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Hoffmann, R. A wiki for the life sciences where authorship matters. Nature Genetics (2008)
 
 
 
 
 

Structure-activity relationship studies of CNS agents. Part 24: New analogs of N-tert.-butyl-3-[4-(2-methoxyphenyl)-1-piperazinyl]-2-phenylpropanamide (WAY-100135).

A series of new N-substituted derivatives of 3-[4-(2-methoxyphenyl)-1-piperazinyl]-2-phenylpropanamide, 6-10, were synthesized and their 5-HT1A, 5-HT2A, and alpha 1 receptor affinities were determined. All the compounds were highly potent 5-HT1A ligands with a moderate or low 5-HT2A and alpha 1 affinity. It was shown that the 5-HT2A affinity of 1 and 6-10 depended crucially on the volume of amide substituents. None of the investigated racemic mixtures 1 and 6-8 antagonized the 8-OH-DPAT-induced lower lip retraction in rats, whereas (+/-)-7 behaved like a weak agonist of 5-HT1A receptors in the model used.[1]

References

  1. Structure-activity relationship studies of CNS agents. Part 24: New analogs of N-tert.-butyl-3-[4-(2-methoxyphenyl)-1-piperazinyl]-2-phenylpropanamide (WAY-100135). Boksa, J., Klodzińska, A., Charakchieva-Minol, S., Chojnacka-Wójcik, E., Mokrosz, J.L. Die Pharmazie. (1996) [Pubmed]
 
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