US3948903A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Substituted N-(1,2-dihydro-2-oxonicotinyl)-cephalexins and -cephaloglycins
Assignee: Parke Davis and Co LLC
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Filing: 1974-11-11
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Granted: 1976-04-06
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Expires: 1994-11-11
Abstract
Abstract Novel organic amide compounds which are substituted N-(1,2-dihydro-2-oxonicotinyl)-ampicillins, -cephalexins and -cephaloglycins having broad spectrum antibacterial utility are provided by (a) reacting the free amino acid ampicillin, cephalexin or cephaloglycin or the acid salt or silylated derivative thereof with a reactive derivative of the corresponding 1,2-dihydro-2-oxonicotinic acid or (b) reacting the free amino acid 6-aminopenicillanic acid, 7-aminocephalosporanic acid or 7-amino-3-methylceph-3-em-4-carboxylic acid or the acid salt or silylated derivative thereof with a reactive derivative of the corresponding N-(1,2-dihydro-2-oxonicotinyl)-2-phenylglycine.
Inventors
- 👤 Leonard Doub
- 👤 James S. Kaltenbronn
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-06 11:46
CPC Classifications
C; C07; C07D; C07D213/00; C07D213/02; C07D213/04; C07D213/60; C07D213/78; C07D213/79; C07D213/80; C07D213/84; C07D213/85; C07D221/00; C07D221/02; C07D221/04; C07D221/06; C07D221/16; C07D499/00
Claims Analysis
Total Claims: 10
Claim 1
Independent Claim
65 words
Amide compounds having the formula ##SPC8## and pharmaceutically-acceptable salts thereof; where R 1 is cyclopentylmethyl, cyclopentenylmethyl, cyclohexyl, cyclohexylmethyl, benzyl, phenethyl, adamantyl, methoxybenzyl, hydroxybenzyl, chlorobenzyl, furfuryl, thenyl, pyridyl, furyl or thienyl; R 2 is hydrogen or together with R 1 represents the group ##SPC9## or the group ##SPC10## R 3 is hydrogen or methyl; and Z is one of two groups having the respective formulas ##EQU2##
Claim 2
Dependent Claim
65 words
Amide compounds having the formula ##SPC8## and pharmaceutically-acceptable salts thereof; where R 1 is cyclopentylmethyl, cyclopentenylmethyl, cyclohexyl, cyclohexylmethyl, benzyl, phenethyl, adamantyl, methoxybenzyl, hydroxybenzyl, chlorobenzyl, furfuryl, thenyl, pyridyl, furyl or thienyl; R 2 is hydrogen or together with R 1 represents the group ##SPC9## or the group ##SPC10## R 3 is hydrogen or methyl; and Z is one of two groups having the respective formulas ##EQU2##
Claim 3
Dependent Claim
14 words
A compound according to claim 1 in the form of a free carboxylic acid.
Claim 4
Dependent Claim
14 words
A compound according to claim 1 in the form of an alkali metal salt.
Claim 5
Dependent Claim
9 words
A compound according to claim 1 which is N-(6-cyclohexylmethyl-1,2-dihydro-2-oxonicotinyl)cephalexin.
Claim 6
Dependent Claim
11 words
A compound according to claim 1 which is N-(6-cyclohexylmethyl-1,2-dihydro-2-oxonicotinyl)cephalexin, triethylamine salt.
Claim 7
Dependent Claim
9 words
A compound according to claim 1 which is N-(6-cyclohexylmethyl-1,2-dihydro-2-oxonicotinyl)cephaloglycin.
Claim 8
Dependent Claim
11 words
A compound according to claim 1 which is N-(6-cyclohexylmethyl-1,2-dihydro-2-oxonicotinyl)cephaloglycin, triethylamine salt.
Claim 9
Dependent Claim
10 words
A compound according to claim 1 which is an N-(6-pyridyl-1,2-dihydro-2-oxonicotinyl)cephalexin.
Claim 10
Dependent Claim
10 words
A compound according to claim 1 which is an N-(6-pyridyl-1,2-dihydro-2-oxonicotinyl)cephaloglycin.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1979-04-06 | 1979-10-06 | 1980-04-06 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1983-04-06 | 1983-10-06 | 1984-04-06 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1987-04-06 | 1987-10-06 | 1988-04-06 | $7700.00 | Window Closed / Lapsed |