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US4439619A Expired / Lapsed US ⏱️ 0.0 years remaining

Fluorinated pentene diamine derivatives

Assignee: Merrell Toraude et Cie
•
Filing: 1981-08-21
•
Granted: 1984-03-27
•
Expires: 2001-08-21
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Abstract

Abstract Fluorinated alkenylene diamine compounds are inhibitors of ornithine decarboxylase enzyme in vivo and have the following formula: <IMAGE> wherein: Ra represents hydrogen or R2, where R2 is as defined below; Rb represents hydrogen or, when Ra is hydrogen, R2, where R2 is as defined below; Rc represents hydrogen or -COR3, where R3 is as defined below; R1 represents hydrogen or C1-C6 alkyl; each R2, independently, represents C2-C5 alkylcarbonyl, phenylcarbonyl, phenyl-(C1-C4 alkyl) carbonyl, or an aminocarboxylic acid residue derived by removal of an hydroxy group from a carboxy moiety of an L-aminocarboxylic acid; R3 represents hydroxy, or, when Ra and Rb are both hydrogen, C1-C8 alkoxy, -NR4R5, where R4 and R5 are as defined below, or an aminocarboxylic acid residue derived by removal of an hydrogen atom from the amino moiety of an L-aminocarboxylic acid; R4 and R5, independently, represent hydrogen or C1-C4 alkyl; and p represents 1 or 2.

Inventors

  • 👤 Philippe Bey
  • 👤 Fritz Gerhart
  • 👤 Michel Jung

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-30 07:06
CPC Classifications
C; C07; C07D; C07D209/00; C07D209/02; C07D209/44; C07D209/48; C07C; C07C255/00; C07C271/00; C07C271/06; C07C271/08; C07C271/10; C07C271/20; C07C43/00; C07C43/02; C07C43/03; C07C43/14; C07C43/17

Claims Analysis

Total Claims: 15
Claim 1
Independent Claim 49 words
A compound of the formula: ##STR62## wherein R a is hydrogen or L-δ-glutamyl, R c is hydrogen or --COR 3 wherein R 3 is hydroxy, or when R a is hydrogen, C 1 -C 8 alkoxy, and p is 1 or 2, or a pharmaceutically acceptable addition salt thereof.
Claim 2
Dependent Claim 49 words
A compound of the formula: ##STR62## wherein R a is hydrogen or L-δ-glutamyl, R c is hydrogen or --COR 3 wherein R 3 is hydroxy, or when R a is hydrogen, C 1 -C 8 alkoxy, and p is 1 or 2, or a pharmaceutically acceptable addition salt thereof.
Claim 3
Dependent Claim 12 words
A compound as defined in claim 1 wherein R c is hydrogen.
Claim 4
Dependent Claim 10 words
The compound as defined in claim 2 which is 1-fluoro-2,5-diamino-3-(E)-pentene.
Claim 5
Dependent Claim 10 words
The compound as defined in claim 2 which is 1,1-difluoro-2,5-diamino-3-(E)-pentene.
Claim 6
Dependent Claim 14 words
A compound as defined in claim 1 wherein R c is --COR 3 .
Claim 7
Dependent Claim 12 words
A compound as defined in claim 1 wherein R 3 is hydroxy.
Claim 8
Dependent Claim 11 words
The compound as defined in claim 6 which is 2-fluoromethyl-2,5-diamino-3-(E)-penten-1-oic acid.
Claim 9
Dependent Claim 11 words
The compound as defined in claim 6 which is 2-difluoromethyl-2,5-diamino-3-(E)-penten-1-oic acid.
Claim 10
Dependent Claim 16 words
A compound as defined in claim 1 wherein R 3 is C 1 -C 8 alkoxy.
Claim 11
Dependent Claim 11 words
The compound as defined in claim 9 which is methyl 2-fluoromethyl-2,5-diamino-3-(E)-penten-1-oate.
Claim 12
Dependent Claim 11 words
The compound as defined in claim 9 which is methyl 2-difluoromethyl-2,5-diamino-3-(E)-penten-1-oate.
Claim 13
Dependent Claim 11 words
The compound as defined in claim 9 which is ethyl 2-fluoromethyl-2,5-diamino-3-(E)-penten-1-oate.
Claim 14
Dependent Claim 11 words
The compound as defined in claim 9 which is ethyl 2-difluoromethyl-2,5-diamino-3-(E)-penten-1-oate.
Claim 15
Dependent Claim 12 words
A compound as defined in claim 9 wherein R a is hydrogen.

References Cited (Backward Citations)

US2662915A Cited
US4325961A Cited
US4326071A Cited
US4323704A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1987-03-27 1987-09-26 1988-03-27 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1991-03-27 1991-09-26 1992-03-27 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1995-03-27 1995-09-26 1996-03-27 $7700.00 Window Closed / Lapsed

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