4-(2′-methoxyphenyl)-1-[2′-[N-(2″-pyridinyl)-p- iodobenzamido]ethyl]piperazine and 4-(2′-methoxyphenyl)-1-[2′-[N-(2″-pyridinyl)-p- fluorobenzamido]ethyl]piperazine, two new antagonists at pre- and postsynaptic serotonin-1A receptors

Journal of Pharmacology and Experimental Therapeutics

Volumn 277, Issue 2, 1996, Pages 661-670

  Thielen, Richard J ^a,c   Fangon, Nora B ^a   Frazer, Alan ^a,b  

^a Mays Cancer Center at UT Health San Antonio   (United States)

^b SOUTH TEXAS VETERANS HEALTH CARE SYSTEM   (United States)

^c UNIVERSITY OF TEXAS HEALTH SCIENCE CENTER AT SAN ANTONIO   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

1 (2 METHOXYPHENYL) 4 (4 PHTHALIMIDOBUTYL)PIPERAZINE; 2 DIPROPYLAMINO 5 FLUORO 8 HYDROXYTETRALIN; 2 DIPROPYLAMINO 8 HYDROXYTETRALIN; 4 (2' METHOXYPHENYL) 1 [2' [N (2'' PYRIDINYL) 4 IODOBENZAMIDO]ETHYL]PIPERAZINE; 4 (2' METHOXYPHENYL) 1 [2' [N (2'' PYRIDINYL)] 4 FLUOROBENZAMIDO]ETHYL]PIPERAZINE; 4 [4 [4 (1,1,3 TRIOXO 2H 1,2 BENZISOTHIAZOL 2 YL)BUTYL] 1 PIPERAZINYL] 1H INDOLE 2 CARBOXYLIC ACID METHYL ESTER; 5 HYDROXYINDOLEACETIC ACID; 5 METHOXY N,N DIMETHYLTRYPTAMINE; 8 [2 [4 (2 METHOXYPHENYL) 1 PIPERAZINYL]ETHYL] 8 AZASPIRO[4.5]DECANE 7,9 DIONE; APOMORPHINE; GEPIRONE; GUANYLYLIMIDODIPHOSPHATE; N [2 [4 (2 METHOXYPHENYL) 1 PIPERAZINYL]ETHYL] N (2 PYRIDYL)CYCLOHEXANECARBOXAMIDE; N TERT BUTYL 3 [4 (2 METHOXYPHENYL) 1 PIPERAZINYL] 2 PHENYLPROPIONAMIDE; RESERPINE; SEROTONIN; SEROTONIN 1A ANTAGONIST; UNCLASSIFIED DRUG;

5 HYDROXYINDOLEACETIC ACID BRAIN LEVEL; ANIMAL BEHAVIOR; ANIMAL EXPERIMENT; ANIMAL TISSUE; ARTICLE; CONTROLLED STUDY; CORPUS STRIATUM; DRUG ANTAGONISM; DRUG RECEPTOR BINDING; HIPPOCAMPUS; HYPOTHERMIA; INTRAPERITONEAL DRUG ADMINISTRATION; LOCOMOTION; MALE; NONHUMAN; PRIORITY JOURNAL; RAT; RECEPTOR BLOCKING; SEROTONIN BRAIN LEVEL; SEROTONINERGIC SYSTEM; SUBCUTANEOUS DRUG ADMINISTRATION;

8-HYDROXY-2-(DI-N-PROPYLAMINO)TETRALIN; AMINOPYRIDINES; ANIMALS; AUTORECEPTORS; BODY TEMPERATURE; BRAIN CHEMISTRY; DOSE-RESPONSE RELATIONSHIP, DRUG; GUANYLYL IMIDODIPHOSPHATE; HYDROXYINDOLEACETIC ACID; MALE; PIPERAZINES; POSTURE; RATS; RATS, SPRAGUE-DAWLEY; SEROTONIN; SEROTONIN ANTAGONISTS;

EID: 0030424356     PISSN: 00223565     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article

References (67)

