Patent US4081545A successfully refreshed from Google Patents.
US4081545A
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Penicillins
Assignee: Beecham Group PLC
•
Filing: 1976-10-29
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Granted: 1978-03-28
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Expires: 1996-10-29
Abstract
Abstract A class of α-(heterocyclic carbonylamino) penicillins in which the heterocyclic group of the acyl moiety is a fused bicyclic ring having a nitrogen atom at the bridge position, shows good antibacterial activity.
Inventors
- 👤 John Peter Clayton
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-04 17:59
CPC Classifications
C; C07; C07D; C07D471/00; C07D471/02; C07D471/04; A; A61; A61P; A61P31/00; A61P31/04; C07D487/00; C07D487/02; C07D487/04; C07D499/00; C07D513/00; C07D513/02; C07D513/04
Claims Analysis
Total Claims: 34
Claim 1
Independent Claim
84 words
A penicillin of formula (I) or a pharmaceutically acceptable non-toxic salt or conventional penicillin in vivo hydrolysable ester thereof: ##STR58## wherein R represents furyl, thienyl, cycloalkyl of up to 6 carbon atoms in the alkyl part, cycloalkenyl of up to 6 carbon atoms in the alkenyl part or phenyl, or phenyl substituted by hydroxy, halogen, nitro, lower alkyl, lower alkoxy, amino, or carboxy; and A and B are the same or different and each represents the residue of a fused 5- or 6-membered ring.
Claim 2
Dependent Claim
84 words
A penicillin of formula (I) or a pharmaceutically acceptable non-toxic salt or conventional penicillin in vivo hydrolysable ester thereof: ##STR58## wherein R represents furyl, thienyl, cycloalkyl of up to 6 carbon atoms in the alkyl part, cycloalkenyl of up to 6 carbon atoms in the alkenyl part or phenyl, or phenyl substituted by hydroxy, halogen, nitro, lower alkyl, lower alkoxy, amino, or carboxy; and A and B are the same or different and each represents the residue of a fused 5- or 6-membered ring.
Claim 3
Dependent Claim
57 words
A penicillin as claimed in claim 1, having the formula: ##STR59## wherein R and A are as defined in claim 1; X represents a group of formula ##STR60## in which Z represents oxygen or sulphur; R' represents hydrogen, lower alkyl or lower alkoxycarbonyl; Y represents the residue of a fused 5- or 6-membered saturated or unsaturated ring.
Claim 4
Dependent Claim
84 words
A penicillin as claimed in claim 2 wherein Y is: ##STR61## wherein the dotted lines represent optional double bonds in one or two of the positions shown; and when one bond from the group W is a double bond, then W is a nitrogen atom or a --CH-- group, and when both bonds from the group W are single bonds then W is an oxygen or sulphur atom or a CH 2 or NR 2 group wherein R 2 is hydrogen or lower alkyl.
Claim 5
Dependent Claim
13 words
A penicillin as claimed in claim 3 wherein W is nitrogen or sulphur.
Claim 6
Dependent Claim
11 words
A penicillin as claimed in claim 4 wherein W is nitrogen.
Claim 7
Dependent Claim
11 words
A penicillin as claimed in claim 2 wherein Z is oxygen.
Claim 8
Dependent Claim
11 words
A penicillin as claimed in claim 2 wherein R' is hydrogen.
Claim 9
Dependent Claim
29 words
A penicillin as claimed in claim 1 wherein A completes a 5- or 6-membered ring containing from one to four nitrogen atoms and from zero to two sulphur atoms.
Claim 10
Dependent Claim
22 words
A penicillin as claimed in claim 8 wherein the radical A completes a pyrazine, pyridine, thiazoline, triazine, thiazolidine, tetrahydropyridine, or tetrazole ring.
Claim 11
Dependent Claim
13 words
A penicillin as claimed in claim 1 wherein A completes a 5-membered ring.
Claim 12
Dependent Claim
13 words
A penicillin as claimed in claim 10 wherein A completes a pyrazine ring.
Claim 13
Dependent Claim
13 words
A penicillin as claimed in claim 1 wherein R is phenyl or 4-hydroxyphenyl.
Claim 14
Dependent Claim
25 words
A pharmaceutical composition having antibacterial activity comprising an antibacterially effective amount of a compound as claimed in claim 1 together with a pharmaceutically acceptable carrier.
Claim 15
Dependent Claim
9 words
The compound of claim 1 which is 6-D-[2(4-oxo-4H-pyrido[1,2-a]pyrimidine-3-carboxamido)-2-phenylacetamido]-penicillanic acid.
