N-[1-(2-Phenylethyl)pyrrolidin-3-yl]-1-adamantanecarboxamides as novel 5-HT2 receptor antagonists.
A series of 1-adamantanecarboxamides was synthesized and examined for their potency as a selective 5-HT2 receptor antagonist. We found (S)-N-[1-[2-(4-fluorophenyl)ethyl]pyrrolidin-3-yl]-1-adamantane carboxamide hydrochloride hydrate (10-(S), Y-39241) to have a high affinity and selectivity for 5-HT2 receptors, and this potent anti-platelet effect of Y-39241 was confirmed both in vitro and in vivo.
Fujio
M
M
Exploratory Research I, Drug Discovery Laboratories, Welfide Corporation, Iruma, Saitama, Japan. fujio@welfide.co.jp
Kuroita
T
T
Sakai
Y
Y
Nakagawa
H
H
Matsumoto
Y
Y
D017371:8-Hydroxy-2-(di-n-propylamino)tetralin / Q000378:metabolism; D000218:Adamantane / Q000031:analogs & derivatives / Q000138:chemical synthesis* / Q000737:chemistry / Q000378:metabolism / Q000494:pharmacology*; D000818:Animals; D001923:Brain Chemistry; D007650:Ketanserin / Q000378:metabolism; D008297:Male; D015394:Molecular Structure; D010975:Platelet Aggregation Inhibitors / Q000138:chemical synthesis / Q000737:chemistry / Q000378:metabolism / Q000494:pharmacology; D011759:Pyrrolidines / Q000138:chemical synthesis* / Q000737:chemistry / Q000378:metabolism / Q000494:pharmacology*; D011817:Rabbits; D051381:Rats; D017208:Rats, Wistar; D011985:Receptors, Serotonin / Q000378:metabolism*; D044263:Receptors, Serotonin, 5-HT1; D012702:Serotonin Antagonists / Q000138:chemical synthesis* / Q000737:chemistry / Q000378:metabolism / Q000494:pharmacology*
C421342:N-(1-(2-(4-fluorophenyl)ethyl)pyrrolidin-3-yl)-1-adamantane carboxamide; D010975:Platelet Aggregation Inhibitors; D011759:Pyrrolidines; D011985:Receptors, Serotonin; D044263:Receptors, Serotonin, 5-HT1; D012702:Serotonin Antagonists; D017371:8-Hydroxy-2-(di-n-propylamino)tetralin; D007650:Ketanserin; D000218:Adamantane