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US4344944A Expired / Lapsed US ⏱️ 0.0 years remaining

7-α-methoxycephalosporin derivatives, and antibacterial drugs onctaining the same

Assignee: Eisai Co Ltd
•
Filing: 1980-12-29
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Granted: 1982-08-17
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Expires: 2000-12-29
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Abstract

Abstract Novel 7α-methoxycephalosporin derivatives, their pharmaceutically acceptable salts, process for the preparation thereof, and antibacterial drugs involving the derivative or salt. The derivatives or salts are effective against the Gram-positive bacteria and the Gram-negative bacteria.

Inventors

  • 👤 Yoshimasa Machida
  • 👤 Isao Saito
  • 👤 Seiichiro Nomoto
  • 👤 Shigeto Negi
  • 👤 Hironori Ikuta
  • 👤 Kyosuke Kitoh

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-04 16:28
CPC Classifications
C; C07; C07D; C07D501/00; C07D501/14; C07D501/16; C07D501/20; C07D501/24; C07D501/36; C07D311/00; C07D311/02; C07D311/04; C07D311/22; C07D501/57

Claims Analysis

Total Claims: 10
Claim 1
Independent Claim 128 words
A 7α-methoxycephalosporin derivative represented by the formula: ##STR9## wherein R 1 represents nitrogen-containing heterocyclic-thio, the nitrogen-containing heterocyclic moiety of which is selected from the group consisting of pyrrolyl, pyridyl and its N-oxide, imidazolyl, pyrazolyl, pyrimidinyl, pyridazinyl, 1H-1,2,4-triazolyl, 4H-1,2,4-triazolyl, 1H-1,2,3-triazolyl, 2H-1,2,3-triazolyl, 1H-tetrazolyl, 2H-tetrazolyl, thiazolyl, 1,2,3-thiadiazolyl, 1,2,4-thiadiazolyl, 1,3,4-thiadiazolyl, oxazolyl, 1,3,4-oxadiazolyl, 1,2,5-oxadiazolyl, morpholino, benzothiazolyl and benzoxazolyl, said heterocyclic moieties being unsubstituted or substituted by methyl, ethyl, propyl, isopropyl, dimethylaminoethyl, dimethylaminomethyl, diethylaminoethyl, methoxycarbonylmethyl, ethoxycarbonylmethyl, carboxymethyl or carboxyethyl; R 2 represents hydrogen or hydroxy; and R 3 , R 4 , R 5 and R 6 each represents a group selected from the class consisting of hydrogen, hydroxy, lower alkanoyloxy, methoxy, ethoxy, propoxy, methyl, ethyl, n-propyl, i-propyl, n-butyl, t-butyl, halogen, benzyloxy, phenethyloxy, nitro, methoxycarbonyloxy, ethoxycarbonyloxy and 2,2,2-trichloroethoxycarbonyloxy, or a pharmaceutically acceptable salt thereof.
Claim 2
Dependent Claim 128 words
A 7α-methoxycephalosporin derivative represented by the formula: ##STR9## wherein R 1 represents nitrogen-containing heterocyclic-thio, the nitrogen-containing heterocyclic moiety of which is selected from the group consisting of pyrrolyl, pyridyl and its N-oxide, imidazolyl, pyrazolyl, pyrimidinyl, pyridazinyl, 1H-1,2,4-triazolyl, 4H-1,2,4-triazolyl, 1H-1,2,3-triazolyl, 2H-1,2,3-triazolyl, 1H-tetrazolyl, 2H-tetrazolyl, thiazolyl, 1,2,3-thiadiazolyl, 1,2,4-thiadiazolyl, 1,3,4-thiadiazolyl, oxazolyl, 1,3,4-oxadiazolyl, 1,2,5-oxadiazolyl, morpholino, benzothiazolyl and benzoxazolyl, said heterocyclic moieties being unsubstituted or substituted by