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Method of treating psoriasis

Assignee: Merrell Toraude et Cie
•
Filing: 1983-04-28
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Granted: 1985-01-29
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Expires: 2003-04-28
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Abstract

Abstract A novel method of treating psoriasis which comprises administering a halomethyl derivative of α-amino acids of the following general structure: ##STR1## wherein Y is FCH 2 --, F 2 CH--, F 3 C--, ClCH 2 --, Cl 2 CH--; Z is γ-guanidinopropyl or R a HN(CH 2 ) n -- wherein n is the integer 3 or 4; each of R a and R b can be the same or different and is hydrogen, 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 ##STR2## wherein R 2 is hydrogen, a straight or branched lower alkyl group of from 1 to 4 carbon atoms, benzyl or p-hydroxybenzyl; R 1 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 lower alkyl group of from 1 to 4 carbon atoms, or ##STR3## wherein R 3 is hydrogen, a straight or branched lower alkyl group of from 1 to 4 carbon atoms, benzyl or p-hydroxybenzyl; and the lactams thereof when Z is R a HN(CH 2 ) n -- and each of R a and R b is hydrogen; with the proviso that when Z is γ-guanidinopropyl Y is FCH 2 --, F 2 CH-- or F 3 C-- and R 1 is hydroxy; and pharmaceutically acceptable salts and individual optical isomers thereof.

Inventors

  • 👤 Philippe Bey
  • 👤 Michel Jung

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-09 20:51
CPC Classifications
C; C07; C07H; C07H19/00; C07H19/02; C07H19/04; C07H19/16; A; A61; A61K; A61K31/00; A61K31/16; A61K31/185; A61K31/19; A61K31/195; C07D; C07D211/00; C07D211/04; C07D211/68; C07D211/72; C07D211/74; C07D211/76; C07D223/00; C07D223/02; C07D223/06; C07D223/08; C07K; C07K5/00; C07K5/04; C07K5/06; C07K5/06191; A61K38/00

Claims Analysis

Total Claims: 11
Claim 1
Independent Claim 260 words
A method of treating psoriasis in a patient in need thereof which comprises administering to said patient an effective amount of a compound of the formula ##STR28## wherein Y is FCH 2 --, F 2 CH--, F 3 C--, ClCH 2 --, or Cl 2 CH--; Z is γ-guanidinopropyl or R a HN(CH 2 ) n --; n is the integer 3 or 4; each of R a and R b is hydrogen, 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 the group ##STR29## wherein R 2 is hydrogen, a straight or branched lower alkyl group of from 1 to 4 carbon atoms, benzyl or p-hydroxybenzyl; and R 1 is hydroxy, a straight or branched alkoxy group of from 1 to 8 carbon atoms, --NR 4 R 5 wherein each R 4 and R 5 is hydrogen or a lower alkyl group of from 1 to 4 carbon atoms, or the group ##STR30## wherein R 3 is hydrogen, a straight or branched lower alkyl group of from 1 to 4 carbon atoms, benzyl or p-hydroxybenzyl; with the provisos that when Z is γ-guanidinopropyl, Y is FCH 2 --, F 2 CH--, or F 3 C-- and R 1 is hydroxy; and the lactams thereof when Z is R a HN(CH 2 ) n -- and each of R a and R b is hydrogen; and pharmaceutically acceptable salts and individual optical isomers thereof.
Claim 2
Independent Claim 260 words
A method of treating psoriasis in a patient in need thereof which comprises administering to said patient an effective amount of a compound of the formula ##STR28## wherein Y is FCH 2 --, F 2 CH--, F 3 C--, ClCH 2 --, or Cl 2 CH--; Z is γ-guanidinopropyl or R a HN(CH 2 ) n --; n is the integer 3 or 4; each of R a and R b is hydrogen, 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 the group ##STR29## wherein R 2 is hydrogen, a straight or branched lower alkyl group of from 1 to 4 carbon atoms, benzyl or p-hydroxybenzyl; and R 1 is hydroxy, a straight or branched alkoxy group of from 1 to 8 carbon atoms, --NR 4 R 5 wherein each R 4 and R 5 is hydrogen or a lower alkyl group of from 1 to 4 carbon atoms, or the group ##STR30## wherein R 3 is hydrogen, a straight or branched lower alkyl group of from 1 to 4 carbon atoms, benzyl or p-hydroxybenzyl; with the provisos that when Z is γ-guanidinopropyl, Y is FCH 2 --, F 2 CH--, or F 3 C-- and R 1 is hydroxy; and the lactams thereof when Z is R a HN(CH 2 ) n -- and each of R a and R b is hydrogen; and pharmaceutically acceptable salts and individual optical isomers thereof.
Claim 3
Dependent Claim 10 words
The method of claim 1 wherein R 1 is hydroxy.
Claim 4
Dependent Claim 15 words
The method of claim 2 wherein Z is R a HN(CH 2 ) n --.
Claim 5
Dependent Claim 15 words
The method of claim 3 wherein each of R a and R b is hydrogen.
Claim 6
Dependent Claim 15 words
The method of claim 3 wherein Y is F 2 CH-- or FCH 2 --.
Claim 7
Dependent Claim 15 words
The method of claim 1 wherein Y is F 2 CH-- or FCH 2 --.
Claim 8
Dependent Claim 16 words
The method of claim 1 which comprises administering 2-difluoromethyl-2,5-diaminovaleric acid or a pharmaceutically acceptable salt thereof.
Claim 9
Dependent Claim 16 words
The method of claim 1 which comprises administering 2-fluoromethyl-2,5-diaminovaleric acid or a pharmaceutically acceptable salt thereof.
Claim 10
Dependent Claim 16 words
The method of claim 1 which comprises administering 2-chloromethyl-2,6-diaminocaproic acid or a pharmaceutically acceptable salt thereof.
Claim 11
Dependent Claim 16 words
The method of claim 1 which comprises administering 2-difluoromethyl-2,6-diaminocaproic acid or a pharmaceutically acceptable salt thereof.

References Cited (Backward Citations)

US2662915A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1988-01-29 1988-07-30 1989-01-29 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1992-01-29 1992-07-30 1993-01-29 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1996-01-29 1996-07-30 1997-01-29 $7700.00 Window Closed / Lapsed

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