Analogues of the potential antipsychotic agent 1192U90: Amide modifications

Bioorganic and Medicinal Chemistry

Volumn 6, Issue 6, 1998, Pages 811-823

  Navas III, Frank ^a   Tang, Flora L M ^a,b   Schaller, Lee T ^a   Norman, Mark H ^a,c  

^a GLAXOSMITHKLINE   (United States)

^b SUGEN INC   (United States)

^c AMGEN INC   (United States)

Author keywords

1192U90; Antipsychotic; Dopamine D2; Serotonin 5 HT(1a); Serotonin 5 HT2

Indexed keywords

2 AMINO N [4 [4 (1,2 BENZISOTHIAZOL 3 YL) 1 PIPERAZINYL]BUTYL]BENZAMIDE; BENZAMIDE DERIVATIVE; DOPAMINE 2 RECEPTOR; NEUROLEPTIC AGENT; SEROTONIN 1A RECEPTOR; SEROTONIN 2 RECEPTOR;

ARTICLE; DRUG RECEPTOR BINDING; DRUG SYNTHESIS; NONHUMAN; RECEPTOR AFFINITY; STRUCTURE ACTIVITY RELATION;

ANIMALS; ANTIPSYCHOTIC AGENTS; DOPAMINE ANTAGONISTS; PIPERAZINES; RATS; RECEPTORS, DOPAMINE D2; RECEPTORS, SEROTONIN; RECEPTORS, SEROTONIN, 5-HT1; SEROTONIN AGONISTS; SEROTONIN ANTAGONISTS; STRUCTURE-ACTIVITY RELATIONSHIP; THIAZOLES;

EID: 0031860681     PISSN: 09680896     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0968-0896(98)00041-8     Document Type: Article

References (33)

1. Sitsen, J. M. A. Current Trends in Antipsychotic Research; PJB: Richmond, 1990.
2. Lader, M. J. Int. Med. Res. 1989, 17, 1.
3. Jain, A. K.; Kelwala, S.; Gershon, S. Int. Clin. Psychopharmacol. 1988, 3, 1.
4. Hollister, L. E. Drug Dev. Res. 1986, 9, 9.
5. (a) Jann, M. W. Pharmacotherapy 1991, 11, 179.
6. (b) Bablenis, E.; Weber, S. S.; Wagner, R. L. DICP, Ann. Pharmacother. 1989, 23, 109.
7. Meltzer, H. Y. Drug Dev. Res. 1986, 9, 23.
8. Kane, J.; Honigfeld, G.; Singer, J.; Meltzer, H. Arch. Gen. Psychiatry 1988, 45, 789.
9. (a) Lieberman, J. A.; John, C.A.; Kane, J. M.; Rai, K.; Pisciotta, A. V.; Saltz, B. L.; Howard, A. J. Clin. Psychiatry 1988, 49, 271.
10. (b) Mendelowitz, A. J.; Gerson, S. L.; Alvir, J. Ma J.; Lieberman, J. A. CNS Drugs 1995, 4, 412.
11. Meltzer, H. Y.; Matsubara, S.; Lee, J.-C. J. Pharm. Exp. Ther. 1989, 251, 238.
12. Janssen, P. A. J.; Niemegeers, C. J. E.; Awouters, F.; Schellekens, K. H. L.; Megens, A. A. H. P.; Meert, T. F. J. Pharm. Exp. Ther. 1988, 244, 685.
13. Perregaard, J.; Arnt, J.; Boegesoe, K. P.; Hyttel, J.; Sanchez, C. J. Med. Chem. 1992, 35, 1092.
14. (a) Strupczewski, J. T.; Bordeau, K. B.; Chiang, Y. C.; Glamkowski, E. J.; Conway, P. G.; Corbett, R.; Hartman, H. B.; Szewczak, M. R.; Wilmot, C. A.; Helsley, G. C. J. Med. Chem. 1995, 38, 1119.
15. (b) Szewczak, M. R.; Corbett, R.; Rush, D. K.; Wilmot, C. A.; Conway, P. G.; Strupczewski, J. T.; Cornfeldt, M. J. Pharm. Exp. Ther. 1995, 274, 1404.
16. Moore, N. A.; Tye, N. C.; Axton, M. S.; Risius, F. C. J. Pharm. Exp. Ther. 1992, 262, 545.
17. Jones, H. J. Serotonin Res. 1997, 4, 17.
18. Hicks, P. B. Life Sci. 1990, 47, 1609.
19. (a) Jann, M. W. Pharmacotherapy 1988, 8, 100.
20. (b) Sovner, R.; Parnell-Sovner, N. J. Clin. Psychopharmacol. 1989, 9, 61.
21. Lowe, J. A. (III); Seeger, T. F.; Nagel, A. A.; Howard, H. R.; Seymour, P. A.; Heym, J. H.; Ewing, F. E.; Newman, M. E.; Schmidt, A. W.; Furman, J. S.; Vincent, L. A.; Maloney, P. R.; Robinson, G. L.; Reynolds, L. S.; Vinick, F. J. J. Med. Chem. 1991, 34, 1860.
22. Hrib, N. J.; Jurcak, J. G.; Bregna, D. E.; Burgher, K. L.; Hartman, H. B.; Kafka, S.; Kerman, L. L.; Kongsamut, S.; Roehr, J. E.; Szewczak, M. R.; Woods-Kettelberger, A. T.; Corbett, R. J. Med. Chem. 1996, 39, 4044.
23. Norman, M. H.; Rigdon, G. C.; Hall, W. R.; Navas, F. (III) J. Med. Chem. 1996, 39, 1172.
24. Rigdon, G. C.; Norman, M. H.; Cooper, B. R.; Howard, J. L.; Boncek, V. M.; Faison, W. L.; Nanry, K. P.; Pollard, G. T. Neuropsychopharmacology 1996, 15, 231.
25. Nystrom, J.-E.; McCanna, T. D.; Helquist, P.; Amouroux, R. Synthesis 1988, 1, 56.
26. Yevich, J. P.; New, J. S.; Smith, D. W.; Lobeck, W. G.; Catt, J. D.; Minielli, J. L.; Eison, M. S.; Taylor, D. P.; Riblet, L. A.; Temple, D. L. Jr. J. Med. Chem. 1986, 29, 359.
27. Labadie, J. W.; Tueting, D.; Stille, J. K. J. Org. Chem. 1983, 48, 4634.
28. Muchowski, J. M.; Venuti, M. C. J. Org. Chem. 1980, 45, 4798.
29. Wagner, G.; Rothe, L. Pharmazie 1971, 26, 271.
30. Norman, M. H.; Rigdon, G. C.; Navas F. (III); Cooper, B. R. J. Med. Chem. 1994, 37, 2552.
31. Amlaiky, N.; Leclerc, G.; Carpy, A. J. Org. Chem. 1982, 47, 517.
32. Norman, M. H.; Navas, F. (III); Thompson, J. B.; Rigdon, G. C. J. Med. Chem. 1996, 39, 4692.
33. Norman, M. H.; Minick, D. J. and Rigdon, G. C. J. Med. Chem. 1996, 39, 149.