Claim 16
Dependent Claim
9 words
The compound of claim 1 which is 6-D-[2-(4,7-dihydro-4-ethyl-7-oxo-pyrazolo[1,5-a]pyrimidine-6-carboxamido)-2-phenylacetamido]penicillanic acid.
Claim 17
Dependent Claim
9 words
The compound of claim 1 which is 6-D-[2-(7-hydroxypyrazolo[1,5-a]pyrimidine-6-carboxamido)-2-phenylacetamido]penicillanic acid.
Claim 18
Dependent Claim
9 words
The compound of claim 1 which is 6-D-[2-(5-oxo-5H-thiazolo[3,2-a]pyrimidine-6-carboxamido)-2-phenylacetamido]-penicillanic acid.
Claim 19
Dependent Claim
9 words
The compound of claim 1 which is 6-D-[2-(7-hydroxy-1,2,4-triazolo[1,5-a]pyrimidine-6-carboxamido)-2-phenylacetamido]penicillanic acid.
Claim 20
Dependent Claim
9 words
The compound of claim 1 which is 6-D-[2-(4,7-dihydro-4-ethyl-7-oxo-pyrazolo[1,5-a]pyrimidine-6-carboxamido)-2-p-hydroxyphenylacetamido]penicillanic acid.
Claim 21
Dependent Claim
9 words
The compound of claim 1 which is 6-D-[2-(7-hydroxyl-1,2,4-triazolo[1,5-a]pyrimidine-6-carboxamido)-2-p-hydroxyphenylacetamido]penicillanic acid.
Claim 22
Dependent Claim
9 words
The compound of claim 1 which is 6-D-[2-(5-oxo-5H-thiazolo[3,2-a]pyrimidine-6-carboxamido)-2-p-hydroxyphenylacetamido]penicillanic acid.
Claim 23
Dependent Claim
9 words
The compound of claim 1 which is 6-D-[2-(7-hydroxypyrazolo[1,5-a]pyrimidine-6-carboxamido)-2-hydroxyphenylacetamido]penicillanic acid.
Claim 24
Dependent Claim
8 words
The compound of claim 1 which is D-α-(8-methoxy-4-oxo-4H-pyrimido[2,1-b]benzothiazol-3-carbonylamino)benzylpenicillin.
Claim 25
Dependent Claim
8 words
The compound of claim 1 which is D-α-(5-oxo-5H-thiazolidino[3,2-a]pyrimidin-6-carbonylamino)-benzylpenicillin.
Claim 26
Dependent Claim
8 words
The compound of claim 1 which is D-α-(5-oxo-5H-thiazolidino[3,2-a]pyrimidin-6-carbonylamino)-p-hydroxybenzylpenicillin.
Claim 27
Dependent Claim
8 words
The compound of claim 1 which is D-α-(8-methoxy-4-oxo-4H-pyrimido[2,1-b]penzothiazol-3-carbonylamino)-p-hydroxybenzylpenicillin.
Claim 28
Dependent Claim
9 words
The compound of claim 1 which is 6-(R-2-(6,7,8,9-tetrahydro-4-oxo-4-H-pyrido[1,2-a]pyrimidine-3-carboxamido)-2-phenylacetamido)penicillanic acid.
Claim 29
Dependent Claim
8 words
The compound of claim 1 which is D-α-(7-oxo-7H-1,2,4-triazolo[5,1-b[1,3]thiazine-6-carbonylamino]-benzylpenicillin.
Claim 30
Dependent Claim
8 words
The compound of claim 1 which is D-α-(3,7-dihydro-3-amino-2-methyl-7-oxo-s-triazolo[1,5-a]pyridimine-6-carbonylamino)benzylpenicillin.
Claim 31
Dependent Claim
8 words
The compound of claim 1 which is D-α-(4,7-dihydro-4-ethyl-7-oxo-1,2,4-triazolo[1,5-a]pyrimidine-6-carbonylamino)p-hydroxybenzylpenicillin.
Claim 32
Dependent Claim
8 words
The compound of claim 1 which is D-α-(7-hydroxytetrazolo[1,5-a]pyrididine-3-carbonyl-amino)-benzylpenicillin.
Claim 33
Dependent Claim
8 words
The compound of claim 1 which is D-α-(4-oxo-4H-pyrido[2,1-c]as-triazine-3-carbonylamino)benzylpenicillin.
Claim 34
Dependent Claim
8 words
The compound of claim 1 which is D-α-(7-chloro-4-oxo-4H-pyrimido[2,1-b]benzoazole-3-carbonyl-amino)benzylpenicillin.
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) | 1981-03-27 | 1981-09-26 | 1982-03-28 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1985-03-27 | 1985-09-26 | 1986-03-28 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1989-03-27 | 1989-09-26 | 1990-03-28 | $7700.00 | Window Closed / Lapsed |