Bioorganic and Medicinal Chemistry Letters p. 515 - 518 (2004)
Update date:2022-08-03
Topics:
Gilbert, Adam M.
Stack, Gary P.
Nilakantan, Ramaswamy
Kodah, Jason
Tran, Megan
Scerni, Rosemary
Shi, Xiaojie
Smith, Deborah L.
Andree, Terrance H.
2,3-Dihydro-1,4-benzodioxanes with aryl 8-aza-bicyclo[3.2.1]oct-3-ene attachments 2 produce compounds with potent 5-HT-T affinity, and weak 5-HT 1A affinity and α1 affinity. This compares with 2,3-dihydro-1,4-benzodioxanes containing 8-aza-bicyclo[3.2.1] octan-3-ol attachments 4 which possess potent 5-HT1A affinity, moderate to good selectivity over α1 and little 5-HT-T affinity. A 3-benzothiophene analogue of 4 (30) was synthesized which possesses potent 5-HT1A affinity and especially good selectivity over both α1 and 5-HT-T.
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