US5747467A
Expired / Lapsed
US
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Erythromycins
Assignee: Aventis Pharma SA
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Filing: 1996-12-19
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Granted: 1998-05-05
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Expires: 2016-12-19
Abstract
Abstract A compound selected from the group consisting of a compound of the formula ##STR1## wherein X is selected from the group consisting of --(NH) a --, --CH 2 --, --SO 2 -- and --O--, a is 0 or 1, Y is --(CH 2 ) m - (CH═CH) n --(CH 2 ) o -, m+n+o≦8, n=o or 1, Ar is aryl optionally substituted with at least one member of the group consisting of --OH, halogen, --NO 2 , --CN, ##STR2## and alkyl, alkenyl, alkynyl, alkoxy, alkenyloxy, alkynyloxy, alkylthio, alkenylthio, alkynylthio, -N-alkyl, -N-alkenyl and N-alkynyl of up to 12 carbon atoms, R a and R b individually are hydrogen or alkyl of up to 12 carbon atoms, R 3 is selected from the group consisting of alkyl of 1 to 12 carbon atoms, aryl, heteroaryl, carbocyclic aryl, aryloxy, arylthio and heterocyclic aryl, heterocyclic aryloxy and heterocyclic arylthio of 5 to 6 ring members containing at least one heteroatom, Hal is halogen, Z is hydrogen or acyl of an organic carboxylic acid and their non-toxic, pharmaceutically acceptable addition salts having antibacterial properties.
Inventors
- 👤 Constantin Agouridas
- 👤 François Bretin
- 👤 Jean-François Chantot
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-07 14:59
CPC Classifications
C; C07; C07H; C07H17/00; C07H17/04; C07H17/08; A; A61; A61P; A61P31/00; A61P31/04; A61P31/12; A61P31/14; A61P31/16
Claims Analysis
Total Claims: 18
Claim 1
Independent Claim
218 words
A compound selected from the group consisting of a compound of the formula ##STR11## wherein X is selected from the group consisting of --(NH) a --, --CH 2 --, --SO 2 -- and --O--, a is 0 or 1, Y is selected from the group consisting of --(CH 2 ) 3 --, --(CH 2 ) 4 -- and --(CH 2 )-5- Ar is heterocyclic selected from the group consisting of thienyl, furyl, pyrrolyl, thiazolyl, oxazoyl, imidazolyl, thiadiazolyl, pyrazolyl, isopyrazolyl, pyridyl, pyrimidyl, pyridazinyl, pyrazinyl indolyl, benzofuranyl, benzothiazyl and quinolyl or aryl optionally substituted with at least one member of the group consisting of --OH, chlorine, --NO 2 , --ON, ##STR12## and alkyl, alkyl, alkenyl, alkynyl, alkoxy, alkenyloxy, alkynyloxy, alkythio, alkenylthio, alkynylthio, -N-alkyl, -N-alkenyl and N-alkynyl of up to 12 carbon atoms, R a and R b individually are hydrogen or alkyl of up to 12 carbon atoms, R 3 is selected from the group consisting of alkyl of 1 to 12 carbon atoms, carbocyclic aryl, carbocyclic aryloxy, carbocyclic arylthio and heterocyclic aryl, heterocyclic aryloxy and heterocyclic arylthio of 5 to 6 ring members containing at least one hetero atom, selected from the group consisting of oxygen, sulfur and nitrogen, Hal is halogen, Z is hydrogen or acyl of an organic carboxylic acid and their non-toxic, pharmaceutically acceptable addition salts.
