A novel (benzodifuranyl)aminoalkane with extremely potent activity at the 5-HT(2A) receptor [2]

Journal of Medicinal Chemistry

Volumn 41, Issue 26, 1998, Pages 5148-5149

  Parker, Matthew A ^a   Marona Lewicka, Danuta ^a   Lucaites, Virginia L ^b   Nelson, David L ^b   Nichols, David E ^a,c  

^a PURDUE UNIVERSITY   (United States)

^b ELI LILLY AND COMPANY   (United States)

^c PURDUE UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ALKANE; BENZOQUINONE; PSYCHEDELIC AGENT; SEROTONIN 2A RECEPTOR; TETRAHYDROFURAN;

BINDING SITE; BROMINATION; DRUG DETERMINATION; DRUG POTENCY; HYDROGEN BOND; LETTER; STRUCTURE ACTIVITY RELATION;

ANIMALS; BENZOFURANS; BINDING, COMPETITIVE; DISCRIMINATION LEARNING; HUMANS; LIGANDS; PREFRONTAL CORTEX; PROPYLAMINES; RADIOLIGAND ASSAY; RATS; RECEPTOR, SEROTONIN, 5-HT2A; RECEPTOR, SEROTONIN, 5-HT2B; RECEPTOR, SEROTONIN, 5-HT2C; RECEPTORS, SEROTONIN; SEROTONIN AGENTS;

EID: 0032542322     PISSN: 00222623     EISSN: None     Source Type: Journal    
DOI: 10.1021/jm9803525     Document Type: Letter

References (13)

1. Abstracted in part from the Ph.D. Thesis of M. A. Parker, Purdue University, 1998.
2. 2C receptors in the stimulus effects of hallucinogenic drugs I: Antagonist correlation analysis. Psychopharmacology 1995, 121, 347-356.
3. Nichols, D. E. Role of Serotonergic Neurons and 5-HT Receptors in the Action of Hallucinogens. In Handbook of Experimental Pharmacology. Serotoninergic Neurons and 5-HT Receptors in the CNS; Baumgarten, H. G., Gothert, M., Eds.; Springer-Verlag GmbH & Co.: Heidelberg, Germany, 1997.
4. Nichols, D. E.; Glennon, R. A. Medicinal Chemistry and Structure-Activity Relationships of Hallucinogens. In Hallucinogens: Neurochemical, Behavioral, and Clinical Perspectives; Jacobs, B. L., Ed.; Raven Press: New York, 1984; pp 95-142.
5. Monte, A. P.; Marona-Lewicka, D.; Parker, M. A.; Wainscott, D. B.; Nelson, D. L.; Nichols, D. E. Dihydrobenzofuran Analogues of Hallucinogens. 3. Models of 4-Substituted (2,5-Dimethoxyphenyl)alkylamine Derivatives with Rigidified Methoxy Groups. J. Med. Chem. 1996, 39, 2953-2961.
6. 2 Receptors. In NIDA Research Monograph 146, Hallucinogens: An Update; Lin, G. C., Glennon, R. A., Eds.; NIH Publication No. 94-3872; NIDA: Rockville, MD, 1994; pp 263-283.
7. Litchfield, J. T.; Wilcoxon, F. A Simplified Method of Evaluating Dose-Effect Experiments. J. Pharmacol. Exp. Ther. 1949, 96, 99-113.
8. 2A receptor ligand. Naunyn-Schmiedeberg's Arch. Pharmacol. 1996, 354, 205-209.
9. Monte, A. P.; Waldman, S. R.; Marona-Lewicka, D.; Wainscott, D. B.; Nelson, D. L.; Sanders-Bush, E.; Nichols, D. E. Dihydrobenzofuran analogues of hallucinogens. 4. Mescaline Derivatives. J. Med. Chem. 1997, 40, 2997-3008.
10. 2 Receptor in Rat Frontal Cortex. Pharmacol. Biochem. Behav. 1990, 35, 211-217.
11. Nichols, D. E.; Barfknecht, C. F.; Rusterholz, D. B.; Benington, F.; Morin, R. D. Asymmetric Synthesis of Psychotomimetic Phenylisopropylamines. J. Med. Chem. 1973, 16, 480-483.
12. Glennon, R. A.; Young, R.; Benington, F.; Morin, R. D. Behavioral and Serotonin Receptor Properties of 4-Substituted Derivatives of the Hallucinogen 1-(2,5-Dimethoxyphenyl)-2-aminopropane. J. Med. Chem. 1982, 25, 1163-1168.
13. 125I]DOI. Neuropharmacology 1987, 26, 1803-1806.