1. ASSIE, M.-B. AND KOEK, W.: WAY 100635 reverses the decrease of 5-HT levels produced by the putative 5-HT1A antagonist, WAY 100135. Soc. Neurosci. Abs. 21: 1854, 1995.
2. BILL, D. J., KNIGHT, M., FORSTER, E. A. AND FLETCHER, A.: Direct evidence for an important species difference in the mechanism of 8-OH-DPAT-induced hypothermia. Br. J. Pharmacol. 103: 1857-1864, 1991.
3. BOBILLIER, P., PETTIJEAN, F., SALVERT, D , LIGIER, M. AND SEGUIN, S.: Differential projections of the nucleus raphe dorsalis and nucleus raphe centralis as revealed by autoradiography. Brain Res. 85: 205-210, 1975.
4. 1A receptor antagonist NAN-190 on rat brain serotonergic transmission. Eur. J. Pharmacol. 204: 71-77, 1991.
5. 1A receptors. J. Med. Chem. 36: 1509-1510, 1993.
6. 1A receptors. Eur. J. Pharmacol. 237: 283-291, 1993a.
7. 1A receptor antagonist. Br. J. Pharmacol. 112: 91P, 1994.
8. 1A receptor antagonists: utility as research tools and therapeutic agents. Trends Pharmacol. Sci. 14: 41-48, 1993b.
9. FORNAL, C. A., METZLER, C. W., VEASEY, S. C., MCCREARY, A. C., DOURISH, C. T. AND JACOBS, B. L., Single-unit recordings from freely-moving animals provide evidence that WAY-100635, but not (S)-WAY-100135, blocks the action of endogenous serotonin at the 5-HT autoreceptor. Br. J. Pharmacol. 112: 92P, 1994
10. FORSTER, E. A., CLIFFE, I. A., BILL, D. J., DOVER, G. M., JONES, D , REILLY, Y. AND FLETCHER, A.: A pharmacological profile of the selective silent 5-HT1A receptor antagonist, WAY-100635. Eur. J. Pharmacol. 281: 81-88, 1995.
11. GARTSIDE, S. E., UMBERS, V., HAJÓS, M. AND SHARP, T.: Interaction between a selective 5-HT1A receptor antagonist and an SSRI in vivo: Effects on 5-HT cell firing and extracellular 5-HT. Br. J. Pharmacol. 115: 1064-1070, 1995.
12. 1A agonist 8-hydroxy-2-(di-n-propylamino)tetralin (8-OH-DPAT). Eur. J. Pharmacol. 154: 339-341, 1988.
13. GOLDBERG, H. L. AND FINNERTY, R. J.: The comparative efficacy of buspirone and diazepam in the treatment of anxiety Am. J. Psychiatry. 136: 1184-1187, 1979.
14. GOODWIN, G. M., DE SOUZA, R. J., GREEN, A. R. AND HEAL, D. J.: The pharmacology of the behavioural and hypothermic responses of rats to 8-hydroxy-2-(di-n-propylamino)tetralin (8-OH-DPAT). Psychopharmacology (Berl) 91: 506-511, 1987.
15. 1A receptor antagonists NAN-190 and BMY 7378 are partial agonists in the rat dorsal raphe nucleus in vitro. Eur. J. Pharmacol. 211: 211-219, 1992.
16. GUDELSKY, G. A., KOENIG, J. I. AND MELTZER, H. Y.: Thermoregulatory responses to serotonin (5-HT) receptor stimulation in the rat. Evidence for opposing roles of 5-HT2 and 5-HT1A receptors. Neuropharmacology 25: 1307-1313, 1986.
17. 1A receptor antagonist WAY-100635 on hippocampal 5-HT release in vivo. Br. J. Pharmacol. 112: 299P, 1994.
18. HALL, M. D., EL MESTIKAWY, S., EMERIT, M. B., PICHAT, L., HAMON, M. AND GOZLAN, H.: [3H]8-hydroxy-2-(di-n-propylamino)tetralin binding to pre- and postsynaptic 5-hydroxytryptamine sites in various regions of the rat brain. J. Neurochem. 44: 1685-1696, 1985
19. 1A-receptor antagonist. J. Med. Chem. 33: 1541-1544, 1990.
20. HJORTH, S.: Hypothermia in the rat induced by the potent serotoninergic agent 8-OH-DPAT. J. Neural Transm. 61: 131-135, 1985.
21. HJORTH, S., BENGTSSON, H. J., MILANO, S., LUNDBERG, J. F. AND SHARP, T.: Studies on the role of 5-HT1A autoreceptors and alpha1-adrenoceptors in the inhibition of 5-HT release - I. BMY7378 and prazosin. Neuropharmacology 34: 615-620, 1995.
