Synthesis and antiallergy activity of N-[2-(dimethylamino)ethyl]-4-aryl-1-piperazinecarboxamide derivatives.
A series of N-[2-(dimethylamino)ethyl]-4-aryl-1-piperazinecarboxamides was synthesized and evaluated for antiallergy activity. Several derivatives had activity in the passive foot anaphylaxis (PFA) assay, an IgE-mediated model useful in the detection of compounds possessing antiallergic activity, but no derivative tested had activity at 10 mg/kg in the guinea pig anaphylaxis (GPA) assay. One analogue, N-[2-(dimethylamino)ethyl]-4-(4-fluorophenyl)-1-piperazinecarboxamide , had an IC50 = 310 nM for inhibition of tritiated mepyramine binding to H1 histaminic receptors isolated from guinea pig cerebral cortex.
Walsh
D A
DA
Department of Chemical Research, A. H. Robins Company, Richmond, Virginia 23261-6609.
Green
J B
JB
Franzyshen
S K
SK
Nolan
J C
JC
Yanni
J M
JM
D000707:Anaphylaxis; D000818:Animals; D004123:Dimethylamines / Q000138:chemical synthesis* / Q000627:therapeutic use; D004195:Disease Models, Animal; D006168:Guinea Pigs; D006634:Histamine H1 Antagonists / Q000138:chemical synthesis*; D007073:Immunoglobulin E; D007202:Indicators and Reagents; D015394:Molecular Structure; D010879:Piperazines / Q000138:chemical synthesis* / Q000627:therapeutic use; D013329:Structure-Activity Relationship; D013806:Theophylline / Q000627:therapeutic use
D004123:Dimethylamines; D006634:Histamine H1 Antagonists; D007202:Indicators and Reagents; D010879:Piperazines; D007073:Immunoglobulin E; D013806:Theophylline