Analgesic activity and opiate receptor affinity of new derivatives of N-butylpiperidine.
The three newly synthesized derivatives of N-butylpiperidine 1-butyl-4-phenyl-4-isonicotinoylaminoethylpiperidine (BG 25), 1-buty-isonicotinoylpiperidine (BG 26) and N-(1-butyl-4-phenyl-4-piperidinoyl) tetrahydropapaverine (BG 9) were evaluated for analgesic activity and opiate receptor affinity. All the three compounds showed analgesic activity both in hot-plate and flinch-squeak-jump test in mice, BG 9 being the most potent. The affinity of the compounds to opiate receptor was moderate (in comparison with pentazocine): the affinity of BG 9 was much greater than that of BG 25 and BG 26. The compounds showed a pronounced inhibitory action in stimulated guinea-pig ileum preparation; this was reversible by naloxone. As evaluated on pA basis, all three investigated compounds showed moderate antagonistic activity. Also in this respect BG 9 was more active than the other two compounds. Cholinolytic and strong spasmolytic properties were observed in isolated rat ileum preparation for BG 9 only.
D000700:Analgesics / Q000378:metabolism / Q000494:pharmacology*; D000818:Animals; D001665:Binding Sites; D006168:Guinea Pigs; D066298:In Vitro Techniques; D007539:Isonicotinic Acids / Q000494:pharmacology*; D007928:Lethal Dose 50; D008297:Male; D051379:Mice; D009119:Muscle Contraction / Q000187:drug effects; D010208:Papaverine / Q000031:analogs & derivatives*; D010276:Parasympatholytics / Q000494:pharmacology; D010880:Piperidines / Q000494:pharmacology*; D051381:Rats; D011957:Receptors, Opioid / Q000378:metabolism*; D013765:Tetrahydropapaveroline / Q000031:analogs & derivatives* / Q000494:pharmacology
D000700:Analgesics; D007539:Isonicotinic Acids; C028315:N-(1-butyl-4-phenyl-4-piperidinoyl) tetrhahydopapaverine; D010276:Parasympatholytics; D010880:Piperidines; D011957:Receptors, Opioid; D013765:Tetrahydropapaveroline; C028313:1-butyl-4-phenyl-4-isonicotinoylaminoethylpiperidine; C028314:1-butyl-isonicotinoylpiperidine; D010208:Papaverine