104153-48-2Relevant academic research and scientific papers
Antihypertensive Activity in a Series of 1-Piperazino-3-phenylindans with Potent 5-HT2-Antagonistic Activity
Boegesoe, Klaus P.,Arnt, Joern,Boeck, Vita,Christensen, A. Vibeke,Hyttel, John,Jensen, Klaus Gundertofte
, p. 2247 - 2256 (2007/10/02)
A series of trans-1-piperazino-3-phenylindans were synthesized with the goal of replacing their established neuroleptic profile with that of peripheral 5-hydroxytryptamine (5-HT2) antagonism.Compounds with an unsubstituted or fluoro-substituted 6-position in the indan ring, and wich had a five- or six-membered heterocyclic ring attached by an ethylene chain to the piperazine ring, satisfied this objective.Some of the compounds had potent antihypertensive activity in conscious, spontaneously hypertensive rats (SHR).In pithed rats they antagonized the pressor effect induced by 5-HT in doses 100-1000 times lower than doses needed to antagonize the pressor effect of phenylephrine.The effect was stereoselective and associated with enatiomers with 1R,3S absolute configuration. 1S,3R enantiomers inhibited the uptake of dopamine and norepinephrine in vitro.The compound with the best antihypertensive activity was (+)-(1R,3S)-1-1-piperazinyl>-2-imidazolidinone (Lu 21-098, irindalone).Its pharmacological profile resembled that of the standard compound ketanserin.There was a close structural correspondence between ketanserin and irindalone in a conformation that we recently identified as a D-2 receptor-relevant configuration of its neuroleptic "parent" tefludazine.This suggests that the dopaminergic (D-2) and the serotonergic (5-HT2) pharmacophores are structurally closely related.
Antihypertensive fluorophenylindanyl imidazolidinoneethylpiperazines
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, (2008/06/13)
The present invention relates to indane derivatives with the following formula: STR1 wherein R1 is H, Halogen, an alkyl group having from one to three carbon atoms inclusive, methoxy, a methylthio-group, or a trifluoromethyl group, n is 2-4 X i
