Novel 2(3H)-benzothiazolones as highly potent and selective sigma-1 receptor ligands

Medicinal Chemistry Research

Volumn 14, Issue 3, 2005, Pages 158-168

  Yous, Saïd ^a   Wallez, Valérie ^a   Belloir, Mirabelle ^a   Caignard, Daniel H ^b   McCurdy, Christopher R ^c   Poupaert, Jacques H ^d  

^a UNIV LILLE   (France)

^b ADIR   (France)

^c UNIVERSITY OF MISSISSIPPI   (United States)

^d UNIVERSITÉ CATHOLIQUE DE LOUVAIN   (Belgium)

Author keywords

[No Author keywords available]

Indexed keywords

2(3H)BENZOTHIAZOLONE DERIVATIVE; [3 (1 PIPERIDINOETHYL) 6 PROPYLBENZOTHIAZOLINE 2 ONE]; [3 (1 PIPERIDINOPROPYL) 6 PROPANOYLBENZOTHIAZOLINE 2 ONE]; [3 (1 PIPERIDINOPROPYL) 6 PROPANOYLBENZOXAZOLINE 2 ONE]; BENZOTHIAZOLE DERIVATIVE; HALOPERIDOL; SIGMA 1 OPIATE RECEPTOR; UNCLASSIFIED DRUG;

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

EID: 33747127407     PISSN: 10542523     EISSN: None     Source Type: Journal    
DOI: 10.1007/s00044-005-0131-1     Document Type: Article

References (42)

