US4730006A
Expired / Lapsed
US
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Derivatives of 2,6-diamino-3-haloheptanedioic acid
Assignee: Aventis Pharmaceuticals Inc
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Filing: 1986-01-27
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Granted: 1988-03-08
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Expires: 2006-01-27
Abstract
Abstract This invention relates to amino acid, dipeptide and tripeptide derivatives of 2,6-diamino-3-haloheptanedioic acids, processes for preparing the same, and their use as antibacterial agents.
Inventors
- 👤 Ekkehard H. Bohme
- 👤 Fritz Gerhart
- 👤 William Higgins
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-29 18:35
CPC Classifications
C; C07; C07K; C07K5/00; C07K5/04; C07K5/06; C07K5/06086; C07K5/08; C07K5/0815
Claims Analysis
Total Claims: 17
Claim 1
Independent Claim
169 words
A 2,6-diamino-3-haloheptanedioic acid derivative having the formula ##STR11## wherein R is hydroxy, (C 1 -C 4 )alkoxy or an amino acid, dipeptide or tripeptide residue said amino acid, dipeptide or tripeptide residue being composed of the amino acid selected from the group consisting of glycine and the L-isomers of alanine, methionine, valine, leucine and isoleucine; R 1 is hydrogen or an amino acid, dipeptide or tripeptide residue dipeptide or tripeptide residue being composed of the amino acid selected from the group consisting of glycine and the L-isomers of alanine, methionine, valine, leucine and isolencine, and there simple amides, with the proviso that when R 1 is an amino acid, dipeptide or tripeptide residue, then R must be hydroxy, and with the further proviso that when R is an amino acid, dipeptide or tripeptide residue, then R 1 must be hydrogen; X and Y are independently hydrogen, fluorine or chlorine, with the proviso that X and Y cannot both be hydrogen; and the pharmaceutically acceptable salts or optical isomers thereof.
Claim 2
Dependent Claim
169 words
A 2,6-diamino-3-haloheptanedioic acid derivative having the formula ##STR11## wherein R is hydroxy, (C 1 -C 4 )alkoxy or an amino acid, dipeptide or tripeptide residue said amino acid, dipeptide or tripeptide residue being composed of the amino acid selected from the group consisting of glycine and the L-isomers of alanine, methionine, valine, leucine and isoleucine; R 1 is hydrogen or an amino acid, dipeptide or tripeptide residue dipeptide or tripeptide residue being composed of the amino acid selected from the group consisting of glycine and the L-isomers of alanine, methionine, valine, leucine and isolencine, and there simple amides, with the proviso that when R 1 is an amino acid, dipeptide or tripeptide residue, then R must be hydroxy, and with the further proviso that when R is an amino acid, dipeptide or tripeptide residue, then R 1 must be hydrogen; X and Y are independently hydrogen, fluorine or chlorine, with the proviso that X and Y cannot both be hydrogen; and the pharmaceutically acceptable salts or optical isomers thereof.
Claim 3
Dependent Claim
14 words
A compound according to claim 1 wherein X is fluorine and Y is hydrogen.
Claim 4
Dependent Claim
14 words
A compound according to claim 1 wherein X is chlorine and Y is hydrogen.
Claim 5
Dependent Claim
13 words
A compound according to claim 1 wherein X and Y are each fluorine.
Claim 6
Dependent Claim
18 words
A compound according to claim 1 wherein R is an amino acid residue and R 1 is hydrogen.
Claim 7
Dependent Claim
17 words
A compound according to claim 1 wherein R is a dipeptide residue and R 1 is hydrogen.
Claim 8
Dependent Claim
17 words
A compound according to claim 1 wherein R is a tripeptide residue and R 1 is hydrogen.
Claim 9
Dependent Claim
15 words
A compound according to claim 1 wherein R is hydroxy and R 1 is hydrogen.
Claim 10
Dependent Claim
15 words
A compound according to claim 1 which is 2,6-diamino-3-chloroheptanedioic acid or its pharmaceutically acceptable salts.
Claim 11
Dependent Claim
15 words
A compound according to claim 1 which is 2,6-diamino-3-fluoroheptanedioic acid or its pharmaceutically acceptable salts.
Claim 12
Dependent Claim
15 words
A compound according to claim 1 which is 2,6-diamino-3,3-difluoroheptanedioic acid or its pharmaceutically acceptable salts.
Claim 13
Dependent Claim
14 words
A compound according to claim 1 which is δ-fluoro-ε-carboxylysyl-L-alanine or its pharmaceutically acceptable salts.
Claim 14
Dependent Claim
14 words
A compound according to claim 1 which is δ-fluoro-ε-carboxylysyl-L-alanyl-L-alanine or its pharmaceutically acceptable salts.
Claim 15
Dependent Claim
26 words
An antibacterial composition comprising an effective amount of a compound of claim 1, or a pharmaceutical acceptable salt thereof, in combination with a pharmaceutically acceptable carrier.
Claim 16
Dependent Claim
26 words
An antibacterial composition comprising an effective amount of a compound of claim 2, or a pharmaceutical acceptable salt thereof, in combination with a pharmaceutically acceptable carrier.
Claim 17
Dependent Claim
26 words
An antibacterial composition comprising an effective amount of a compound of claim 6, or a pharmaceutical acceptable salt thereof, in combination with a pharmaceutically acceptable carrier.
References Cited (Backward Citations)
No citation records indexed.
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1991-03-08 | 1991-09-07 | 1992-03-08 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1995-03-08 | 1995-09-07 | 1996-03-08 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1999-03-08 | 1999-09-07 | 2000-03-08 | $7700.00 | Window Closed / Lapsed |