US5047400A
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Tripeptide compounds having a nitrogenous polycyclic structure
Assignee: Institut Servier de Medecine Translationnelle SARL
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Filing: 1988-06-16
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Granted: 1991-09-10
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Expires: 2008-06-16
Abstract
Abstract The invention relates to the compounds of general formula: <IMAGE> (I) in which: X denotes either an oxygen atom, or two hydrogen atoms; Y denotes either a hydrogen atom, or a hydroxyl group; or Y denotes an amino group on condition that X denotes two hydrogen atoms; R denotes a hydrogen atom, or a straight- or branched-chain alkyl group having 1 to 6 carbon atoms, optionally substituted with one or more hydroxy, amino, mercapto, methylthio or carboxy groups, or aryl groups such as phenyl, pyridyl or thienyl; <IMAGE> denotes a polycyclic nitrogenous structure; their enantiomers, epimers and diastereoisomers, as well as their addition salts with a pharmaceutically acceptable acid or base.
Inventors
- 👤 Michel Vincent
- 👤 Georges Remond
- 👤 Bernard Portevin
- 👤 Claude Cudennec
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-03 02:30
CPC Classifications
C; C07; C07K; C07K5/00; C07K5/04; C07K5/08; C07K5/0815; A; A61; A61P; A61P29/00; A61P31/00; A61P31/04; A61P31/12; A61P35/00; A61P37/00; A61P37/02; A61P37/06
Claims Analysis
Total Claims: 14
Claim 1
Independent Claim
133 words
A compound selected from those of the formula: ##STR23## in which: X denotes either an oxygen atom, or two hydrogen atoms; Y denotes either a hydrogen atom, or a hydroxyl group; or Y denotes an amino group on condition that X denotes two hydrogen atoms; R denotes a hydrogen atom, or a straight- or branched-chain alkyl group having 1 to 6 carbon atoms, optionally substituted with one or more hydroxy, amino, mercapto, methylthio or carboxy groups, or an aryl group; Lys and Arg denote, respectively, lysyl and arginyl residues engaged in peptide bonds, ##STR24## denotes a bicyclic structure selected from the group consisting of indoline, isoindoline, tetrahydroquinoline, tetrahydroisoquinoline, perhydroindole, perhydroisoindole, perhydroquinoline, perhydroisoquinoline, perhydrocyclopenta[b]pyrrole, 2-azabicyclo[2.2.2]octane, and 2-azabicyclo-[2.2.1]heptane; their enantiomers, epimers and diastereoisomers, as well as their addition salts with a pharmaceutically-acceptable acid or base.
Claim 2
Dependent Claim
133 words
A compound selected from those of the formula: ##STR23## in which: X denotes either an oxygen atom, or two hydrogen atoms; Y denotes either a hydrogen atom, or a hydroxyl group; or Y denotes an amino group on condition that X denotes two hydrogen atoms; R denotes a hydrogen atom, or a straight- or branched-chain alkyl group having 1 to 6 carbon atoms, optionally substituted with one or more hydroxy, amino, mercapto, methylthio or carboxy groups, or an aryl group; Lys and Arg denote, respectively, lysyl and arginyl residues engaged in peptide bonds, ##STR24## denotes a bicyclic structure selected from the group consisting of indoline, isoindoline, tetrahydroquinoline, tetrahydroisoquinoline, perhydroindole, perhydroisoindole, perhydroquinoline, perhydroisoquinoline, perhydrocyclopenta[b]pyrrole, 2-azabicyclo[2.2.2]octane, and 2-azabicyclo-[2.2.1]heptane; their enantiomers, epimers and diastereoisomers, as well as their addition salts with a pharmaceutically-acceptable acid or base.
Claim 3
Dependent Claim
35 words
A compound as claimed in claim 1 in which the cyclic structure ##STR25## denotes perhydroindole or 2-azabicyclo[2.2.2]octane, their enantiomers, epimers and diastereoisomers, as well as their addition salts with a pharmaceutically acceptable acid or base.
Claim 4
Dependent Claim
22 words
Compound of claim 1 being AHPA-(S) Lys-(S) PHI-(S) Arg-OH, its isomers or its addition salt with a pharmaceutically acceptable acid or base.
Claim 5
Dependent Claim
22 words
Compound of claim 1 being (2S, 3R) AHPA-(S) Lys-(S) PHI-(5) Arg-OH or its addition salt with a pharmaceutically acceptable acid or base.
Claim 6
Dependent Claim
22 words
Compound of claim 1 being AHPA-(S) Lys-(S) ABO-(S) Arg-OH, its isomers or its addition salt with a pharmaceutically acceptable acid or base.
Claim 7
Dependent Claim
23 words
Compound of claim 1 being N-[(R)-2-Hydroxy-3-aminobutyryl]-(S) Lys-(S) ABO-(S) Arg-OH, its isomers and or its addition salt with a pharmaceutically acceptable acid or base.
Claim 8
Dependent Claim
22 words
Compound of claim 1 being [(S)-3-Phenyl-2-aminopropyl]-(S) Lys-(S) ABO-(S) Arg-OH, its isomers and its addition salt with a pharmaceutically acceptable acid or base.
Claim 9
Dependent Claim
22 words
Compound of claim 1 being [(S)-2-Hydroxy-3-amino-4-phenylbutyl]-(S) Lys-(S) ABO-(S) Arg-OH, its isomers or its addition salt with a pharmaceutically acceptable acid or base.
Claim 10
Dependent Claim
22 words
Compound of claim 1 being [(R)-2-Hydroxy-3-amino-4-phenylbutyl]-(S) Lys-(S) ABO-(S) Arg-OH, its isomers or its addition salt with a pharmaceutically acceptable acid or base.
Claim 11
Dependent Claim
26 words
A compound of claim 1, wherein the aryl group within the scope of "R" is selected from the group consisting of phenyl, pyrridyl, and thienyl groups.
Claim 12
Dependent Claim
34 words
A pharmaceutical composition useful in the treatment of a infectious condition susceptible thereto, comprising, as active principle, an effective amount of a compound of claim 1 in combination with a pharmaceutically-acceptable vehicle or excipient.
Claim 13
Dependent Claim
9 words
A pharmaceutical composition of claim 11 in injectable form.
Claim 14
Dependent Claim
42 words
A method for treating a living animal body afflicted with an infectious condition susceptible thereto, comprising the step of administering to the said living animal an amount of a compound of claim 1 which is effective for alleviation of the said condition.
References Cited (Backward Citations)
EP0190058A1
Cited
FR2601957A1
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1994-09-09 | 1995-03-11 | 1995-09-10 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1998-09-09 | 1999-03-11 | 1999-09-10 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2002-09-09 | 2003-03-11 | 2003-09-10 | $7700.00 | Window Closed / Lapsed |