1. Bermack, J. E.; Debonnel, G. J. Pharmacol. Sci. 2005, 97, 317.
2. Gilmore, D. L.; Liu, Y.; Matsumoto, R. R. CNS Drug Rev. 2004, 10, 1.
3. Matsumoto, R. R.; Liu, Y.; Lerner, M.; Howard, E. W.; Brackett, D. J. Eur. J. Pharmacol. 2003, 469, 1.
4. Maurice, T. Pharmacopsychiatry. 2004, 37, S171.
5. Guitart, X.; Codony, X.; Monroy, X. Psychopharmacology (Berl). 2004, 174, 301.
6. Su, T. P.; Hayashi, T. Curr. Med. Chem. 2003, 10, 2073.
7. Nuwayhid, S. J.; Werling, L. L. J. Pharmacol. Exp. Ther. 2003, 306, 934.
8. Anderson, T. R.; Jarvis, C. R.; Biedermann, A. J.; Molnar, C.; Andrew, R. D. J. Neurophysiol. 2005, 93, 963.
9. Peeters, M.; Romieu, P.; Maurice, T.; Su, T. P.; Maloteaux, J. M.; Hermans, E. Eur. J. Neurosci. 2004, 19, 2212.
10. Skuza, G.; Wedzony, K. Pharmacopsychiatry 2004, 37, S183.
11. Quirion, R.; Bowen, W. D.; Itzhak, Y.; Junien, J. L.; Musacchio, J. M.; Rothman, R. B.; Su, T.-P.; Tam, S. W.; Taylor, D. P. Trends Pharmacol. Sci. 1992, 13, 85.
12. Bermack, J. E.; Debonnel, G. Synapse 2005, 55, 37.
13. Hong, W.; Nuwayhid, S. J.; Werling, L. L. Synapse 2004, 54, 102.
14. Hayashi, T.; Maurice, T.; Su, T. P. J. Pharmacol. Exp. Ther. 2000, 293, 788.
15. Jomphe, C.; Levesque, D.; Trudeau, L. E. Naunyn Schmiedebergs Arch. Pharmacol. 2003, 367, 480.
16. Derbez, A. E.; Mody, R. M.; Werling, L. L. J. Pharmacol. Exp. Ther. 2002, 301, 306.
17. Vilner, B. J.; Bowen, W. D. J. Pharmacol. Exp. Ther. 2000, 292, 900.
18. Langa, F.; Codony, X.; Tovar, V.; Lavado, A.; Gimenez, E.; Cozar, P.; Cantero, M.; Dordal, A.; Hernandez, E.; Perez, R.; Monroy, X.; Zamanillo, D.; Guitart, X.; Montoliu, L. Eur. J. Neurosci. 2003, 18, 2188
19. Hayashi, T.; Su, T. P. CNS Drugs. 2004, 18, 269.
20. Aydar, E.; Palmer, C. P.; Djamgoz, M. B. Cancer Res. 2004, 64, 5029
21. Seth, P.; Ganapathy, M. E.; Conway, S. J.; Bridges, C. D.; Smith, S. B.; Casellas, P.; Ganapathy, V. Biochim. Biophys. Acta 2001, 1540, 59.
22. Seth, P.; Fei, Y. J.; Li, H. W.; Huang, W.; Leibach, F. H.; Ganapathy, V. Neurochem. 1998, 70, 922.
23. Hiramatsu, M.; Hoshino, T. Brain Res. 2004, 1030, 247.
24. (a) Maurice, T.; Romieu, P. Pharmacopsychiatry 2004, 37, S198-207
25. (b) Kitaichi, K ; Chabot, J.-G.; Moebius, F.F.; Flandorfer, A.; Glossmann, H.; Quirion, R. J. Chem. Neuroanat. 2000, 20, 375-387.
26. Maurice, T.; Phan, V.-L.; Urani, A.; Patey, G.; Privat, A. Soc. Neurosci. Abstr. 1997, 23, 905.
27. Bowen, W. D. Pharm. Acta Helv. 2000, 74, 211.
28. Stoffel-Wagner, B. Ann. NY Acad. Sci. 2003, 1007, 64.
29. Hiramatsu, M.; Hoshino, T.; Kanematsu, K. Behav. Brain Res. 2005, 160, 374-81
30. Liu, Y.; Chen, G. D.; Lerner, M. R.; Brackett, D. J.; Matsumoto, R. R. J. Pharmacol. Exp. Ther. 2005, 314, 770.
31. Meunier, J.; Maurice, T. Neurotoxicol. Teratol. 2004, 26, 783.
32. Ablordeppey, S. Y.; Fischer, J. B.; Glennon, R. A. Bioorg. Med. Chem. 2000, 8 2105
33. Costantino, L.; Gandolfi, F.; Sorbi, C.; Franchini, S.; Prezzavento, O.; Vittorio, F.; Ronsisvalle, G.; Leonardi, A.; Poggesi, E.; Brasili, L. J. Med. Chem. 2005, 48, 266.
34. Caroll, F. I.; Bai, X.; Zhang, X.; Brine, G. A.; Mascarella, S. W.; Di Paolo, L.; Wallace, P.; Walker J. M.; Bowen, W. D. Med. Chem. Res. 1992, 2, 3.
35. Bowen, W. D.; Bertha, C. M.; Vilner, B. J.; Rice, K. C. Eur. J. Pharmacol. 1995, 278, 257.
36. Mouithys-Mickalad, A.; Poupaert, J. H.; Spampinato, S.; Lesieur, D. Bioorg. Med. Chem. 2002, 12, 1149.
37. Ucar, H.; Cacciaguerra, S.; Spampinato, S.; Van derpoorten, K.; Isa, M.; Kanyonyo, M.; Poupaert, J. H. Eur. J. Pharmacol. 1997, 335, 267.
38. Ucar, H.; Van derpoorten, K.; Cacciaguerra, S.; Spampinato, S.; Stables, J. P.; Depovere, P.; Isa, M.; Masereel, B.; Delarge, J.; Poupaert, J. H. J. Med. Chem. 1998, 41, 1138.
39. Combs, D. W.; Rampulla, M. S.; Bell, S. C.; Klaudert, D. H.; Tobia, A. J.; Falotico, R.; Haertlein, B.; Lakas-Weiss, C.; Moore, J. B. J. Med. Chem. 1990, 33, 380.
40. Poupaert, J. H.; Kanyonyo, M.; Ucar, H.; Mouithys, A.; Diouf, O.; Lesieur, D.; Bull. Soc. Chim. Belg. 1996, 105, 397.
41. Marrazzo, A.; Prezzavento, O.; Pappalardo, M. S.; Bousquet, E.; Iadanza, M.; Pike, V. W.; Ronsisvalle, G. Farmaco 2002, 57, 45.
42. Maier, C. A.; Wünsch, B. J. Med. Chem. 2002, 45, 438.