α1- and α2-adrenoreceptor antagonist profiles of 1- and 2-[ω-(4-arylpiperazin-1-yl)alkyl]- 1,2,3-benzotriazoles

Chemistry and Biodiversity

Volumn 2, Issue 10, 2005, Pages 1290-1304

  Boido, Alessandro ^a   Budriesi, Roberta ^b   Boido, Caterina Canu ^a   Ioan, Pierfranco ^b   Terranova, Emanuela ^a   Chiarini, Alberto ^b   Sparatore, Fabio ^a  

^a UNIVERSITY OF GENOA   (Italy)

^b UNIVERSITY OF BOLOGNA   (Italy)

Author keywords

[No Author keywords available]

Indexed keywords

1 [OMEGA (4 ARYLPIPERAZIN 1 YL)ALKYL] 1,2,3 BENZOTRIAZOLE DERIVATIVE; 2 [3 [4 (2 CHLOROPHENYL)PIPERAZIN 1 YL]PROPYL] 5,6 DIMETHOXY 2H 1,2,3 BENZOTRIAZOLE; 2 [3 [4 (4 CHLOROPHENYL)PIPERAZIN 1 YL]PROPYL] 5,6 DIMETHOXY 2H 1,2,3 BENZOTRIAZOLE; 2 [OMEGA (4 ARYLPIPERAZIN 1 YL)ALKYL] 1,2,3 BENZOTRIAZOLE DERIVATIVE; 5,6 DIMETHOXY 1 [2 (4 PHENYLPIPERAZIN 1 YL)ETHYL] 1H 1,2,3 BENZOTRIAZOLE; 5,6 DIMETHOXY 1 [2 [4 (2 METHOXYPHENYL)PIPERAZIN 1 YL]ETHYL] 1H 1,2,3 BENZOTRIAZOLE; 5,6 DIMETHOXY 1 [3 (4 PHENYLPIPERAZIN 1 YL)PROPYL] 1H 1,2,3 BENZOTRIAZOLE; 5,6 DIMETHOXY 1 [3 [4 (2 METHOXYPHENYL)PIPERAZIN 1 YL]PROPYL] 1H 1,2,3 BENZOTRIAZOLE; 5,6 DIMETHOXY 1 [3 [4 (4 METHOXYPHENYL)PIPERAZIN 1 YL]PROPYL] 1H 1,2,3 BENZOTRIAZOLE; 5,6 DIMETHOXY 1 [4 [4 (2 METHOXYPHENYL)PIPERAZIN 1 YL]BUTYL] 1H 1,2,3 BENZOTRIAZOLE; 5,6 DIMETHOXY 1 [4 [4 (4 METHOXYPHENYL)PIPERAZIN 1 YL]BUTYL] 1H 1,2,3 BENZOTRIAZOLE; 5,6 DIMETHOXY 1H 1,2,3 BENZOTRIAZOLE; 5,6 DIMETHOXY 2 [2 [4 (2 METHOXYPHENYL)PIPERAZIN 1 YL]ETHYL] 2H 1,2,3 BENZOTRIAZOLE; 5,6 DIMETHOXY 2 [2 [4 (4 METHOXYPHENYL)PIPERAZIN 1 YL]ETHYL] 2H 1,2,3 BENZOTRIAZOLE; 5,6 DIMETHOXY 2 [3 (4 PHENYLPIPERAZIN 1 YL)PROPYL] 2H 1,2,3 BENZOTRIAZOLE; 5,6 DIMETHOXY 2 [3 [4 (2 METHOXYPHENYL)PIPERAZIN 1 YL]PROPYL] 2H 1,2,3 BENZOTRIAZOLE; 5,6 DIMETHOXY 2 [3 [4 (3 METHOXYPHENYL)PIPERAZIN 1 YL]PROPYL] 2H 1,2,3 BENZOTRIAZOLE; 5,6 DIMETHOXY 2 [3 [4 (4 METHOXYPHENYL)PIPERAZIN 1 YL]PROPYL] 2H 1,2,3 BENZOTRIAZOLE; ALPHA 1 ADRENERGIC RECEPTOR; ALPHA 1 ADRENERGIC RECEPTOR BLOCKING AGENT; ALPHA 1A ADRENERGIC RECEPTOR; ALPHA 1B ADRENERGIC RECEPTOR; ALPHA 1D ADRENERGIC RECEPTOR; ALPHA 2 ADRENERGIC RECEPTOR; ALPHA 2 ADRENERGIC RECEPTOR BLOCKING AGENT; ALPHA 2A ADRENERGIC RECEPTOR; BENZOTRIAZOLE DERIVATIVE; PRAZOSIN; SILICA GEL; UNCLASSIFIED DRUG; UNINDEXED DRUG; ALPHA ADRENERGIC RECEPTOR BLOCKING AGENT; ALPHA ADRENERGIC RECEPTOR STIMULATING AGENT; TRIAZOLE DERIVATIVE;

