US4371532A
Expired / Lapsed
US
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Malonamidooxadethiacephem compounds
Assignee: Shionogi and Co Ltd
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Filing: 1981-01-22
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Granted: 1983-02-01
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Expires: 2001-01-22
Abstract
Abstract An antibacterial compound represented by the following formula: ##STR1## (wherein R is a hydrogen atom or a lower alkyl, lower alkenyl, lower alkynyl or lower alkylthio-lower alkyl group; B 1 and B 2 each is a hydrogen atom or an ester or salt forming group or atom same or different for each; and Het is a monocyclic hetero-cyclic group) showing strong antipseudomonal activity, process for preparing the same, pharmaceutical preparation containing the same and method for combating bacterial infection by applying the same.
Inventors
- 👤 Masayuki Narisada
- 👤 Tetsuo Okada
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-05 15:35
CPC Classifications
C; C07; C07D; C07D505/00; A; A61; A61P; A61P31/00; A61P31/04
Claims Analysis
Total Claims: 16
Claim 1
Independent Claim
158 words
A compound of the following formula ##STR20## wherein R is C 1 to C 6 -alkyl, C 2 to C 5 -alkenyl, C 2 to C 5 -alkynyl or C 1 to C 2 -alkylthio-C 1 to C 2 -alkyl; Het is a member selected from the group consisting of 2-methyl-1,3,4-thiadiazol-5-yl, 1-methyl-5-tetrazolyl, and 2-thiadiazolyl; and B 1 and B 2 each is (1) a hydrogen atom, (2) an ester protecting group selected from the group consisting of mono- or di-cyclic aralkyl, C 4 to C 10 -tertiary alkyl, C 1 to C 10 -β-haloalkyl and C 3 to C 8 -β-alkylsulfonylalkyl, (3) a pharmaceutically acceptable ester selected from the group consisting of straight or branched chain C 3 to C 19 -alkanoyloxyalkyl, C 3 to C 6 -alkoxycarbonyloxyalkyl, C 4 to C 6 -tertiary alkyl, C 7 to C 13 -aralkyl and C 7 to C 9 -aryl, and (4) a pharmaceutically acceptable salt forming atom or group.
Claim 2
Dependent Claim
158 words
A compound of the following formula ##STR20## wherein R is C 1 to C 6 -alkyl, C 2 to C 5 -alkenyl, C 2 to C 5 -alkynyl or C 1 to C 2 -alkylthio-C 1 to C 2 -alkyl; Het is a member selected from the group consisting of 2-methyl-1,3,4-thiadiazol-5-yl, 1-methyl-5-tetrazolyl, and 2-thiadiazolyl; and B 1 and B 2 each is (1) a hydrogen atom, (2) an ester protecting group selected from the group consisting of mono- or di-cyclic aralkyl, C 4 to C 10 -tertiary alkyl, C 1 to C 10 -β-haloalkyl and C 3 to C 8 -β-alkylsulfonylalkyl, (3) a pharmaceutically acceptable ester selected from the group consisting of straight or branched chain C 3 to C 19 -alkanoyloxyalkyl, C 3 to C 6 -alkoxycarbonyloxyalkyl, C 4 to C 6 -tertiary alkyl, C 7 to C 13 -aralkyl and C 7 to C 9 -aryl, and (4) a pharmaceutically acceptable salt forming atom or group.
Claim 3
Dependent Claim
15 words
A compound according to claim 1 wherein R is C 1 to C 3 -alkyl.
Claim 4
Dependent Claim
12 words
A compound according to claim 2 wherein R is methyl or ethyl.
Claim 5
Dependent Claim
17 words
A compound according to claim 1 wherein B 1 or B 2 is a light metal atom.
Claim 6
Dependent Claim
14 words
A compound according to claim 4 wherein B 1 or B 2 is sodium.
Claim 7
Dependent Claim
25 words
A compound according to claim 1 wherein the ester group is C 2 to C 5 -alkanoyloxy-C 1 or C 2 -alkyl, phenyl or phthalidyl.
Claim 8
Dependent Claim
15 words
A compound according to claim 6 wherein the ester forming group is acetoxymethyl or pivaloyloxymethyl.
Claim 9
Dependent Claim
39 words
A compound according to claim 1 wherein R is C 1 to C 3 alkyl and B 1 and B 2 each is hydrogen, a pharmaceutically acceptable salt or a pharmaceutically acceptable ester group as defined in claim 1.
Claim 10
Dependent Claim
17 words
A compound according to claim 8 wherein B 1 and B 2 each is hydrogen or sodium.
Claim 11
Dependent Claim
24 words
A compound according to claim 8 wherein B 1 or B 2 is C 2 to C 5 -alkanoyloxy-C 1 to C 2 -alkyl.
Claim 12
Dependent Claim
17 words
A compound according to claim 8 wherein B 1 and B 2 each is hydrogen or sodium.
Claim 13
Dependent Claim
16 words
A compound according to claim 8 wherein B 1 or B 2 is acetoxymethyl or pivaloyloxymethyl.
Claim 14
Dependent Claim
15 words
A compound according to claim 11 or claim 12 wherein R is methyl or ethyl.
Claim 15
Dependent Claim
25 words
An antibacterial composition comprising an antibacterially effective amount of a compound according to claim 1 as an active ingredient and a pharmaceutically acceptable carrier therefor.
Claim 16
Dependent Claim
28 words
A method for treating or preventing human or veterinary bacterial infection caused by sensitive bacteria by administering an antibacterially effective amount of a compound according to claim 1.
References Cited (Backward Citations)
US4226866A
Cited
US4138486A
Cited
US4180571A
Cited
US4323567A
Cited
JPS5384987A
Cited
JPS53149991A
Cited
US4232151A
Cited
US4259485A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1986-01-31 | 1986-08-02 | 1987-02-01 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1990-01-31 | 1990-08-02 | 1991-02-01 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1994-01-31 | 1994-08-02 | 1995-02-01 | $7700.00 | Window Closed / Lapsed |