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7-[(Pyridylthiomethyl)phenyl]acetamido-cephalosporin derivatives

Assignee: Yeda Research and Development Co Ltd
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Filing: 1977-11-07
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Granted: 1978-11-07
•
Expires: 1997-11-07
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Abstract

Abstract Novel pyridylthiomethyl substituted cephalosporin compounds having the formula ##STR1## wherein R is 2-pyridyl, 3-pyridyl or 4-pyridyl.

Inventors

  • 👤 Fortuna Haviv
  • 👤 Abraham Patchornik

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-05 15:20
CPC Classifications
C; C07; C07D; C07D501/00; C07D501/14; C07D501/16; C07D501/20

Claims Analysis

Total Claims: 7
Claim 1
Independent Claim 302 words
A compound of the formula ##STR11## wherein R is 2-pyridyl, 3-pyridyl or 4-pyridyl; Y is hydrogen, chlorine, bromine, a straight or branched lower alkyl group of from 1 to 4 carbon atoms, or an alkoxy group of from 1 to 4 carbon atoms; Z is a bond, oxygen or sulfur; W is hydrogen, methyl, amino, hydroxy, SO 3 H, or COOR 4 wherein R 4 is hydrogen or 5-indanyl with the proviso that when Z is oxygen or sulfur, W is other than hydroxy; R 1 is hydrogen or methoxy; R 2 is hydrogen or acetoxy; R 3 is hydrogen, a cation of an alkali metal or an alkaline earth metal, ammonium, a straight or branched lower alkyl group of from 1 to 4 carbon atoms, a straight or branched alkanoyloxymethyl group in which the alkanoyl moiety has from 2 to 5 carbon atoms and is straight or branched, an alkanoylaminomethyl group in which the alkanoyl moiety is straight or branched and has from 2 to 5 carbon atoms and the amine nitrogen may be substituted with a straight or branched lower alkyl group having 1 to 4 carbon atoms; an alkoxycarbonylaminomethyl group in which the alkoxy moiety is straight or branched and has from 1 to 4 carbon atoms and the amine nitrogen may be substituted with a straight or branched lower alkyl group of from 1 to 4 carbon atoms, a p-(alkanoyloxy)benzyl group in which the alkanoyl moiety is straight or branched and has from 2 to 5 carbon atoms; an aminoalkanoyloxy methyl group in which the alkanoyl moiety has from 2 to 15 carbon atoms and the amino nitrogen may be mono- or di- substituted with a straight or branched lower alkyl group having from 1 to 4 carbon atoms; and pharmaceutically acceptable salts and individual optical isomers thereof.
Claim 2
Dependent Claim 302 words
A compound of the formula ##STR11## wherein R is 2-pyridyl, 3-pyridyl or 4-pyridyl; Y is hydrogen, chlorine, bromine, a straight or branched lower alkyl group of from 1 to 4 carbon atoms, or an alkoxy group of from 1 to 4 carbon atoms; Z is a bond, oxygen or sulfur; W is hydrogen, methyl, amino, hydroxy, SO 3 H, or COOR 4 wherein R 4 is hydrogen or 5-indanyl with the proviso that when Z is oxygen or sulfur, W is other than hydroxy; R 1 is hydrogen or methoxy; R 2 is hydrogen or acetoxy; R 3 is hydrogen, a cation of an alkali metal or an alkaline earth metal, ammonium, a straight or branched lower alkyl group of from 1 to 4 carbon atoms, a straight or branched alkanoyloxymethyl group in which the alkanoyl moiety has from 2 to 5 carbon atoms and is straight or branched, an alkanoylaminomethyl group in which the alkanoyl moiety is straight or branched and has from 2 to 5 carbon atoms and the amine nitrogen may be substituted with a straight or branched lower alkyl group having 1 to 4 carbon atoms; an alkoxycarbonylaminomethyl group in which the alkoxy moiety is straight or branched and has from 1 to 4 carbon atoms and the amine nitrogen may be substituted with a straight or branched lower alkyl group of from 1 to 4 carbon atoms, a p-(alkanoyloxy)benzyl group in which the alkanoyl moiety is straight or branched and has from 2 to 5 carbon atoms; an aminoalkanoyloxy methyl group in which the alkanoyl moiety has from 2 to 15 carbon atoms and the amino nitrogen may be mono- or di- substituted with a straight or branched lower alkyl group having from 1 to 4 carbon atoms; and pharmaceutically acceptable salts and individual optical isomers thereof.
Claim 3
Dependent Claim 17 words
A compound of claim 1 wherein W is hydrogen, amino, hydroxy, CO 2 H, SO 3 H.
Claim 4
Dependent Claim 10 words
A compound of claim 2 wherein Z is a bond.
Claim 5
Dependent Claim 9 words
A compound of claim 3 wherein Y is hydrogen.
Claim 6
Dependent Claim 15 words
A compound of claim 4 which is 3-[(acetyloxy)methyl]-8-oxo-7-[[[4-[(4-pyridinylthio)methyl]phenyl]acetyl]amino]-5-thia-1-azabicyclo[4.2.0.]oct-2-ene-2-carboxylic acid or a pharmaceutically acceptable salt thereof.
Claim 7
Dependent Claim 15 words
A compound of claim 4 which is 3-[(acetyloxy)methyl]-8-oxo-7-[[[4-[(2-pyridinylthio)methyl]phenyl]acetyl]amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid or a pharmaceutically acceptable salt thereof.

References Cited (Backward Citations)

US3422100A Cited
US3503967A Cited
US3499893A Cited
US3935204A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1981-11-06 1982-05-08 1982-11-07 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1985-11-06 1986-05-08 1986-11-07 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1989-11-06 1990-05-08 1990-11-07 $7700.00 Window Closed / Lapsed

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