ALKYLATION; ANIMAL EXPERIMENT; ANIMAL TISSUE; BINDING ASSAY; CONCENTRATION RESPONSE; CONTROLLED STUDY; DRUG DETERMINATION; DRUG RECEPTOR BINDING; DRUG SELECTIVITY; DRUG SYNTHESIS; ISOMERISM; MALE; NONHUMAN; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; RAT; RECEPTOR AFFINITY; REVIEW; STRUCTURE ACTIVITY RELATION; TISSUE SECTION; ULTRAVIOLET SPECTROSCOPY; VAS DEFERENS; ANIMAL; AORTA; ARTICLE; CHEMICAL STRUCTURE; CHEMISTRY; DRUG EFFECT; MUSCLE CONTRACTION; SPRAGUE DAWLEY RAT;

ANIMALIA;

ADRENERGIC ALPHA-AGONISTS; ADRENERGIC ALPHA-ANTAGONISTS; ANIMALS; AORTA; MALE; MOLECULAR STRUCTURE; MUSCLE CONTRACTION; RATS; RATS, SPRAGUE-DAWLEY; STRUCTURE-ACTIVITY RELATIONSHIP; TRIAZOLES; VAS DEFERENS;

EID: 27844529466     PISSN: 16121872     EISSN: 16121880     Source Type: Journal    
DOI: 10.1002/cbdv.200590100     Document Type: Review

References (36)