methyl, ethyl, propyl, isopropyl, dimethylaminoethyl, dimethylaminomethyl, diethylaminoethyl, methoxycarbonylmethyl, ethoxycarbonylmethyl, carboxymethyl or carboxyethyl; R 2 represents hydrogen or hydroxy; and R 3 , R 4 , R 5 and R 6 each represents a group selected from the class consisting of hydrogen, hydroxy, lower alkanoyloxy, methoxy, ethoxy, propoxy, methyl, ethyl, n-propyl, i-propyl, n-butyl, t-butyl, halogen, benzyloxy, phenethyloxy, nitro, methoxycarbonyloxy, ethoxycarbonyloxy and 2,2,2-trichloroethoxycarbonyloxy, or a pharmaceutically acceptable salt thereof.
Claim 3
Dependent Claim 34 words
A compound according to claim 1 wherein the nitrogen-containing heterocyclic moiety is substituted by a member selected from the group consisting of methyl, ethyl, propyl, isopropyl, methoxycarbonylmethyl, ethoxycarbonylmethyl, carboxymethyl, carboxyethyl, dimethylaminoethyl, dimethylaminomethyl and diethylaminoethyl.
Claim 4
Dependent Claim 14 words
A compound according to claim 2, wherein R 1 is (1-carboxymethyl-5-tetrazolyl)thio, [5-carboxymethyl-2-(1,3,4-thiadiazolyl)]thio or [5-carboxymethyl-2-(1,3,4-oxadiazolyl)]thio.
Claim 5
Dependent Claim 33 words
A compound according to claim 3, wherein R 1 is (1-carboxymethyl-5-tetrazolyl)thio, [5-carboxymethyl-2-(1,3,4-thiadiazolyl)]thio or [5-carboxymethyl-2-(1,3,4-oxadiazolyl)]thio, and R 3 , R 4 , R 5 , and R 6 is hydrogen, hydroxy, acetoxy or ethoxycarbonyloxy.
Claim 6
Dependent Claim 29 words
A compound according to claim 4, wherein R 1 is (1-carboxymethyl-5-tetrazolyl)thio, [5-carboxymethyl-2-(1,3,4-thiadiazolyl)]thio or [5-carboxymethyl-2-(1,3,4-oxadiazolyl)]thio, R 3 and R 6 are hydrogen, and R 4 and R 5 is hydroxyl.
Claim 7
Dependent Claim 17 words
A compound according to claim 5, wherein said compound is 7β-[D-2-(6,7-dihydroxychromone-3-carboxamido)-2-(4-hydroxyphenyl)acetamido]-7α-methoxy-3-(1-carboxymethyl-5-tetrazolyl)thiomethyl-3-cephem-4-carboxylic acid or the sodium salt thereof.
Claim 8
Dependent Claim 17 words
A compound according to claim 5, wherein said compound is 7β-[D-2-(6,7-dihydroxychromone-3-carboxamido)-2-(4-hydroxyphenyl)acetamido]-7α-methoxy-3-[5-carboxymethyl-2-(1,3,4-thiadiazolyl)]thiomethyl-3-cephem-4-carboxylic acid or the sodium salt thereof.
Claim 9
Dependent Claim 17 words
A compound according to claim 5, wherein said compound is 7β-[D-2-(6,7-dihydroxychromone-3-carboxamido)-2-(4-hydroxyphenyl)acetamido]-7α-methoxy-3-[5-carboxymethyl-2-(1,3,4-oxadiazolyl)]thiomethyl-3-cephem-4-carboxylic acid or the sodium salt thereof.
Claim 10
Dependent Claim 29 words
An antibacterial preparation which comprises an antibacterially effective amount of a compound according to claim 1 or a pharmaceutically acceptable salt thereof together with a pharmaceutically acceptable carrier therefor.

References Cited (Backward Citations)

US4165429A Cited
US4150224A Cited
US4124762A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1985-08-16 1986-02-15 1986-08-17 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1989-08-16 1990-02-15 1990-08-17 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1993-08-16 1994-02-15 1994-08-17 $7700.00 Window Closed / Lapsed

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