Claim 2
Dependent Claim
218 words
A compound selected from the group consisting of a compound of the formula ##STR11## wherein X is selected from the group consisting of --(NH) a --, --CH 2 --, --SO 2 -- and --O--, a is 0 or 1, Y is selected from the group consisting of --(CH 2 ) 3 --, --(CH 2 ) 4 -- and --(CH 2 )-5- Ar is heterocyclic selected from the group consisting of thienyl, furyl, pyrrolyl, thiazolyl, oxazoyl, imidazolyl, thiadiazolyl, pyrazolyl, isopyrazolyl, pyridyl, pyrimidyl, pyridazinyl, pyrazinyl indolyl, benzofuranyl, benzothiazyl and quinolyl or aryl optionally substituted with at least one member of the group consisting of --OH, chlorine, --NO 2 , --ON, ##STR12## and alkyl, alkyl, alkenyl, alkynyl, alkoxy, alkenyloxy, alkynyloxy, alkythio, alkenylthio, alkynylthio, -N-alkyl, -N-alkenyl and N-alkynyl of up to 12 carbon atoms, R a and R b individually are hydrogen or alkyl of up to 12 carbon atoms, R 3 is selected from the group consisting of alkyl of 1 to 12 carbon atoms, carbocyclic aryl, carbocyclic aryloxy, carbocyclic arylthio and heterocyclic aryl, heterocyclic aryloxy and heterocyclic arylthio of 5 to 6 ring members containing at least one hetero atom, selected from the group consisting of oxygen, sulfur and nitrogen, Hal is halogen, Z is hydrogen or acyl of an organic carboxylic acid and their non-toxic, pharmaceutically acceptable addition salts.
Claim 3
Dependent Claim
9 words
A compound of claim 1 wherein Z is hydrogen.
Claim 4
Dependent Claim
17 words
A compound of claim 1 wherein X is --(NH) a -- and a is 0 or 1.
Claim 5
Dependent Claim
9 words
A compound of claim 1 wherein Hal is fluorine.
Claim 6
Dependent Claim
10 words
A compound of claim 1 wherein Ar is heterocyclic aryl.
Claim 7
Dependent Claim
9 words
A compound of claim 1 wherein Ar is ##STR13##
Claim 8
Dependent Claim
20 words
A compound of claim 1 wherein Ar is 4-quinolinyl optionally at least mono substituted on one or both quinolinyl rings.
Claim 9
Dependent Claim
10 words
A compound of claim 1 wherein Ar is unsubstituted 4-quinolinyl.
Claim 10
Dependent Claim
11 words
A compound of claim 1 which is 11,12-dideoxy-3-de (2,6-dideoxy-3-C-methyl-3-0-methyl-α-L-ribohexopyranosyl)-oxy!-2-fluoro-6-0-methyl-3-oxo-12, 11-(oxycarbonyl((4-(3H-imidazo(4,5-b)-pyridin-3-yl)-butyl)-imino))-erythromycin A.
Claim 11
Dependent Claim
19 words
An antibacterial composition comprising an antibactericidally effective amount of a compound of claim 1 and an inert pharmaceutical carrier.
Claim 12
Dependent Claim
24 words
A method of treating bacterial infections in warm-blooded animals comprising administering to warm-blooded animals an antibactericidally effective amount of a compound of claim 1.
Claim 13
Dependent Claim
9 words
The method of claim 11 wherein Z is hydrogen.
Claim 14
Dependent Claim
17 words
The method of claim 11 wherein X is --(NH) a -- and a is 0 or 1.
Claim 15
Dependent Claim
9 words
The method of claim 11 wherein Hal is fluorine.
Claim 16
Dependent Claim
25 words
The method of claim 11 wherein Y is --(CH 2 ) 3 -- or --(CH 2 ) 4 -- or --(CH 2 ) 5 --.
Claim 17
Dependent Claim
10 words
The method of claim 11 wherein Ar is unsubstituted 4-quinolinyl.
Claim 18
Dependent Claim
13 words
The method of claim 11 wherein the compound is 11,12-dideoxy-3-de (2,6-dideoxy-3-C-methyl-3-0-methyl-α-L-ribohexopyranosyl)-oxy!-2-fluoro-6-0-methyl-3-oxo-12, 11-(oxycarbonyl((4-(3H-imidazo(4,5-b)-pyridin-3-yl)-butyl)-imino))-erythromycin A.
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| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
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| 3.5 Years (Year 4) | 2001-05-04 | 2001-11-03 | 2002-05-05 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 2005-05-04 | 2005-11-03 | 2006-05-05 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2009-05-04 | 2009-11-03 | 2010-05-05 | $7700.00 | Window Closed / Lapsed |