US4041161A
Expired / Lapsed
US
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Cephalosporins having an α-acylaminoacetic acid side chain
Assignee: Novartis Corp
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Filing: 1975-05-09
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Granted: 1977-08-09
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Expires: 1995-05-09
Abstract
Abstract Compounds of the formula ##STR1## wherein R 1 denotes optionally substituted phenyl, thienyl, furyl or 1,4-cyclohexadienyl, R 2 represents a free carboxyl group or an esterified carboxyl group which can be split physiologically, R 3 represents hydrogen, lower akoxy or an optionally substituted methyl group and B represents an optionally substituted six-membered ring with 1 to 3 ring nitrogen atoms, which is bonded to the carbonyl group --C(═O)-- by one of its carbon atoms, the nitorgen atoms of a monocyclic six-membered ring having 2 nitrogen atoms being either adjacent or separated by two ring carbon atoms, and the salts of such compounds which have a salt-forming group, including the inner salts, for example the 7β-[D(-)-α-(3,5-Dioxo-2,3,4,5-tetrahydro-1,2,4-triazine-6-carboxamido)-phenylacetamido]-cephalosporanic acid, have antibiotic activity.
Inventors
- 👤 Karoly Kocsis
- 👤 Heinrich Peter
- 👤 Hans Bickel
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-05 23:47
CPC Classifications
C; C07; C07D; C07D285/00; C07D285/01; C07D285/02; C07D285/04; C07D285/12; C07D285/125; C07D285/135; C07D501/00; C07D501/14; C07D501/16; C07D501/20
Claims Analysis
Total Claims: 7
Claim 1
Independent Claim
165 words
A compound of the formula ##STR16## wherein R 1 denotes phenyl, thienyl, furyl, 1,4-cyclohexadienyl or phenyl substituted by hydroxy, R 2 represents a free carboxyl group, R 3 denotes hydrogen, lower alkanoyloxymethyl, benzoylthiomethyl, pyridiniomethyl, pyridiniomethyl substituted by lower alkyl, halogen, trifluoromethyl, hydroxyl, carboxyl and lower alkoxy carbonyl, and B denotes one of the groups B 5 or B 6 , of which B 5 represents the formula ##STR17## wherein R 14 and R 15 independently of one another denote hydrogen, halogen, a free hydroxyl or mercapto group, a lower alkoxy or a lower alkyl mercapto group or a lower alkoxy carbonyloxy or a lower alkoxy carbonyl mercapto group, or mono- or di-lower alkylated amino group, a lower alkanoylated amino group, or ureido group or of which B 6 represents the formula ##STR18## wherein R 14 and R 15 have the meaning mentioned under formula (B 5 ), the substituent R 14 preferably occupying the 5-position of the as-triazine ring, a tautomer, or a salt thereof.
Claim 2
Dependent Claim
165 words
A compound of the formula ##STR16## wherein R 1 denotes phenyl, thienyl, furyl, 1,4-cyclohexadienyl or phenyl substituted by hydroxy, R 2 represents a free carboxyl group, R 3 denotes hydrogen, lower alkanoyloxymethyl, benzoylthiomethyl, pyridiniomethyl, pyridiniomethyl substituted by lower alkyl, halogen, trifluoromethyl, hydroxyl, carboxyl and lower alkoxy carbonyl, and B denotes one of the groups B 5 or B 6 , of which B 5 represents the formula ##STR17## wherein R 14 and R 15 independently of one another denote hydrogen, halogen, a free hydroxyl or mercapto group, a lower alkoxy or a lower alkyl mercapto group or a lower alkoxy carbonyloxy or a lower alkoxy carbonyl mercapto group, or mono- or di-lower alkylated amino group, a lower alkanoylated amino group, or ureido group or of which B 6 represents the formula ##STR18## wherein R 14 and R 15 have the meaning mentioned under formula (B 5 ), the substituent R 14 preferably occupying the 5-position of the as-triazine ring, a tautomer, or a salt thereof.
Claim 3
Dependent Claim
60 words
A compound of the formula I according to claim 1, wherein R 1 and R 2 have the meaning mentioned under formula I, R 3 denotes lower alkanoyloxymethyl, benzoylthiomethyl, pyridiniomethyl, pyridiniomethyl substituted by lower alkyl, halogen, trifluoromethyl, hydroxyl, carboxyl, and lower alkoxy carbonyl, the group B denotes 1,3,4-triazine di-substituted by hydroxyl and/or methylmercapto, a tautomer thereof, or a salt thereof.
Claim 4
Dependent Claim
16 words
A compound according to claim 1 which is 7β-[D(-)-α-(3-methylmercapto-5-hydroxy-1,2,4-triazine-6-carboxamido)-phenylacetamido]-cephalosporanic acid or a pharmaceutically acceptable salt thereof.
Claim 5
Dependent Claim
16 words
A compound according to claim 1 which is 7β-[D(-)-α-(3,5-dioxo-2,3,4,5-tetrahydro-1,2,4-triazine-6-carboxamido)-phenylacetamido]-cephalosporanic acid or a pharmaceutically acceptable salt thereof.
Claim 6
Dependent Claim
23 words
A pharmaceutical preparation for combatting bacteria which comprises an antibacterially effective amount of a compound of claim 1 and a pharmaceutically usable excipient.
Claim 7
Dependent Claim
20 words
A pharmaceutical preparation according to claim 5, wherein the active compound is 7β-[D(-)-α-(3,5-dioxo-2,3,4,5-tetrahydro-1,2,4-triazine-6-carboxamido)-phenylacetamido]-cephalosporanic acid or a pharmaceutically acceptable salt thereof.
References Cited (Backward Citations)
US3687949A
Cited
US3912728A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1980-08-08 | 1981-02-07 | 1981-08-09 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1984-08-08 | 1985-02-07 | 1985-08-09 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1988-08-08 | 1989-02-07 | 1989-08-09 | $7700.00 | Window Closed / Lapsed |