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US4267374A Expired / Lapsed US ⏱️ 0.0 years remaining

Derivatives of amines and amino acids

Assignee: Merrell Toraude et Cie
•
Filing: 1979-06-25
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Granted: 1981-05-12
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Expires: 1999-06-25
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Abstract

Abstract Novel compounds of the formula ##STR1## wherein A is methylene, ethylene or ethylidene; R 1 is --C.tbd.CH or --CH═CH 2 ; R 2 is hydrogen or COR wherein R is hydroxy, a straight or branched alkoxy group of from 1 to 8 carbon atoms, --NR 4 R 5 wherein each of R 4 and R 5 is hydrogen or a straight or branched lower alkyl group of from 1 to 4 carbon atoms or ##STR2## wherein R 6 is hydrogen, a straight or branched lower alkyl group of from 1 to 4 carbon atoms, benzyl or p-hydroxybenzyl; R a is hydrogen, ##STR3## alkylcarbonyl wherein the alkyl moiety has from 1 to 4 carbon atoms and is straight or branched, alkoxycarbonyl wherein the alkoxy moiety has from 1 to 4 carbon atoms and is straight or branched or ##STR4## wherein R 7 is selected from hydrogen, a straight or branched lower alkyl group of from 1 to 4 carbon atoms, benzyl and p-hydroxybenzyl; and R b has the same meaning as defined for R a except R b is not ##STR5## and R a and R b can be the same or different; with the provisos that when R 2 is hydrogen, R 1 is --C.tbd.H; when A is ethylidene, R 2 is hydrogen; and when R a is ##STR6## A is methylene; and pharmaceutically acceptable salts and individual optical isomers thereof.

Inventors

  • 👤 Brian W. Metcalf
  • 👤 Michel Jung
  • 👤 Charles Danzin

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-07 13:53
CPC Classifications
A; A61; A61K; A61K31/00; A61K31/185; A61K31/205; C; C07; C07C; C07C271/00; C07C271/06

Claims Analysis

Total Claims: 5
Claim 1
Independent Claim 133 words
A compound of the formula ##STR35## wherein A is methylene, ethylene or ethylidene; R 1 is --C.tbd.CH; R 2 is hydrogen; R a is hydrogen, ##STR36## alkylcarbonyl wherein the alkyl moiety has from 1 to 4 carbon atoms and is straight or branched, alkoxycarbonyl wherein the alkoxy moiety has from 1 to 4 carbon atoms and is straight or branched, or ##STR37## wherein R 7 is hydrogen, a straight or branched lower alkyl group of from 1 to 4 carbon atoms, benzyl, or p-hydroxybenzyl; R b has the same meaning as defined for R a except R b is not ##STR38## and R a and R b can be the same or different; with the proviso that when R a is ##STR39## A is methylene; and pharmaceutically acceptable salts and individual isomers thereof.
Claim 2
Dependent Claim 133 words
A compound of the formula ##STR35## wherein A is methylene, ethylene or ethylidene; R 1 is --C.tbd.CH; R 2 is hydrogen; R a is hydrogen, ##STR36## alkylcarbonyl wherein the alkyl moiety has from 1 to 4 carbon atoms and is straight or branched, alkoxycarbonyl wherein the alkoxy moiety has from 1 to 4 carbon atoms and is straight or branched, or ##STR37## wherein R 7 is hydrogen, a straight or branched lower alkyl group of from 1 to 4 carbon atoms, benzyl, or p-hydroxybenzyl; R b has the same meaning as defined for R a except R b is not ##STR38## and R a and R b can be the same or different; with the proviso that when R a is ##STR39## A is methylene; and pharmaceutically acceptable salts and individual isomers thereof.
Claim 3
Dependent Claim 13 words
A compound of claim 1 wherein R a and/or R b is hydrogen.
Claim 4
Dependent Claim 14 words
A compound of claim 1 which is 1,4-hex-2-en-5-ynediamine or a pharmaceutically acceptable salt thereof.
Claim 5
Dependent Claim 14 words
A compound of claim 1 which is 2,5-hept-3-en-6-ynediamine or a pharmaceutically acceptable salt thereof.

References Cited (Backward Citations)

US2662915A Cited
US2766285A Cited
US4026925A Cited
US3959356A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1984-05-11 1984-11-10 1985-05-12 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1988-05-11 1988-11-10 1989-05-12 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1992-05-11 1992-11-10 1993-05-12 $7700.00 Window Closed / Lapsed

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