Synthesis and 5-HT1A/5-HT2A receptor activity of N-(4-arylpiperazin-1-yl)alkyl derivatives of 2-azaspiro[4.4]nonane and [4.5]decane-1,3-dione

Pharmacological Reports

Volumn 58, Issue 1, 2006, Pages 107-114

  Obniska, Jolanta ^a   Tatarczyńska, Ewa ^b   Nikiforuk, Agnieszka ^b   Charakchieva Minol, Sijka ^b   Duszyńska, Beata ^b  

^a JAGIELLONIAN UNIVERSITY MEDICAL COLLEGE   (Poland)

^b INSTITUTE OF PHARMACOLOGY   (Poland)

Author keywords

2 azaspiro 4.4 nonane and 4.5 decane 1,3 dione; 5 HT1A 5 HT2A receptor ligands; Arylpiperazine; Structure activity relationship

Indexed keywords

CYCLOHEXANE DERIVATIVE; CYCLOPENTANE; ETHYLENE; N [(4 ARYLPIPERAZIN 1 YL) ALKYL] 2 AZASPIRO[4.4]NONANE DERIVATIVE; N [(4 ARYLPIPERAZIN 1 YL) ALKYL] 2 AZASPIRO[4.5]DECANE 1,3 DIONE DERIVATIVE; N [2 (4 PHENYLPIPERAZIN 1 YL)ETHYL] 2 AZASPIRO[4,4]NONANE 1,3 DIONE; N [2 (4 PHENYLPIPERAZIN 1 YL)ETHYL] 2 AZASPIRO[4.5]DECANE 1,3 DIONE; N [2 [4 (2 FLUOROPHENYL)PIPERAZIN 1 YL]ETHYL] 2 AZASPIRO[4.4]NONANE 1,3 DIONE; N [2 [4 (2 FLUOROPHENYL)PIPERAZIN 1 YL]ETHYL] 2 AZASPIRO[4.5]DECANE 1,3 DIONE; N [2 [4 (2 METHOXYPHENYL) 1 PIPERAZINYL]ETHYL] N (2 PYRIDYL)CYCLOHEXANECARBOXAMIDE; N [2 [4 (3 CHLOROPHENYL)PIPERAZIN 1 YL]ETHYL] 2 AZASPIRO[4.4]NONANE 1,3 DIONE; PIPERAZINE DERIVATIVE; POSTSYNAPTIC RECEPTOR; PRESYNAPTIC RECEPTOR; PSYCHOTROPIC AGENT; SEROTONIN 1A RECEPTOR; SEROTONIN 2A RECEPTOR; SEROTONIN RECEPTOR AFFECTING AGENT; UNCLASSIFIED DRUG; 2 PYRROLIDONE DERIVATIVE; LIGAND;

ANIMAL EXPERIMENT; ARTICLE; BINDING AFFINITY; BODY TEMPERATURE; CONTROLLED STUDY; DISEASE MODEL; DRUG DOSE REGIMEN; DRUG MECHANISM; DRUG RECEPTOR BINDING; DRUG SCREENING; DRUG STRUCTURE; DRUG SYNTHESIS; IN VIVO STUDY; MALE; MOUSE; NONHUMAN; RAT; STRUCTURE ANALYSIS; ANIMAL; DRUG ANTAGONISM; DRUG EFFECT; DRUG POTENTIATION; RAT STRAIN; STRUCTURE ACTIVITY RELATION; SYNTHESIS; WISTAR RAT;

ANIMALS; LIGANDS; MALE; MICE; PIPERAZINES; PYRROLIDINONES; RATS; RATS, INBRED STRAINS; RATS, WISTAR; RECEPTOR, SEROTONIN, 5-HT1A; RECEPTOR, SEROTONIN, 5-HT2A; STRUCTURE-ACTIVITY RELATIONSHIP;

EID: 33646203164     PISSN: 22995684     EISSN: 22995684     Source Type: Journal    
DOI: None     Document Type: Article

References (26)

