Patent US3984403A successfully refreshed from Google Patents.
US3984403A
Expired / Lapsed
US
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Arginine and lysine salts of acid cephalosporins
Assignee: Takeda Pharmaceutical Co Ltd
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Filing: 1973-06-19
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Granted: 1976-10-05
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Expires: 1993-06-19
Abstract
Abstract Arginine or lysine salt of acid cephalosporins can be administered parenterally, e.g., by intramuscular injection, with no substantial pain. Preferred acid cephalosporin salts are l-arginine or lysine salts of N-[7-(α-sulfophenylacetamido)ceph-3-em-3-ylmethyl]-pyridinium-4-carboxylate, N-[7-(α-sulfophenylacetamido)-ceph-3-em-3-ylmethyl]-(4'-carbamoyl)pyridinium 4-carboxylate, 7-cyanoacetamido-cephalosporanic acid, 7-(2'-thienylacetamido)-3-[6"-(3"-methylpyridazinyl)thiomethyl]-ceph-3-em-4-carboxylic acid 2"-oxide, 7-tetrazolylacetamido-3-[5'-(2'-methylthiadiazolyl)thiomethyl]-ceph-3-em-4-carboxylic acid and 7-(2'-thienylacetamido)-cephalosporanic acid.
Inventors
- 👤 Hiroshi Fujisawa
- 👤 Hiroaki Okada
- 👤 Yasumoto Miura
- 👤 Masahiko Fujita
- 👤 Tsugio Shimamoto
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-06 12:43
CPC Classifications
C; C07; C07D; C07D501/00; C07D501/14; C07D501/16; C07D501/20
Claims Analysis
Total Claims: 12
Claim 1
Independent Claim
62 words
A salt of an acid cephalosporin with arginine or lysine, wherein the acid cephalosporin has the formula ##SPC2## wherein R 1 represents phenyl, 2-thienyl, phenoxy, 1-cyclohexenyl, tetrazolyl, cyano, 4-pyridylthio, phenylthio, (1'-imino-2'-phenylethyl)amino or 2-(3-sydnon), R 2 represents hydrogen, sulfo, carboxyl, amino, methyl or ethyl, R 3 represents hydrogen or methoxy and X represents hydrogen, acetoxy, pyridyl, (4-carbamoyl) pyridyl, 6-(3-methylpyridazinyl-2-oxido) thio or 5-(2-methylthiadiazolyl) thio.
Claim 2
Dependent Claim
62 words
A salt of an acid cephalosporin with arginine or lysine, wherein the acid cephalosporin has the formula ##SPC2## wherein R 1 represents phenyl, 2-thienyl, phenoxy, 1-cyclohexenyl, tetrazolyl, cyano, 4-pyridylthio, phenylthio, (1'-imino-2'-phenylethyl)amino or 2-(3-sydnon), R 2 represents hydrogen, sulfo, carboxyl, amino, methyl or ethyl, R 3 represents hydrogen or methoxy and X represents hydrogen, acetoxy, pyridyl, (4-carbamoyl) pyridyl, 6-(3-methylpyridazinyl-2-oxido) thio or 5-(2-methylthiadiazolyl) thio.
Claim 3
Dependent Claim
13 words
A salt as calimed in claim 1, wherein the acid cephalosporin is N-[7-(α-sulfophenylacetamido)ceph-3-em-3-ylmethyl]-pyridinium-4-carboxylate.
Claim 4
Dependent Claim
13 words
A salt as claimed in claim 1, wherein the acid cephalosporin is N-[7-(α-sulfophenylacetamido)ceph-3-em-3-ylmethyl]-(4'-carbamoyl)pyridinium-4-carboxylate.
Claim 5
Dependent Claim
14 words
A salt as claimed in claim 1, wherein the acid cephalosporin is 7-cyanoacetamido-cephalosporanic acid.
Claim 6
Dependent Claim
15 words
A salt as claimed in claim 1, wherein the acid cephalosporin is 7-(2'-thienylacetamido)-3-[6"-(3"-methylpyridazinyl)thiomethyl]-ceph-3-em-4-carboxylic acid 2"-oxide.
Claim 7
Dependent Claim
14 words
A salt as claimed in claim 1, wherein the acid cephalosporin is 7-tetrazolylacetamido-3-[5'-(2'-methylthiadiazolyl)thiomethyl]-3-cephem-4-carboxylic acid.
Claim 8
Dependent Claim
14 words
A salt as claimed in claim 1, wherein the acid cephalosporin is 7-(2'-thienylacetamido)cephalosporanic acid.
Claim 9
Dependent Claim
16 words
A salt as claimed in claim 1, wherein the arginine and lysine are of the l-form.
Claim 10
Dependent Claim
16 words
A salt as claimed in claim 1, wherein the arginine and lysine are of the dl-form.
Claim 11
Dependent Claim
15 words
A salt as claimed in claim 1, wherein the acid cephalosporin is 7-(α-aminophenyl acetamido)-3-methylceph-3-em-4-carboxylic acid.
Claim 12
Dependent Claim
14 words
A salt as claimed in claim 1, wherein the lysine is of the l-form.
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) | 1979-10-05 | 1980-04-05 | 1980-10-05 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1983-10-05 | 1984-04-05 | 1984-10-05 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1987-10-05 | 1988-04-05 | 1988-10-05 | $7700.00 | Window Closed / Lapsed |