22. HJORTH, S., CARLSSON, A., LINDBERG, P., SANCHEZ, D., WIKSTROM, H., ARVIDSSON, L.-E., HACKSELL, U. AND NILSSON, J. L. G.: 8-hydroxy-2-(di-n-propylamino)tetralin, 8-OH-DPAT, a potent and selective simplified ergot congener with central 5-HT-receptor stimulating activity. J. Neural Transm. 55: 169-188, 1982.
23. 1A receptor agonist, 8-OH-DPAT, preferentially activates cell body 5-HT autoreceptors in rat brain in vivo. Naunyn Schmiedebergs Arch. Pharmacol. 338: 463-471, 1988.
24. 1A receptors: Behavioural and in vivo brain microdialysis studies. Life Sci. 46: 955-963, 1990.
25. HOYER, D.: Functional correlates of serotonin 5-HT1 recognition sites. J. Recept. Res. 8: 59-81, 1988.
26. HUTSON, P. H., SARNA, G. S., O'CONNELL, M. T. AND CURZON, G.: Hippocampal 5-HT synthesis and release in vivo is decreased by infusion of 8-OHDPAT into the nucleus raphe dorsalis. Neurosci. Lett. 100: 276-280, 1989.
27. JACOBS, B. L.: An animal behavior model for studying central serotonergic synapses. Life Sci. 19: 777-786, 1976.
28. JACOBS, B. L., FOOTE, S. L. AND BLOOM, F. E.: Differential projections of neurons within the dorsal raphe nucleus of the rat: A horseradish peroxidase (HRP) study. Brain Res. 147: 149-153, 1978.
29. 1A receptor antagonist, to rat brain. J. Neurochem. 64: 2716-2726, 1995.
30. 1A receptor-mediated effects of buspirone, gepirone and ipsapirone. Pharmacol. Biochem. Behav. 29: 711-715, 1988.
31. 1A receptor antagonist: p-MPPI. Life Sci. 55: 1459-1462, 1994.
32. 125I]p-MPPI) as a new selective radioligand of serotonin-IA sites in rat brain: In vitro binding and autoradiographic studies. J. Pharmacol. Exp. Ther. 272: 429-437, 1995.
33. 1A receptor ligands (+)-WAY 100 135 and SDZ 216-525. Eur. J. Pharmacol. 249: 25-35, 1993.
34. 1A receptors in vivo. Eur. J. Pharmacol. 240: 307-310, 1993.
35. LORENS, S. A. AND GULDBERG, H. C.: Regional 5-hydroxytryptamine following selective midbrain raphe lesions in the rat. Brain Res. 78: 45-56, 1974
36. 1A receptor antagonist, (+)-WAY 100135, on stereotyped behaviour induced by the NMDA receptor antagonist dizocilpine in rats. Eur. J. Pharmacol. 242: 99-104, 1993.
37. LOVENBERG, T. W., BARON, B. M., DE LECEA, L., MILLER, J. D., PROSSER, R. A., REA, M. A., FOYE, P. E., RACKE, M., SLONE, A. L. AND SIEGEL, B. W.: A novel adenylyl cyclase-activating serotonin receptor (5-HT7) implicated in the regulation of mammalian circadian rhythms. Neuron 11: 449-458, 1993.
38. LOWRY, O. H., ROSEBROUGH, N. J., FARR, A. L. AND RANDALL, R. J.: Protein measurement with the folin phenol reagent. J. Biol. Chem. 193: 265-275, 1951.
39. LUCKI, I., NOBLER, M. S. AND FRAZER, A.: Differential actions of serotonin antagonists on two behavioral models of serotonin receptor activation in the rat. J. Pharmacol. Exp. Ther. 228: 133-139, 1984.
40. 1A receptors in the dorsal raphe nucleus. Eur. J. Pharmacol. 149: 9-15, 1988.
41. 1A agonists. Mol. Pharmacol. 37: 231-237, 1990.
42. 1A antagonists. J. Pharmacol. Exp. Ther. 268: 337-352, 1994.
43. 1A receptor-mediated activity in the rat: a pharmacological characterization of the actions of novel agonists and antagonists. J. Pharmacol. Exp. Ther. 264: 1364-1376, 1993.
44. 1A receptor activation. Br. J. Pharmacol. 106: 603-609, 1992.
45. PAZOS, A. AND PALACIOS, J. M.: Quantitative autoradiographic mapping of serotonin receptors in the rat brain. I. Serotonin-1 receptors. Brain Res. 346: 205-230, 1985.
