Structure-activity relationship studies on the 5-ht(1a) receptor affinity of 1-phenyl-4-[ω-(α- or β-tetralinyl)alkyl]piperazines. 4

Journal of Medicinal Chemistry

Volumn 39, Issue 25, 1996, Pages 4928-4934

  Perrone, Roberto ^a   Berardi, Francesco ^a   Colabufo, Nicola A ^a   Leopoldo, Marcello ^a   Tortorella, Vincenzo ^a   Fornaretto, Maria Gioia ^b   Caccia, Carla ^b   McArthur, Robert A ^b  

^a UNIVERSITY OF BARI   (Italy)

^b PFIZER INC   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

1 (2 METHOXYPHENYL) 4 (4 PHTHALIMIDOBUTYL)PIPERAZINE; 1 PHENYLPIPERAZINE DERIVATIVE; 2 DIPROPYLAMINO 8 HYDROXYTETRALIN; 8 CHLORO 2,3,4,5 TETRAHYDRO 3 METHYL 5 PHENYL 1H 3 BENZAZEPIN 7 OL HYDROGEN MALEATE; 8 [2 [4 (2 METHOXYPHENYL) 1 PIPERAZINYL]ETHYL] 8 AZASPIRO[4.5]DECANE 7,9 DIONE; ALPHA 1 ADRENERGIC RECEPTOR; ALPHA 2 ADRENERGIC RECEPTOR; DOPAMINE 1 RECEPTOR; DOPAMINE 2 RECEPTOR; FLESINOXAN; IPSAPIRONE; KETANSERIN; PRAZOSIN; SEROTONIN 1A RECEPTOR; SEROTONIN 2A RECEPTOR; SPIPERONE; TETRALIN DERIVATIVE; YOHIMBINE;

ANIMAL TISSUE; ARTICLE; CONTROLLED STUDY; CORPUS STRIATUM; DRUG SELECTIVITY; DRUG SYNTHESIS; LIGAND BINDING; NONHUMAN; RAT; RECEPTOR AFFINITY; STRUCTURE ACTIVITY RELATION;

EID: 0029776613     PISSN: 00222623     EISSN: None     Source Type: Journal    
DOI: 10.1021/jm9604538     Document Type: Article

References (18)

1. 1A receptor affinity, and selectivity. 3. J. Med. Chem. 1996, 39, 3195-3202.
2. Glennon, R. A.; Westkaemper, R. B.; Bartyzer, P. In Serotonin receptor subtypes; Peroutka, S. J., Ed.; Wiley-Liss: New York, 1991; pp 19-64.
3. Peroutka, S. J. 5-Hydroxytriptamine receptors. J. Neurochem. 1993, 60, 408-416.
4. Barrett, J. E.; Vanover, K. E. 5-HT Receptors as target for the development of novel anxiolytic drugs: models, mechanisms, and future directions. Psychopharmacology 1993, 112, 1-12.
5. Handley, S. L.; McBlane, J. W. 5-HT drugs and animal models of anxiety. Psychopharmacology 1993, 112, 13-49.
6. Robertson, D. W.; Fuller, R. W. Progress in antidepressant drugs. Annu. Rep. Med. Chem. 1991, 26, 23-32.
7. Romero, A. G.; McCall, R. B. Advances in central serotoninergics. Annu. Rep. Med. Chem. 1992, 27, 21-30.
8. 1A serotonin agonists and antagonists. Drug Dev. Res. 1992, 26, 251-274.
9. 2 receptor affinity for N-[3-(4-aryl-1-piperazinyl)propyl] derivatives of 3,4-dihydroquinolin-2-(1H)-one and its isomeric isoquinolinones. Med. Chem. Res. 1992, 2, 82-87.
10. 1A-selective agent. Med. Chem. Res. 1992, 2, 88-95.
11. 1A/D-2 activity of a new model of arylpiperazine: 1-aryl-4-[3-(1,2-dihydronaphthalen-4-yl)-n-propyl]piperazines. 1. Synthesis and structure-activity relationships. J. Med. Chem. 1994, 37, 99-104.
12. 1A receptor of 1-aryl-4-[(1-tetralin)alkyl]-piperazines. 2. J. Med. Chem. 1995, 38, 942-949.
13. Wadsworth, W. S., Jr.; Emmons, W. D. Ethyl cyclohexylideneacetate. Organic Syntheses; Wiley: New York, 1965; Collect. Vol. XLV, pp 44-47.
14. Novák, L.; Rohály, J.; Poppe, L.; Hornyánszsky, G.; Kolonits, P.; Zelei, I.; Fehér, I.; Fekete, J.; Szabó, E.; Záhorszky, U.; Jávor, A.; Szántay, C. Synthesis of novel HGM-CoA reductase inhibitors, I: naphthalene analogs of mevinolin. Liebigs Ann. Chem. 1992, 145-157.
15. Calogeropoulou, T.; Hammond, G. B.; Wiemer, D. F. Synthesis of β-keto phosphonates from vinyl phosphates via a 1,3-phosphorus migration. J. Org. Chem. 1987, 52, 4185-4190.
16. Jacks, T. E.; Nibbe, H.; Wiemer, D. F. Preparation of spirocyclic cyclopropyl ketones through condensation of epoxides with β-keto phosphonates. J. Org. Chem. 1993, 58, 4584-4588.
17. Chatterjee, A.; Hazra, B. G. Total synthesis of ring-C aromatic 18-nor steroid. Tetrahedron 1980, 36, 2513-2519.
18. +, 13), 162 (27), 161 (100), 115 (11).