1. 2 receptor activation in rats. Behav Neural Biol, 1991, 55, 214-226.
2. 1A receptors induces lower lip retraction in the rat. Pharmacol Biochem Behav, 1989, 33, 821-827.
3. Blier P, Montigny C: Current advances and trends in the treatment of depression. Trends Pharmacol Sci, 1994, 15, 220-226.
4. 2A receptor affinity of some 2- and 3-substituted 1,2,3,4-tetrahydro-β-carbolines. Pharmazie, 1993, 48, 289-294.
5. 2A receptor ligand with an anxiolytic - like activity. Bioorg Med Chem, 2002, 10, 3817-3827.
6. Cheng Y, Prusoff WH: Relationship between the inhibition constant (K1) and the concentration of inhibitor which causes 50 per cent inhibition (150) of an enzymatic reaction. Biochem Pharmacol, 1973, 22, 3099-3108.
7. 2 receptors? Pharmacol Biochem Behav, 1990, 36, 901-906.
8. 2A receptors are active under physiological conditions. Psychopharmacology, 1996, 128, 198-205.
9. 1A receptor antagonist, WAY-100635. Eur J Pharmacol, 1995, 281, 81-88.
10. 1A serotonin ligands. J Med Chem, 1988, 31, 1968-1971.
11. 1, function. Neuropharmacology, 1985, 24, 1187-1194.
12. Hamon M: Neuropharmacology of anxiety: Perspective and prospects. Trends Pharmacol Sci, 1994, 15, 36-39.
13. 1A autoreceptor function. In: Serotonin: Molecular Biology, Receptors and Functional Effects. Ed. Fozard JR, Saxena PR, Birkhauser Verlag, Basel, 1991, 483-490.
14. 2A receptor affinity of new N-[(4-arylpiperazin-1yl)-propyl]-2-aza-spiro[4.4]-nonane and [4.5]decane-1,3-dione derivatives. Pharmacol Rep, 2005, 57, 336-344.
15. Obniska J, Kulig K, Zejc A: Synthesis and anticonvulsant properties of new N-piperazinylalkyl imides of succinic acid Acta Pol Pharm - Drug Res, 1998, 55, 223-231.
16. 2A receptor affinity of new N-[(4-arylpiperazin-1yl)-propyl] derivatives of 3-spirocyclohexanepyrrolidine-2,5-dione and 3-spiro-β-tetralonepyrrolidine-2,5-dione. Pol J Pharmacol, 2003, 55, 553-557.
17. Obniska J, Zagórska A: Synthesis and anticonvulsant properties of new N-[(4-phenyl phenylpiperazin-1yl)-methyl] derivatives of 3-phenylpyrrolidine-2,5-dione and 2-aza-spiro[4.4]nonane-1,3-dione. Il Farmaco, 2003, 58, 1227-1234.
18. 1A receptor antagonists. Eur J Med Chem, 2002, 37, 273-283.
19. 2A receptor ligands with differentiated in vivo activity. Pol J Pharmacol, 2004, 56, 743-754.
20. 2A receptor affinity of new 1-phenylpiperazinpropyl derivatives of purine-2,6- and pyrrolidine-2,5-diones. Il Farmaco, 2000, 55, 461-468.
21. 1A agonistic activity. Eur J Med Chem, 1999, 34, 167-175.
22. Peroutka SJ, Sleight AJ, McCarthy BG, Pierce PA, Schmidt AW, Hekmatpanah CR: The clinical utility of pharmacological agents that act at serotonin receptors. J Neuropsychiatry Clin Neurosci, 1989, 1, 253-262.
23. Przegaliński E, Filip M, Budziszewska B, Chojnacka-Wójcik E: Antagonism of (+)WAY 100135 to behavioral, hypothermic and corticosterone effects induced by 8-OH-DPAT. Pol J Pharmacol, 1994, 46, 21-27.
24. 1A agonists. J Pharmacol Exp Ther, 1995, 273, 101-12.
25. Scott KR, Moore JA, Zalusky TB, Nicholson JM: Spiro[4.5] and spiro[4.6]carboxylic acids: cyclic analogues of valproic acid. J Med Chem, 1985, 28, 413-417.
26. 2A receptor agonists into the medial prefrontal cortex produces a head-twitch response in rats. J Pharmacol Exp Ther, 1997, 282, 699-706.