US4007173A
Expired / Lapsed
US
⏱️ 0.0 years remaining
α-amino-α-(ureidophenyl)acetamidocephalosporins
Assignee: GlaxoSmithKline LLC
•
Filing: 1973-05-07
•
Granted: 1977-02-08
•
Expires: 1993-05-07
Abstract
Abstract Cephalosporins with a alpha -amino-(ureidophenyl)acetamido substituent at position 7 are prepared by acylation of a 7-aminocephalosporin with a derivative of alpha -amino-p(or m)-ureidophenylacetic acid. These compounds are antibacterial agents.
Inventors
- 👤 John Russel Eugene Hoover
- 👤 Jerry Arnold Weisbach
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-02 19:30
CPC Classifications
C; C07; C07D; C07D501/00; C07D501/02; C07D501/04; C07D501/06; C07C; C07C275/00; C07C275/28; C07C275/42; A; A61; A61P; A61P31/00; A61P31/04; Y; Y02; Y02P; Y02P20/00; Y02P20/50; Y02P20/55
Claims Analysis
Total Claims: 26
Claim 1
Independent Claim
108 words
A compound of the formula ##STR3## wherein: the (R) 2 NCXNR group is at the para or meta position; R is hydrogen or lower alkyl of 1- 4 carbon atoms; X is oxygen or sulfur; A is SHet; and Het is tetrazolyl, triazolyl, thiadiazolyl, oxadiazolyl, diazolyl, pyridyl, pyrimidyl, or pyradinyl, unsubstituted or substituted with one or two substituents selected from the group consisting of C 1 -C 6 alkyl, C 1 -C 6 alkoxy, allyloxy, oxide, halogen, carboxamido, carboxyl, carbalkoxy of C 1 -C 6 , mercapto, methylthio, trifluoromethyl, hydroxy, amino, alkylamino, dialkylamino, each undefined alkyl having 1- 6 carbon atoms or a non-toxic pharmaceutically acceptable salt thereof.
Claim 2
Dependent Claim
108 words
A compound of the formula ##STR3## wherein: the (R) 2 NCXNR group is at the para or meta position; R is hydrogen or lower alkyl of 1- 4 carbon atoms; X is oxygen or sulfur; A is SHet; and Het is tetrazolyl, triazolyl, thiadiazolyl, oxadiazolyl, diazolyl, pyridyl, pyrimidyl, or pyradinyl, unsubstituted or substituted with one or two substituents selected from the group consisting of C 1 -C 6 alkyl, C 1 -C 6 alkoxy, allyloxy, oxide, halogen, carboxamido, carboxyl, carbalkoxy of C 1 -C 6 , mercapto, methylthio, trifluoromethyl, hydroxy, amino, alkylamino, dialkylamino, each undefined alkyl having 1- 6 carbon atoms or a non-toxic pharmaceutically acceptable salt thereof.
Claim 3
Dependent Claim
18 words
A compound as claimed in claim 1 where the (R) 2 NCXNR group is at the meta position.
Claim 4
Dependent Claim
18 words
A compound as claimed in claim 1 where the (R) 2 NCXNR group is at the para position.
Claim 5
Dependent Claim
11 words
A compound as claimed in claim 3 where X is oxygen.
Claim 6
Dependent Claim
11 words
A compound as claimed in claim 4 where R is hydrogen.
Claim 7
Dependent Claim
20 words
A compound as claimed in claim 5 where each Het is unsubstituted or substituted with one or two methyl groups.
Claim 8
Dependent Claim
11 words
A compound as claimed in claim 6 where Het is tetrazolyl.
Claim 9
Dependent Claim
11 words
A compound as claimed in claim 6 where Het is triazolyl.
Claim 10
Dependent Claim
11 words
A compound as claimed in claim 6 where Het is thiadiazolyl.
Claim 11
Dependent Claim
12 words
A compound as claimed in claim 9 being the compound 3-(5-methyl-1,3,4-thiadiazol-5-ylthiomethyl)-7-(α-amino-p-ureidophenylacetamido)-3-cephem-4-carboxylic acid.
Claim 12
Dependent Claim
12 words
A compound as claimed in claim 8 being the compound 3-(1,2,3-triazol-4-ylthiomethyl)-7-(α-amino-p-ureidophenylacetamido)-3-cephem-4-carboxylic acid.
Claim 13
Dependent Claim
12 words
A compound as claimed in claim 8 being the compound 3-(4-methyl-1,2,3-triazol-5-ylthiomethyl)-7-(α-amino-p-ureidophenylacetamido)-3-cephem-4-carboxylic acid.
Claim 14
Dependent Claim
12 words
A compound as claimed in claim 8 being the compound 3-(5-methyl-1,2,4-triazol-3-ylthiomethyl)-7-(α-amino-p-ureidophenylacetamido)-3-cephem-4-carboxylic acid.
Claim 15
Dependent Claim
12 words
A compound as claimed in claim 8 being the compound 3-(4-methyl-1,2,4-triazol-3-ylthiomethyl)-7-(α-amino-p-ureidophenylacetamido)-3-cephem-4-carboxylic acid.
Claim 16
Dependent Claim
12 words
A compound as claimed in claim 7 being the compound 3-(1-methyltetrazol-5-ylthiomethyl))-7α-amino-p-ureidophenylacetamido)-3-cephem-4-carboxylic acid.
Claim 17
Dependent Claim
14 words
A compound as claimed in claim 2 where R is hydrogen, X is oxygen,
Claim 18
Dependent Claim
20 words
A compound as claimed in claim 16 where each Het is unsubstituted or substituted with one or two methyl groups.
Claim 19
Dependent Claim
12 words
A compound as claimed in claim 17 being the compound 3-(1-methyltetrazol-5-ylthiomethyl)-7-(α-amino-m-urediophenylacetamido)-3-cephem-4-carboxylic acid.
Claim 20
Dependent Claim
12 words
A compound as claimed in claim 17 being the compound 3-(5-methyl-1,3,4-thiadiazol-2-ylthiomethyl)-7-(α-amino-m-ureidophenylacetamido)-3-cephem-4-carboxylic acid.
Claim 21
Dependent Claim
12 words
A compound as claimed in claim 17 being the compound 3-(1,2,3-triazol-4-ylthiomethyl)-7-(α-amino-m-ureidophenylacetamido)-3-cephem-4-carboxylic acid.
Claim 22
Dependent Claim
11 words
A compound as claimed in claim 1 where X is sulfur.
Claim 23
Dependent Claim
11 words
A compound as claimed in claim 21 where R is hydrogen.
Claim 24
Dependent Claim
12 words
A compound as claimed in claim 22 being the compound 3-(5-methyl-1,3,4-thiadiazol-2-ylthiomethyl)-7-(α-amino-p-thioureidophenylacetamido)-3-cephem-4-carboxylic acid.
Claim 25
Dependent Claim
12 words
A compound as claimed in claim 22 being the compound 3-(1,2,3-triazol-4-ylthiomethyl)-7-(α-amino-p-thioureidophenylacetamido)-3-cephem-4-carboxylic acid.
Claim 26
Dependent Claim
12 words
A compound as claimed in claim 22 being the compound 3-(1-methyltetrazol-5-ylthiomethyl)-7-(α-amino-p-thioureidophenylacetamido)-3-cephem-4-carboxylic acid.
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) | 1980-02-08 | 1980-08-09 | 1981-02-08 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1984-02-08 | 1984-08-09 | 1985-02-08 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1988-02-08 | 1988-08-09 | 1989-02-08 | $7700.00 | Window Closed / Lapsed |