Acrylamide derivatives as antiallergic agents. III. Synthesis and structure-activity relationships of N-[4-(4-diphenylmethyl-1-piperazinyl)butyl]- and N-[4-(4-diphenylmethylene-1-piperidyl)butyl]-3-heteroarylacry lamides.
A new series of 3-heteroarylacrylamides 2 and 4 was prepared and the inhibitory activities against the rat passive cutaneous anaphylaxis (PCA) reaction and the enzyme 5-lipoxygenase (5-LO) were tested. Most of the compounds exhibited an anti-PCA activity superior to or equivalent to ketotifen and had a 5-LO inhibitory activity. The 3-heteroarylacrylamide derivatives including 3-(3-pyridyl)acrylamides represent a new structural class of compound that exhibits not only an in vivo anti-PCA activity but also an in vitro 5-LO inhibitory activity.
Nishikawa
Y
Y
Shindo
T
T
Ishii
K
K
Nakamura
H
H
Kon
T
T
Uno
H
H
D000178:Acrylamides / Q000138:chemical synthesis* / Q000494:pharmacology; D000818:Animals; D006571:Heterocyclic Compounds / Q000138:chemical synthesis* / Q000494:pharmacology; D006967:Hypersensitivity / Q000188:drug therapy*; D010323:Passive Cutaneous Anaphylaxis / Q000187:drug effects; D010879:Piperazines / Q000138:chemical synthesis* / Q000494:pharmacology; D010880:Piperidines / Q000138:chemical synthesis* / Q000494:pharmacology; D051381:Rats; D013329:Structure-Activity Relationship
D000178:Acrylamides; D006571:Heterocyclic Compounds; D010879:Piperazines; D010880:Piperidines