Abstract

This project is an attempt to develop specific probes for hallucinogen receptors. Of interest is the stereochemistry of the receptor and the equivalence of the aromatic substituents of phenethylamines and tryptamines. Several enantiomeric compounds are proposed for synthesis and resolution with absolute configuration to be determined by X-ray crystallography. Also proposed is the development of an asymmetric synthesis for enantiomers of alpha-methyltryptamines.

  Funding Agency

Agency
National Institute of Health (NIH)
Institute
National Institute on Drug Abuse (NIDA)
Type
Research Project (R01)
Project #
5R01DA002189-06
Application #
3207158
Study Section
Bio-Organic and Natural Products Chemistry Study Section (BNP)
Project Start
1983-04-01
Project End
1986-03-31
Budget Start
1985-04-01
Budget End
1986-03-31
Support Year
6
Fiscal Year
1985
Total Cost
Indirect Cost

  Institution

Name
Purdue University
Department
Type
Schools of Pharmacy
DUNS #
072051394
City
West Lafayette
State
IN
Country
United States
Zip Code
47907

  Publications

Nichols, David E (2016) Psychedelics. Pharmacol Rev 68:264-355
Martin, David A; Marona-Lewicka, Danuta; Nichols, David E et al. (2014) Chronic LSD alters gene expression profiles in the mPFC relevant to schizophrenia. Neuropharmacology 83:1-8
Juncosa Jr, Jose I; Hansen, Martin; Bonner, Lisa A et al. (2013) Extensive rigid analogue design maps the binding conformation of potent N-benzylphenethylamine 5-HT2A serotonin receptor agonist ligands. ACS Chem Neurosci 4:96-109
Bekkam, Markondaiah; Mo, Huaping; Nichols, David E (2012) A reported ""new synthesis of lysergic acid"" yields only the derailment product: methyl 5-methoxy-4,5-dihydroindolo[4,3-f,g]quinoline-9-carboxylate. Org Lett 14:296-8
Marona-Lewicka, Danuta; Nichols, Charles D; Nichols, David E (2011) An animal model of schizophrenia based on chronic LSD administration: old idea, new results. Neuropharmacology 61:503-12
McCorvy, John D; Harland, Aubrie A; Maglathlin, Rebecca et al. (2011) A 5-HT(2C) receptor antagonist potentiates a low dose amphetamine-induced conditioned place preference. Neurosci Lett 505:10-3
Marona-Lewicka, Danuta; Nichols, David E (2009) WAY 100635 produces discriminative stimulus effects in rats mediated by dopamine D(4) receptor activation. Behav Pharmacol 20:114-8
Trachsel, Daniel; Nichols, David E; Kidd, Stephanie et al. (2009) 4-aryl-substituted 2,5-dimethoxyphenethylamines: synthesis and serotonin 5-HT(2A) receptor affinities. Chem Biodivers 6:692-704
Nichols, David E; Frescas, Stewart P; Chemel, Benjamin R et al. (2008) High specific activity tritium-labeled N-(2-methoxybenzyl)-2,5-dimethoxy-4-iodophenethylamine (INBMeO): a high-affinity 5-HT2A receptor-selective agonist radioligand. Bioorg Med Chem 16:6116-23
Schultz, Danielle M; Prescher, Jennifer A; Kidd, Stephanie et al. (2008) 'Hybrid'benzofuran-benzopyran congeners as rigid analogs of hallucinogenic phenethylamines. Bioorg Med Chem 16:6242-51

Showing the most recent 10 out of 67 publications