US4150224A
Expired / Lapsed
US
⏱️ 0.0 years remaining
7[[(1-Pyrrollyl)7 acetyl]amino]cephalosporin derivatives
Assignee: Yeda Research and Development Co Ltd
•
Filing: 1977-10-04
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Granted: 1979-04-17
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Expires: 1997-10-04
Abstract
Abstract Novel cephalosporin compounds useful as antibiotics having the following formula and pharmaceutically useful salts thereof: ##STR1##
Inventors
- 👤 Abraham Nudelman
- 👤 Abraham Patchornik
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-04 21:42
CPC Classifications
C; C07; C07D; C07D207/00; C07D207/02; C07D207/30; C07D207/32; C07D207/325; C07D207/327; A; A61; A61P; A61P31/00; A61P31/04
Claims Analysis
Total Claims: 7
Claim 1
Independent Claim
233 words
A compound of the formula ##STR13## wherein R 1 is hydrogen or methoxy, R 2 is 1,3,4-thiadiazol-2-ylthio; 5-methyl-1,3,4-thiadiazol-2-ylthio; tetrazol-5-ylthio; 1-methyltetrazol-5-ylthio; 1,3,4-oxadiazol-2-ylthio; 5-methyl-1,3,4-oxadiazol-2-ylthio; 1,3,4-triazol-2-ylthio; 5-methyl-1,3,4-triazol-2-ylthio; 1,2,3-triazol-5-ylthio; R 3 is hydrogen, a cation of an alkali metal or an alkaline earth metal, ammonium or organic ammonium group selected from a lower alkyl ammonium or N-ethylpiperidinium group, a straight or branched alkyl group of from 1 to 4 carbon atoms, an 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 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 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 aminoalkanoyloxymethyl 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 or a pharmaceutically acceptable salt thereof.
Claim 2
Dependent Claim
233 words
A compound of the formula ##STR13## wherein R 1 is hydrogen or methoxy, R 2 is 1,3,4-thiadiazol-2-ylthio; 5-methyl-1,3,4-thiadiazol-2-ylthio; tetrazol-5-ylthio; 1-methyltetrazol-5-ylthio; 1,3,4-oxadiazol-2-ylthio; 5-methyl-1,3,4-oxadiazol-2-ylthio; 1,3,4-triazol-2-ylthio; 5-methyl-1,3,4-triazol-2-ylthio; 1,2,3-triazol-5-ylthio; R 3 is hydrogen, a cation of an alkali metal or an alkaline earth metal, ammonium or organic ammonium group selected from a lower alkyl ammonium or N-ethylpiperidinium group, a straight or branched alkyl group of from 1 to 4 carbon atoms, an 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 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 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 aminoalkanoyloxymethyl 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 or a pharmaceutically acceptable salt thereof.
Claim 3
Dependent Claim
222 words
A compound of claim 1 wherein R 1 is hydrogen, R 2 is 1-methyltetrazol-5-ylthio or 5-methyl-1,3,4-thiadiazol-2-ylthio; R 3 is hydrogen, a cation of an alkali metal or an alkaline earth metal, ammonium or organic ammonium cation selected from a lower alkyl ammonium or N-ethylpiperidinium group, straight or branched alkyl groups of from 1 to 4 carbon atoms, an 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 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 or a straight or branched alkyl group of from 1 to 4 carbon atoms, p(alkanoyloxy)benzyl group in which the alkanoyl moiety is straight or branched and has from 2 to 5 carbon atoms; an aminoalkanoyloxymethyl 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 alkyl group having from 1 to 4 carbon atoms, or a pharmaceutically acceptable salt thereof.
Claim 4
Dependent Claim
16 words
A compound of claim 2 wherein R 3 is hydrogen or a pharmaceutically acceptable salt thereof.
Claim 5
Dependent Claim
15 words
A compound of claim 1 which is 7-[[(1-pyrryl)acetyl]amino]-3-[[(1-methyltetrazol-5-yl)thio]methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid or a pharmaceutically acceptable salt thereof.
Claim 6
Dependent Claim
15 words
A compound of claim 1 which is 7-[[(1-pyrryl)acetyl]amino]-3-[[(5-methyl-1,3,4-thiadiazol-2-yl)thio]-methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid or a pharmaceutically acceptable salt thereof.
Claim 7
Dependent Claim
17 words
A compound of claim 1 which is 7-[[(1-pyrryl)acetyl]amino]-3-[[(1-methyltetrazol-5-yl)thio]methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid pivaloyloxymethyl ester or a pharmaceutically acceptable salt thereof.
References Cited (Backward Citations)
US3929779A
Cited
US3971780A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1982-04-16 | 1982-10-16 | 1983-04-17 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1986-04-16 | 1986-10-16 | 1987-04-17 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1990-04-16 | 1990-10-16 | 1991-04-17 | $7700.00 | Window Closed / Lapsed |