Rational design, synthesis, biologic evaluation, and structure-activity relationship studies of novel 1-indanone α1-adrenoceptor antagonists

Chemical Biology and Drug Design

Volumn 70, Issue 5, 2007, Pages 461-464

  Li, Minyong ^a   Xia, Lin ^a  

^a CHINA PHARMACEUTICAL UNIVERSITY   (China)

Author keywords

1 adrenoceptor; Antagonists; Rational design; Three dimensional quantitative structure activity relationship

Indexed keywords

1 (1,4 BENZODIOXAN 5 YL) 4 (2 INDANYL)PIPERAZINE; 1 INDANONE ALPHA 1 ADRENOCEPTOR ANTAGONIST; ALPHA 1 ADRENERGIC RECEPTOR BLOCKING AGENT; INDANONE DERIVATIVE; PRAZOSIN; UNCLASSIFIED DRUG;

ARTICLE; DRUG DESIGN; DRUG SCREENING; DRUG SYNTHESIS; PHARMACOPHORE; PRIORITY JOURNAL; QUANTITATIVE STRUCTURE ACTIVITY RELATION; THREE DIMENSIONAL IMAGING;

ADRENERGIC ALPHA-ANTAGONISTS; DRUG DESIGN; INDANS; MODELS, MOLECULAR; MOLECULAR CONFORMATION; PRAZOSIN; RECEPTORS, ADRENERGIC; STRUCTURE-ACTIVITY RELATIONSHIP;

EID: 35348962010     PISSN: 17470277     EISSN: None     Source Type: Journal    
DOI: 10.1111/j.1747-0285.2007.00581.x     Document Type: Article

References (22)

1. Bylund D.B., Eikenberg D.C., Hieble J.P., Langer S.Z., Lefkowitz R.J., Minneman K.P., Molinoff P.B., Ruffolo R.R. Jr., Trendelenburg U. (1994) International Union of Pharmacology nomenclature of adrenoceptors. Pharmacol Rev 46: 121 136.
2. Hieble J.P., Bylund D.B., Clarke D.E., Eikenburg D.C., Langer S.Z., Lefkowitz R.J., Minneman K.P., Ruffolo R.R. Jr. 1995) International Union of Pharmacology: X. Recommendation for nomenclature of alpha 1-adrenoceptors: consensus update. Pharmacol Rev 47: 267 270.
3. Koshimizu T.A., Tanoue A., Hirasawa A., Yamauchi J., Tsujimoto G. (2003) Recent advances in alpha1-adrenoceptor pharmacology. Pharmacol Ther 98: 235 244.
4. Cooper K.L., McKiernan J.M., Kaplan S.A. (1999) Alpha-adrenoceptor antagonists in the treatment of benign prostatic hyperplasia. Drugs 57: 9 17.
5. Ruffolo R.R. Jr., Hieble J.P. (1999) Adrenoceptor pharmacology: urogenital applications. Eur Urol 36 (Suppl. 1 17 22.
6. 1-adrenoceptor antagonists in lower urinary tract symptoms: beyond benign prostatic hyperplasia. Urology 62: 34 41.
7. Klabunde T., Hessler G. (2002) Drug design strategies for targeting G-protein-coupled receptors. Chembiochem 3: 928 944.
8. 1-adrenoceptor antagonist. J Chin Pharm Sci 12: 188 191.
9. 1-adrenoceptor antagonists. Bioorg Med Chem Lett 15: 3216 3219.
10. Fang H., Li M.Y., Xia L. (2007) Pharmacophore-guided design, synthesis and evaluation of quinazoline-arylpiperazines as new a1-adrenoceptor antagonists. Chinese Chem Lett 18: 41 44.
11. 1a-adrenoceptor dihydropyridine antagonists. Bioorg Med Chem 11: 3945 3951.
12. Fang H., Li M.Y., Xia L., Jiang Z.Z., Lu Z.Z. (2005) Design and synthesis of novel aryloxyalkyl-arylpiperazine derivatives as a1A-adrenoceptor antagonists. Chinese Chem Lett 16: 445 448.
13. 1- adrenoceptor antagonists. Chinese J Org Chem 24: 1587 1594.
14. 1-adrenoceptor antagonists. Acta Chimi Sin 62: 1430 1436.
15. 1D-adrenoceptors. Acta Chimi Sin 63: 1875 1883.
16. 1A-adrenoceptor antagonists. Bioorg Med Chem Lett 15: 657 664.
17. Millan M.J., Rivet J.M., Canton H., Lejeune F., Gobert A., Widdowson P., Bervoets K., Brocco M., Peglion J.L. (1993) S 15535: a highly selective benzodioxopiperazine 5-HT1A receptor ligand which acts as an agonist and an antagonist at presynaptic and postsynaptic sites respectively. Eur J Pharmacol 230: 99 102.
18. Kajigaeshi S., Kakinami T., Okamoto T., Fujisaki S. (1987) Synthesis of bromoacetyl derivatives by use of tetrabutylammonium tribromide. Bull Chem Soc Jpn 60: 1159 1160.
19. Gibson A., Pollock D. (1973) The effects of drugs on the sensitivity of the rat anococcygeus muscle to agonists. Br J Pharmacol 49: 506 513.
20. Han C., Li J., Minneman K.P. (1990) Subtypes of alpha 1-adrenoceptors in rat blood vessels. Eur J Pharmacol 190: 97 104.
21. Robinson D.D., Winn P.J., Lyne P.D., Richards W.G. (1999) Self-organizing molecular field analysis: a tool for structure-activity studies. J Med Chem 42: 573 583.
22. Schmidt M.W., Baldridge K.K., Boatz J.A., Elbert S.T., Gordon M.S., Jensen J.H., Koseki S., Matsunaga N., Nguyen K.A. (1993) General atomic and molecular electronic structure system. J Comput Chem 14: 1347 1363.