US4152433A
Expired / Lapsed
US
⏱️ 0.0 years remaining
2-Lower alkyl-7-substituted-2 or 3-cephem-4-carboxylic acid compounds and pharmaceutical compositions
Assignee: Astellas Pharma Inc
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Filing: 1977-09-26
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Granted: 1979-05-01
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Expires: 1997-09-26
Abstract
Abstract A compound of the formula: <IMAGE> wherein R1 is (C1 to C6) alkyl, R2 is a carboxy or a protected carboxy group, R3 is amino or a protected amino group and A is hydroxyimino (C1 to C6) alkylene or (C1 to C6)-alkoxyimino (C1 to C6)alkylene, AND PHARMACEUTICALLY ACCEPTABLE SALT THEREOF.
Inventors
- 👤 Takashi Kamiya
- 👤 Takao Takaya
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-02 01:09
CPC Classifications
C; C07; C07D; C07D501/00; C07D501/14; C07D501/16; C07D501/20; C07D277/00; C07D277/02; C07D277/20; C07D277/32; C07D277/38; C07D277/40; C07D277/44; C07D277/46
Claims Analysis
Total Claims: 22
Claim 1
Independent Claim
60 words
A compound of the formula: ##STR11## wherein R 1 is (C 1 to C 6 )alkyl, R 2 is carboxy or a protected carboxy group, R 3 is amino or a protected amino group and A is hydroxyimino(C 1 to C 6 )alkylene or (C 1 to C 6 )-alkoxyimino(C 1 to C 6 )alkylene, and pharmaceutically acceptable salt thereof.
Claim 2
Dependent Claim
60 words
A compound of the formula: ##STR11## wherein R 1 is (C 1 to C 6 )alkyl, R 2 is carboxy or a protected carboxy group, R 3 is amino or a protected amino group and A is hydroxyimino(C 1 to C 6 )alkylene or (C 1 to C 6 )-alkoxyimino(C 1 to C 6 )alkylene, and pharmaceutically acceptable salt thereof.
Claim 3
Dependent Claim
9 words
The compound of claim 1, which is syn isomer.
Claim 4
Dependent Claim
44 words
The compound of claim 2, wherein R 1 is (C 1 to C 6 )alkyl, R 2 is carboxy or an esterified carboxy group, R 3 is amino or acylamino and A is (C 1 to C 6 )alkoxyimino(C 1 to C 6 )alkylene.
Claim 5
Dependent Claim
78 words
The compound of claim 3, wherein R 1 is (C 1 to C 6 )alkyl, R 2 is carboxy, (C 1 to C 6 )alkoxycarbonyl which may have 1 to 3 halogen atom(s) or (C 1 to C 6 )alkanoyloxy(C 1 to C 6 )alkoxycarbonyl, R 3 is amino or (C 1 to C 6 )alkanoylamino which may have 1 to 3 halogen atom(s) and A is (C 1 to C 6 )alkoxyimino(C 1 to C 6 )alkylene.
Claim 6
Dependent Claim
15 words
The compound of claim 4, wherein R 2 is carboxy and R 3 is amino.
Claim 7
Dependent Claim
19 words
The compound of claim 5, which is 2-methyl-7-[2-methoxyimino-2-(2-aminothiazol-4-yl)acetamido]-3-cephem-4-carboxylic acid (syn isomer) or its hydrochloride, sodium salt or ammonium salt.
Claim 8
Dependent Claim
28 words
The compound of claim 4, wherein R 2 is carboxy and R 3 is (C 1 to C 6 )alkanoylamino which may have 1 to 3 halogen atom(s).
Claim 9
Dependent Claim
11 words
The compound of claim 7, which is 2-methyl-7-[2-methoxyimino-2-(2-formylaminothiazol-4-yl)acetamido]-3-cephem-4-carboxylic acid (syn isomer).
Claim 10
Dependent Claim
11 words
The compound of claim 7, which is 2-methyl-7-[2-methoxyimino-2-(2-trifluoroacetylaminothiazol-4-yl)acetamido]-3-cephem-4-carboxylic acid (syn isomer).
Claim 11
Dependent Claim
28 words
The compound of claim 4, wherein R 2 is (C 1 to C 6 )alkoxycarbonyl which may have 1 to 3 halogen atom(s) and R 3 is amino.
Claim 12
Dependent Claim
11 words
The compound of claim 10, which is 2,2,2-trichloroethyl 2-methyl-7-[2-methoxyimino-2-(2-(2-aminothiazol-4-yl)acetamido]-3-cephem-4-carboxylate (syn isomer).
Claim 13
Dependent Claim
25 words
The compound of claim 4, wherein R 2 is (C 1 to C 6 )alkanoyloxy(C 1 to C 6 )alkoxycarbonyl and R 3 is amino.
Claim 14
Dependent Claim
11 words
The compound of claim 12, which is pivaloyloxymethyl 2-methyl-7-[2-methoxyimino-2-(2-aminothiazol-4-yl)acetamido]-3-cephem-4-carboxylate (syn isomer).
Claim 15
Dependent Claim
39 words
The compound of claim 2, wherein R 1 is (C 1 to C 6 )alkyl, R 2 is carboxy or an esterified carboxy group, R 3 is amino or acylamino and A is hydroxyimino(C 1 to C 6 )alkylene.
Claim 16
Dependent Claim
73 words
The compound of claim 14, wherein R 1 is (C 1 to C 6 )alkyl, R 2 is carboxy, (C 1 to C 6 )alkoxycarbonyl which may have 1 to 3 halogen atom(s) or (C 1 to C 6 )-alkanoyloxy(C 1 to C 6 )alkoxycarbonyl, R 3 is amino or (C 1 to C 6 )alkanoylamino which may have 1 to 3 halogen atom(s) and A is hydroxyimino(C 1 to C 6 )alkylene.
Claim 17
Dependent Claim
11 words
The compound of claim 15, which is 2,2,2-trichloroethyl 2-methyl-7-[2-hydroxyimino-2-(2-aminothiazol-4-yl)acetamido]-3-cephem-4-carboxylate (syn isomer).
Claim 18
Dependent Claim
32 words
The compound of claim 15, wherein R 1 is (C 1 to C 6 )alkyl, R 2 is carboxy, R 3 is amino and A is hydroxyimino(C 1 to C 6 )alkylene.
Claim 19
Dependent Claim
11 words
The compound of claim 17, which is 2-methyl-7-[2-hydroxyimino-2-(2-aminothiazol-4-yl)acetamido]-3-cephem-4-carboxylic acid (syn isomer).
Claim 20
Dependent Claim
37 words
The compound of claim 14, wherein R 1 is (C 1 to C 6 )alkyl, R 2 is nitrophenyl(C 1 to C 6 )alkoxycarbonyl, R 3 is amino and A is hydroxyimino(C 1 to C 6 )alkylene.
Claim 21
Dependent Claim
11 words
The compound of claim 19, which is p-nitrobenzyl 2-methyl-7-[2-hydroxyimino-2-(2-aminothiazol-4-yl)acetamido]-3-cephem-4-carboxylate (syn isomer).
Claim 22
Dependent Claim
26 words
An antibacterial pharmaceutical composition comprising a compound of claim 1 or pharmaceutically acceptable salt thereof in association with a pharmaceutically acceptable, substantially non-toxic carrier or excipient.
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) | 1982-04-30 | 1982-10-30 | 1983-05-01 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1986-04-30 | 1986-10-30 | 1987-05-01 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1990-04-30 | 1990-10-30 | 1991-05-01 | $7700.00 | Window Closed / Lapsed |