46. 3H]5-hydroxytryptamine binding sites by the neuroleptic spiperone in rat brain. J. Neurochem. 36: 220-226, 1981.
47. RICKELS, K.: Antianxiety therapy: Potential value of long-term treatment. J. Clin. Psychiatry 48: 7-11, 1987.
48. ROUTLEDGE, C., GURLING, J., ASHWORTH-PREECE, M. A. AND DOURISH, C. T.: Differential effects of WAY-100135 on the decrease in 5-hydroxytryptamine release induced by buspirone and NAN-190. Eur. J. Pharmacol. 276: 281-284, 1995.
49. 1A receptor antagonist WAY100135: an in vivo microdialysis study. Eur. J. Pharmacol. 239: 195-202, 1993.
50. ROUTLEDGE, C., HARTLEY, J., GURLING, J., ASHWORTH-PREECE, M., BROWN, G. AND DOURISH, C. T.: In vivo characterization of the putative 5-HT1A receptor antagonist SDZ 216,525 using two models of somatodendritic 5-HT1A receptor function, Neuropharmacology 33: 359-366, 1994.
51. RUAT, M., TRAIFFORT, E., LEURS, R., TARDIVEL-LACOMBE, J., DIAZ, J., ARRANG, J. M. AND SCHWARTZ, J. C.: Molecular cloning, characterization, and localization of a high-affinity serotonin receptor (5-HT7) activating cAMP formation. Proc. Natl. Acad. Sci. U.S.A. 90: 8547-8551, 1993.
52. 1A receptor antagonist. Eur. J. Pharmacol. 244: 251-257, 1993.
53. 1A agonists. J. Pharmacol. Exp. Ther. 270: 198-208, 1994.
54. SHANNON, N. J., GUNNET, J. W. AND MOORE, K. E.: A comparison of biochemical indices of 5-hydroxytryptaminergic neuronal activity following electrical stimulation of the dorsal raphe nucleus. J. Neurochem. 47: 958-965, 1986.
55. 1A antagonist, BMY 7378. Eur. J. Pharmacol. 176: 331-340, 1990.
56. SHARP, T., BRAMWELL, S. R., HJORTH, S. AND GRAHAME-SMITH, D. G.: Pharmacological characterization of 8-OH-DPAT-induced inhibition of rat hippocampal 5-HT release in vivo as measured by microdialysis. Br. J. Pharmacol. 98: 989-997, 1989.
57. SHARP, T. AND HJORTH, S.: Application of brain microdialysis to study the pharmacology of the 5-HT1A autoreceptor. J. Neurosci. Methods 34: 83-90, 1990.
58. 1A receptor antagonist, SDZ 216-525, decreases 5-HT release in rat hippocampus in vivo. Br. J. Pharmacol. 108: 699-702, 1993.
59. SHEN, Y., MONSMA, F. J., JR., METCALF, M. A., JOSE, P. A., HAMBLIN, M. W. AND SIBLEY, D. R.: Molecular cloning and expression of a 5-hydroxytryptamine7 serotonin receptor subtype. J. Biol. Chem. 268: 18200-18204, 1993.
60. SPROUSE, J. S. AND AGHAJANIAN, G. K.: Electrophysiological responses of serotoninergic dorsal raphe neurons to 5-HT1A and 5-HT1B agonists. Synapse 1: 3-9, 1987.
61. 1A receptor activation in vivo. Life Sci. 56: PL163-168, 1995.
62. TRICKLEBANK, M. D.: The behavioural response to 5-HT receptor agonists and subtypes of the central 5-HT receptor. Trends Pharmacol. Sci. 6: 403-407, 1985.
63. 1 receptor and of catecholaminergic systems in the behavioural response to 8-hydroxy-2-(di-n-propylamino)tetralin in the rat. Eur. J. Pharmacol. 106: 271-282, 1985.
64. TRULSON, M. E. AND JACOBS, B. L.: Behavioral evidence for the rapid release of CNS serotonin by PCA and fenfluramine. Eur. J. Pharmacol. 36: 149-154, 1976.
65. 1A receptor in rat and guinea pig hippocampal membranes. Eur. J. Pharmacol. 137: 293-294, 1987.
66. 1A receptors negatively coupled to adenylyl cyclase activity in rat hippocampal membranes. Mol. Pharmacol. 41: 1066-1072, 1992.
67. 1A ligand. J. Med. Chem. 37: 1406-1407, 1994.