A comparison of the antiserotonin, antihistamine, and anticholinergic activity of cyproheptadine with analogues having furan nuclei fused to the 10,11-vinylene bridge.
A series of cyproheptadine derivatives having furan nuclei fused to the 10,11-vinylene bridge has been prepared. None of the compounds retain the potent antiserotonin and antihistaminic actions of cyproheptadine. 1-methyl-4-(1-methyl-8H-dibenzo[a,e]furo[3,4-c]cyclohepten-8-ylidene)piperidine (7), 1-methyl-4-(1,3-dihydro-1-oxo-8H-[3,4:6,7]cycloheptal[1,2-c]furan-8-ylidene)piperidine (10), and its reduction product 11 retained the peripheral anticholinergic activity of cyproheptadine.
D000818:Animals; D001980:Bronchi / Q000187:drug effects; D003533:Cyproheptadine / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000494:pharmacology*; D004487:Edema / Q000517:prevention & control; D005260:Female; D005663:Furans / Q000138:chemical synthesis; D006168:Guinea Pigs; D006634:Histamine H1 Antagonists / Q000138:chemical synthesis*; D008297:Male; D051379:Mice; D010276:Parasympatholytics / Q000138:chemical synthesis*; D011680:Pupil / Q000187:drug effects; D051381:Rats; D012702:Serotonin Antagonists
D005663:Furans; D006634:Histamine H1 Antagonists; D010276:Parasympatholytics; D012702:Serotonin Antagonists; D003533:Cyproheptadine