1. J. P. Hieble, W. E. Bondinell, R. R. Ruffolo Jr., J. Med. Chem. 1995, 38, 3415.
2. R. R. Ruffolo Jr., W. E. Bondinell, J. P. Hieble, J. Med. Chem. 1995, 38, 3681.
3. B. Kenny, S. Ballard, J. Blagg, D. Fox, J. Med. Chem. 1997, 40, 1293.
4. M. G. Bock, M. A. Patane, Ann. Rep. Med. Chem. 2000, 35, 221.
5. B. Civantos Calzada, A. A. de Artinano, Pharmacol. Res. 2001, 44, 195.
6. M. I. Holck, C. H. Jones, G. Haeusler, J. Cardiovasc. Pharmacol. 1983, 5, 240.
7. N. Flavahan, P. M. Vanhoutte, Trends Pharmacol. Sci. 1986, 7, 347.
8. A. P. W. D. Ford, D. J. Chang, D. E. Clarke, D. V. Daniels, R. M. Eglen, J. R. Gever, J. R. Jasper, M. S. Kava, J. D. Lasnick, T. D. Melov, G. T. Stepan, T. J. Williams, Pharmacol. Toxicol. 1998, 83, 12.
9. G. Caliendo, R. Di Carlo, R. Meli, E. Perissutti, V. Santagada, C. Silipo, A. Vittoria, Eur. J. Med. Chem. 1993, 28, 969.
10. G. Caliendo, R. Di Carlo, G. Greco, R. Meli, E. Novellino, E. Perissutti, V. Santagada, Eur. J. Med. Chem. 1995, 30, 77.
11. M. H. Paluchowska, A. Deren-Wesolek, S. Charakchieva-Minol, E. Chajnacka-Wojcik, J. L. Mokrosz, Med. Chem. Res. 1995, 5, 479.
12. M. J. Mokrosz, M. H. Paluchowska, S. Charakchieva-Minol, A. Bien, Arch. Pharm. Pharm. Med. Chem. 1997, 330, 177.
13. A. Sparatore, F. Sparatore, Pharm. Pharmacol. Commun. 2000, 6, 421.
14. A. Boido, C. Canu Boido, F. Sparatore, Farmaco 2001, 56, 263.
15. A. Sparatore, M. Goegan, A. Cagnotto, F. Sparatore, Farmaco 1999, 54, 402.
16. A. Sparatore, F. Sparatore, Farmaco 1998, 53, 102.
17. I. Vazzana, A. Boido, F. Sparatore, R. Di Carlo, G. Mattace Raso, M. Pacilio, Farmaco 1997, 52, 131.
18. G. Paglietti, P. Sanna, A. Carta, F. Sparatore, I. Vazzana, A. Peana, M. Satta, Farmaco 1994, 49, 693.
19. M. Loriga, G. Paglietti, F. Sparatore, G. Pinna, A. Sisini, Farmaco 1992, 47, 439.
20. A. Boido, I. Vazzana, F. Sparatore, B. Cappello, V. Diurno, C. Matera, R. Marrazzo, S. Russo, M. L. Cenicola, E. Marmo, Farmaco 1989, 44, 257.
21. F. Sparatore, M. I. La Rotonda, G. Caliendo, E. Novellino, C. Silipo, A. Vittoria, Farmaco, Ed. Sci. 1988, 43, 141.
22. F. Sparatore, M. I. La Rotonda, G. Paglietti, E. Ramundo, C. Silipo, A. Vittoria, Farmaco, Ed. Sci. 1978, 33, 901, and refs. cit. therein.
23. J. M. Mokrosz, M. H. Paluchowska, E. Chojnacka-Wojcik, M. Filip, S. Charakchieva-Minol, A. Deren-Wesolek, M. J. Mokrosz, J. Med. Chem. 1994, 37, 2754.
24. M. Eltze, R. Boer, K. H. Sanders, N. Kolassa, Eur. J. Pharmacol. 1991, 202, 33.
25. F. N. Ko, J. H. Guh, S. M. Yu, Y. S. Hou, Y. C. Wu, C. M. Teng, Br. J. Pharmacol. 1994, 112, 1174.
26. S. A. Buckner, K. W. Oheim, P. A. Morse, S. M. Knepper, A. A. Hancock, Eur. J. Pharmacol. 1996, 297, 241.
27. G. M. Drew, Eur. J. Pharmacol. 1977, 42, 123.
28. J. C. Doxey, C. F. C. Smith, J. M. Walker, Br. J. Pharmacol. 1977, 60, 91.
29. J. K. Feld'man, V. S. Ksovjkaya, Zhur. Obshcheikhim. 1948, 18, 1699 (Chem. Abstr. 1949, 43, 2618).
30. F. Texier-Boullet, D. Villemin, M. Ricard, H. Maison, A. Foucaud, Tetrahedron 1985, 41, 1259.
31. F. Sparatore, F. Pagani, Farmaco, Ed. Sci. 1965, 20, 248.
32. O. Süs, G. Werner, Germ. Pat. 838,692 (1952) (Chem. Abstr. 1957, 51, 11900i).
33. P. Greengrass, R. Bremmer, Eur. J. Pharmacol. 1979, 55, 323.
34. O. Arunlakshana, H. O. Schild, Brit. J. Pharmacol. 1959, 14, 48.
35. R. J. Tallarida, A. Cowan, M. W. Adler, Life Sci. 1979, 25, 637.
36. R. J. Tallarida, R. B. Murry, 'Manual of Pharmacologic Calculations with Computer Programs', 2nd edn., Springer-Verlag, New York, 1991.