1 is thienylacetyl.
Claim 4
Dependent Claim 2 words
7-(thienyl-2-acetamido)-3-[2-(4-N,N-dimethylaminophenylazo)-pyridinium-methyl]-3-cephem-4carboxylic acid.
Claim 5
Dependent Claim 2 words
7-(thienyl-2-acetamido)-3-[2-(4-N,N-dimethylaminophenylazo)-pyridinium-methyl]-3-cephem-4carboxylic acid.

References Cited (Backward Citations)

US4024134A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1985-10-11 1986-04-12 1986-10-12 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1989-10-11 1990-04-12 1990-10-12 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1993-10-11 1994-04-12 1994-10-12 $7700.00 Window Closed / Lapsed

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