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US4166116A Expired / Lapsed US ⏱️ 0.0 years remaining

Pharmaceutical compositions containing piperazinyl acylhydroxamic acid derivatives to treat inflammation or anaphylactic allergy conditions

Assignee: University of Alberta
•
Filing: 1977-11-11
•
Granted: 1979-08-28
•
Expires: 1997-11-11
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Abstract

Abstract Compounds of the following general formula have been found to have biological activity and are useful in pharmaceutical compositions: ##STR1## wherein M = 0, 1 OR 2 R = alkylene straight or branched chain of up to 3 carbon atoms, and X when present is a salt-forming acid. Typical compounds are 2-methyl-3-{1-(4-phenyl) piperazinyl} propionohydroxamic acid monohydrochloride and {1-(4-phenethyl) piperazinyl} acetohydroxamic acid dihydrochloride. These compounds have been found to have at least one of anti-inflammatory, anti-anaphylactic and anti-depressant activity.

Inventors

  • 👤 Ronald T. Coutts
  • 👤 David F. Biggs
  • 👤 Frank W. Wandelmaier
  • 👤 Frank D. Semaka

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-08 15:08
CPC Classifications
C; C07; C07D; C07D295/00; C07D295/04; C07D295/14; C07D295/145; C07D295/15; A; A61; A61K; A61K31/00; A61K31/33; A61K31/395; A61K31/495

Claims Analysis

Total Claims: 17
Claim 1
Independent Claim 70 words
A method of treating inflammation or, anaphylactic allergy conditions comprising administering to an animal subject to at least one of these conditions a piperazinyl acylhydroxamic acid derivative having the following general formula ##STR5## where m=0, 1, or 2 R=alkylene straight or branched chains of up to 3 carbon atoms, and X when present is a salt-forming acid, the compound being administered in sufficient amounts to bestow anti-inflammatory or, anti-allergic activity.
Claim 2
Independent Claim 70 words
A method of treating inflammation or, anaphylactic allergy conditions comprising administering to an animal subject to at least one of these conditions a piperazinyl acylhydroxamic acid derivative having the following general formula ##STR5## where m=0, 1, or 2 R=alkylene straight or branched chains of up to 3 carbon atoms, and X when present is a salt-forming acid, the compound being administered in sufficient amounts to bestow anti-inflammatory or, anti-allergic activity.
Claim 3
Dependent Claim 17 words
The method of claim 1 wherein the compound is administered parenterally in a physiologically acceptable liquid carrier.
Claim 4
Dependent Claim 33 words
The method of claim 1 wherein the compound is selected from the group consisting of: 2-methyl-3-{1-(4-phenyl)piperazinyl}propionohydroxamic acid 2-methyl-3-{1-(4-phenethyl)piperazinyl}propionohydroxamic acid 3-methyl-3-{1-(4-phenyl)piperazinyl}propionohydroxamic acid 4-{1-(4-phenyl)-piperazinyl}butyrohydroxamic acid 3-{1-(4-phenyl)-piperazinyl}propionohydroxamic acid 4-{1-(4-phenethyl)-piperazinyl}-butyrohydroxamic acid {1-(4-phenethyl)-piperazinyl}acetohydroxamic acid or hydrochloride salts thereof.
Claim 5
Dependent Claim 58 words
A therapeutic composition comprising a physiological saline pharmaceutical carrier; and piperazinyl acylhydroxamic acid derivatives having the following general formula: ##STR6## where m=0, 1 or 2 R=alkylene straight or branched chain of up to 3 carbon atoms, and X when present is a salt-forming acid, the compound being present in sufficient amounts to bestow anti-inflammatory or anti-anaphylactic allergy activity.
Claim 6
Dependent Claim 58 words
A therapeutic composition comprising a physiological saline pharmaceutical carrier; and piperazinyl acylhydroxamic acid derivatives having the following general formula: ##STR6## where m=0, 1 or 2 R=alkylene straight or branched chain of up to 3 carbon atoms, and X when present is a salt-forming acid, the compound being present in sufficient amounts to bestow anti-inflammatory or anti-anaphylactic allergy activity.
Claim 7
Dependent Claim 19 words
The composition of claim 4 wherein the compound's phenyl or phenalkyl moiety is one of phenyl, benzyl and phenethyl.
Claim 8
Dependent Claim 17 words
The composition of claim 4 wherein the compound's acyl moiety is one of aceto, propiono and butyro.
Claim 9
Dependent Claim 17 words
The composition of claim 4 wherein the salt-forming acid X is present as the mono- or di-hydrochloride.
Claim 10
Dependent Claim 12 words
A composition of claim 4 including 2-methyl-3-{1-(4-phenyl)piperazinyl}propionohhydroxamic acid or hydrochloride salt thereof.
Claim 11
Dependent Claim 12 words
A composition of claim 4 including 2-methyl-3-{1-(4-phenethyl)piperazinyl}propionohydroxamic acid or hydrochloride salt thereof.
Claim 12
Dependent Claim 12 words
A composition of claim 4 including 3-methyl-3-{1-(4-phenyl)piperazinyl}propionohydroxamic acid or hydrochloride salt thereof.
Claim 13
Dependent Claim 12 words
A composition of claim 4 including 4-{1-(4-phenyl)piperazinyl}butyrohydroxamic acid or hydrochloride salt thereof.
Claim 14
Dependent Claim 12 words
A composition of claim 4 including 3-{1-(4-phenyl)piperazinyl}propionohydroxamic acid or hydrochloride salt thereof.
Claim 15
Dependent Claim 12 words
A composition of claim 4 including 4-{1-(4-phenethyl)piperazinyl}-butyrohydroxamic acid or hydrochloride salt thereof.
Claim 16
Dependent Claim 12 words
A composition of claim 4 including {1-(4-phenethyl)piperazinyl}acetohydroxamic acid or hydrochloride salt thereof.
Claim 17
Dependent Claim 19 words
The composition of claim 4 wherein the compound is present in amounts from about 0.1 to about 10% wt.

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) 1982-08-27 1983-02-26 1983-08-28 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1986-08-27 1987-02-26 1987-08-28 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1990-08-27 1991-02-26 1991-08-28 $7700.00 Window Closed / Lapsed

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