US4226870A
Expired / Lapsed
US
⏱️ 0.0 years remaining
O-, N- and carboxyl derivatives of thienamycin
Assignee: Merck and Co Inc
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Filing: 1977-12-16
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Granted: 1980-10-07
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Expires: 1997-12-16
Abstract
Abstract Disclosed are O-, N- and substituted carboxyl derivatives of the antibiotic thienamycin, which has the following structure: <IMAGE> Such derivatives are useful as antibiotics. Also disclosed are processes for the preparation of such derivatives, pharmaceutical compositions comprising such derivatives, and methods of treatment comprising administering such derivatives and compositions when an antibiotic effect is indicated.
Inventors
- 👤 Burton G. Christensen
- 👤 John Hannah
- 👤 William J. Leanza
- 👤 Ronald W. Ratcliffe
- 👤 David H. Shih
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-05 08:12
CPC Classifications
C; C07; C07D; C07D477/00; C07D477/10; C07D477/12; C07D477/16; C07D477/20; C07D205/00; C07D205/02; C07D205/06; C07D205/08
Claims Analysis
Total Claims: 3
Claim 1
Independent Claim
100 words
The compound having the trans- form of the structure of the following formula: ##STR131## wherein r is hydrogen, a pharmaceutically acceptable salt cation, or an easily removable blocking group; R 3 is SO 3 H or SO 3 CH 3 ; and R 2 is formyl, acetyl, propionyl, butyryl, chloroacetyl, methoxyacetyl, aminoacetyl, methoxycarbonyl, ethoxycarbonyl, methylcarbamoyl, ethylcarbamoyl, phenylthiocarbonyl, 3-aminopropionyl, 4-aminobutyryl, N-methylaminoacetyl, N,N-dimethylaminoacetyl, N,N,N-trimethylaminoacetyl, 3-(N,N-dimethyl)aminopropionyl, 3-(N,N,N-trimethyl)amino propionyl, N,N,N-triethylaminoacetyl, pyridiniumacetyl, guanylthioacetyl, guanidinoacetyl, 3-guanidinopropyl, N 3 -methylguandinopropionyl, hydroxyacetyl, 3-hydroxypropionyl, acryloyl, propynoyl, malonyl, phenoxycarbonyl, amidinoacetyl, acetamidinoacetyl, amidinopropionyl, acetamidopropionyl, guanylureidoacetyl, guanylcarbamoyl, carboxymethylamino-acetyl, sulfoacetylaminoacetyl, phosphonoacetylaminoacetyl, N 3 -dimethylaminoacetamidinopropionyl, ureidocarbonyl, dimethylguanylthioacetyl, 3-(1-methyl-4-pyridinium)propionyl, 3-(5-aminoimidazol-1-yl)propionyl, 3-methyl-1-imidazoliumacetyl, 3-sydnonylacetyl, o-aminomethylbenzoyl, or o-aminobenzoyl.
Claim 2
Dependent Claim
100 words
The compound having the trans- form of the structure of the following formula: ##STR131## wherein r is hydrogen, a pharmaceutically acceptable salt cation, or an easily removable blocking group; R 3 is SO 3 H or SO 3 CH 3 ; and R 2 is formyl, acetyl, propionyl, butyryl, chloroacetyl, methoxyacetyl, aminoacetyl, methoxycarbonyl, ethoxycarbonyl, methylcarbamoyl, ethylcarbamoyl, phenylthiocarbonyl, 3-aminopropionyl, 4-aminobutyryl, N-methylaminoacetyl, N,N-dimethylaminoacetyl, N,N,N-trimethylaminoacetyl, 3-(N,N-dimethyl)aminopropionyl, 3-(N,N,N-trimethyl)amino propionyl, N,N,N-triethylaminoacetyl, pyridiniumacetyl, guanylthioacetyl, guanidinoacetyl, 3-guanidinopropyl, N 3 -methylguandinopropionyl, hydroxyacetyl, 3-hydroxypropionyl, acryloyl, propynoyl, malonyl, phenoxycarbonyl, amidinoacetyl, acetamidinoacetyl, amidinopropionyl, acetamidopropionyl, guanylureidoacetyl, guanylcarbamoyl, carboxymethylamino-acetyl, sulfoacetylaminoacetyl, phosphonoacetylaminoacetyl, N 3 -dimethylaminoacetamidinopropionyl, ureidocarbonyl, dimethylguanylthioacetyl, 3-(1-methyl-4-pyridinium)propionyl, 3-(5-aminoimidazol-1-yl)propionyl, 3-methyl-1-imidazoliumacetyl, 3-sydnonylacetyl, o-aminomethylbenzoyl, or o-aminobenzoyl.
Claim 3
Dependent Claim
21 words
An antibiotic pharmaceutical composition comprising a therapeutically effective amount of a compound according to claim 1 and a pharmaceutical carrier therefor.
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) | 1983-10-07 | 1984-04-07 | 1984-10-07 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1987-10-07 | 1988-04-07 | 1988-10-07 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1991-10-07 | 1992-04-07 | 1992-10-07 | $7700.00 | Window Closed / Lapsed |