A Novel (Benzodifuranyl)aminoalkane with Extremely Potent Activity at the 5-HT_2A Receptor¹

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This article has been cited by 4 ACS Journal articles (4 most recent appear below).

• 

  1-Aminomethylbenzocycloalkanes:  Conformationally Restricted Hallucinogenic Phenethylamine Analogues as Functionally Selective 5-HT_2A Receptor Agonists1

  Thomas H. McLean, Jason C. Parrish, Michael R. Braden, Danuta Marona-Lewicka, Alejandra Gallardo-Godoy, and David E. Nichols
  Journal of Medicinal Chemistry2006 49 (19), 5794-5803

  • 1-Aminomethylbenzocycloalkanes:  Conformationally Restricted Hallucinogenic Phenethylamine Analogues as Functionally Selective 5-HT_2A Receptor Agonists¹

    Thomas H. McLean, Jason C. Parrish, Michael R. Braden, Danuta Marona-Lewicka, Alejandra Gallardo-Godoy, and David E. Nichols
    Journal of Medicinal Chemistry2006 49 (19), 5794-5803

    A series of conformationally restricted analogues of the hallucinogenic phenethylamine 1 (2,5-dimethoxy-4-bromophenethylamine, 2C-B) was synthesized to test several hypotheses concerning the bioactive conformation of phenethylamine ligands upon binding to ...

    Abstract | Full Text HTML | Hi-Res PDF | PDF w/ Links
• 

  C-(4,5,6-Trimethoxyindan-1-yl)methanamine:  A Mescaline Analogue Designed Using a Homology Model of the 5-HT_2A Receptor

  Thomas H. McLean, James J. Chambers, Jason C. Parrish, Michael R. Braden, Danuta Marona-Lewicka, Deborah Kurrasch-Orbaugh, and David E. Nichols
  Journal of Medicinal Chemistry2006 49 (14), 4269-4274

  • C-(4,5,6-Trimethoxyindan-1-yl)methanamine:  A Mescaline Analogue Designed Using a Homology Model of the 5-HT_2A Receptor

    Thomas H. McLean, James J. Chambers, Jason C. Parrish, Michael R. Braden, Danuta Marona-Lewicka, Deborah Kurrasch-Orbaugh, and David E. Nichols
    Journal of Medicinal Chemistry2006 49 (14), 4269-4274

    A conformationally restricted analogue of mescaline, C-(4,5,6-trimethoxyindan-1-yl)-methanamine, was designed using a 5-HT2A receptor homology model. The compound possessed 3-fold higher affinity and potency than and efficacy equal to that of mescaline at ...

    Abstract | Full Text HTML | Hi-Res PDF | PDF w/ Links
• 

  Synthesis and Pharmacological Characterization of a Series of Geometrically Constrained 5-HT_2A/2C Receptor Ligands

  James J. Chambers, Jason C. Parrish, Niels H. Jensen, Deborah M. Kurrasch-Orbaugh, Danuta Marona-Lewicka, and David E. Nichols
  Journal of Medicinal Chemistry2003 46 (16), 3526-3535

  • Synthesis and Pharmacological Characterization of a Series of Geometrically Constrained 5-HT_2A/2C Receptor Ligands

    James J. Chambers, Jason C. Parrish, Niels H. Jensen, Deborah M. Kurrasch-Orbaugh, Danuta Marona-Lewicka, and David E. Nichols
    Journal of Medicinal Chemistry2003 46 (16), 3526-3535

    In studies of the SAR of phenethylamine-type serotonin 5-HT2A receptor agonists, substituted conformationally constrained tetrahydronaphthofurans were designed to investigate the optimal conformation of the 2-aminoethyl moiety. These compounds were tested ...

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• 

  Enantiospecific Synthesis and Pharmacological Evaluation of a Series of Super-Potent, Conformationally Restricted 5-HT_2A/2C Receptor Agonists

  James J. Chambers, Deborah M. Kurrasch-Orbaugh, Matthew A. Parker, and David E. Nichols
  Journal of Medicinal Chemistry2001 44 (6), 1003-1010

  • Enantiospecific Synthesis and Pharmacological Evaluation of a Series of Super-Potent, Conformationally Restricted 5-HT_2A/2C Receptor Agonists

    James J. Chambers, Deborah M. Kurrasch-Orbaugh, Matthew A. Parker, and David E. Nichols
    Journal of Medicinal Chemistry2001 44 (6), 1003-1010

    The affinity of ligands for either the 5-HT2A or 5-HT2C agonist binding site was enhanced by modification of the 2,5-oxygen substituents that are found in typical hallucinogenic amphetamines such as 4b (DOB). Restriction of the conformationally flexible 2,...

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