US3989694A
Expired / Lapsed
US
⏱️ 0.0 years remaining
7-Acyl-3-(substituted triazolyl thiomethyl)cephalosporins
Assignee: GlaxoSmithKline LLC
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Filing: 1974-12-27
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Granted: 1976-11-02
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Expires: 1994-12-27
Abstract
Abstract The compounds of this invention are cephalosporins having various acyl substituents at the 7-position and a substituted triazolyl thiomethyl group at the 3-position of the cephem nucleus and intermediates for the preparation thereof. The 7-acylated compounds have antibacterial activity.
Inventors
- 👤 David A. Berges
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-08 04:51
CPC Classifications
C; C07; C07D; C07D501/00; C07D501/14; C07D501/16; C07D501/20; C07D501/24; C07D501/36; A; A61; A61K; A61K31/00; A61K31/33; A61K31/395; A61K31/54; A61K31/542; A61K31/545; C07D249/00; C07D249/02; C07D249/04; C07D249/08; C07D249/10; C07D249/12
Claims Analysis
Total Claims: 16
Claim 1
Independent Claim
121 words
A compound of the formula: ##SPC3## in which: R 1 is thienyl, phenyl or phenyl substituted with one or two groups selected from hydroxy, halo, nitro, hydroxymethyl, amino, lower alkylamino, di(lower)alkylamino, or carboxymethylamino, each alkyl having from one to four carbon atoms; X is amino or hydroxy; and Het is 1,2,4-triazolyl or 1,2,3-triazolyl each of which is substituted with --(CHR 2 ) n COR 3 , where R 2 is hydrogen or lower alkyl of from one to four carbon atoms, n is zero to six and R 3 is hydroxy, lower alkoxy of from one to four carbon atoms, amino, lower alkylamino or di(lower)alkylamino, each alkyl having from one to four carbon atoms, or a non-toxic pharmaceutically acceptable salt thereof.
Claim 2
Dependent Claim
121 words
A compound of the formula: ##SPC3## in which: R 1 is thienyl, phenyl or phenyl substituted with one or two groups selected from hydroxy, halo, nitro, hydroxymethyl, amino, lower alkylamino, di(lower)alkylamino, or carboxymethylamino, each alkyl having from one to four carbon atoms; X is amino or hydroxy; and Het is 1,2,4-triazolyl or 1,2,3-triazolyl each of which is substituted with --(CHR 2 ) n COR 3 , where R 2 is hydrogen or lower alkyl of from one to four carbon atoms, n is zero to six and R 3 is hydroxy, lower alkoxy of from one to four carbon atoms, amino, lower alkylamino or di(lower)alkylamino, each alkyl having from one to four carbon atoms, or a non-toxic pharmaceutically acceptable salt thereof.
Claim 3
Dependent Claim
23 words
A compound according to claim 1 in which Het is 1,2,3-triazol-5-yl or 1,2,4-triazol-3-yl, R 2 is hydrogen and n is zero to four.
Claim 4
Dependent Claim
14 words
A compound according to claim 2 in which R 1 is phenyl or hydroxyphenyl.
Claim 5
Dependent Claim
23 words
A compound according to claim 3 in which R 1 is phenyl or 4-hydroxyphenyl and R 3 is hydroxy, lower alkoxy or amino.
Claim 6
Dependent Claim
11 words
A compound according to claim 1 in which X is hydroxy.
Claim 7
Dependent Claim
11 words
A compound according to claim 1 in which X is amino.
Claim 8
Dependent Claim
11 words
A compound according to claim 4, said compound being 7-mandelamido-3-(4-carboxy-1,2,3-triazol-5-ylthiomethyl)-3-cephem-4-carboxylic acid.
Claim 9
Dependent Claim
11 words
A compound according to claim 4, said compound being 7-(α-aminophenylacetamido)-3-(4-carboxy-1,2,3-triazol-5-ylthiomethyl)-3-cephem-4-carboxylic acid.
Claim 10
Dependent Claim
11 words
A compound according to claim 4, said compound being 7-(α-aminophenylacetamido)-3-(4-carbethoxy-1,2,3-triazol-5-ylthiomethyl)-3-cephem-4-carboxylic acid.
Claim 11
Dependent Claim
11 words
A compound according to claim 4, said compound being 7-(α-amino-4-hydroxyphenylacetamido)-3-(4-carbethoxy-1,2,3-triazol-5-ylthiomethyl)-3-cephem-4-carboxylic acid.
Claim 12
Dependent Claim
11 words
A compound according to claim 4, said compound being 7-mandelamido-3-(5-carboxymethyl-1,2,4-triazol-3-ylthiomethyl)-3-cephem-4-carboxylic acid.
Claim 13
Dependent Claim
11 words
A compound according to claim 4, said compound being 7-(α-aminophenylacetamido)-3-(5-carboxymethyl-1,2,4-triazol-3-ylthiomethyl)-3-cephem-4-carboxylic acid.
Claim 14
Dependent Claim
11 words
A compound according to claim 4, said compound being 7-(α-amino-4-hydroxyphenylacetamido)-3-(5-carboxymethyl-1,2,4-triazol-3-ylthiomethyl)-3-cephem-4-carboxylic acid.
Claim 15
Dependent Claim
11 words
A compound according to claim 4, said compound being 7-(α-aminophenylacetamido)-3-(5-carbethoxymethyl-1,2,4-triazol-3ylthiomethyl)-3-cephem-4-carboxylic acid.
Claim 16
Dependent Claim
11 words
A compound according to claim 4, said compound being 7-(α-amino-4-hydroxyphenylacetamido)-3-(4-carbamoyl-1,2,3-triazol-5-ylthiomethyl)-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) | 1979-11-02 | 1980-05-03 | 1980-11-02 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1983-11-02 | 1984-05-03 | 1984-11-02 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1987-11-02 | 1988-05-03 | 1988-11-02 | $7700.00 | Window Closed / Lapsed |