메뉴 건너뛰기




Volumn 43, Issue 14, 2000, Pages 2703-2718

In vitro, and in vivo, evaluation of dihydropyrimidinone C-5 amides as potent and selective α(1A) receptor antagonists for the treatment of benign prostatic hyperplasia

Author keywords

[No Author keywords available]

Indexed keywords

4 (3,4 DIFLUOROPHENYL) 6 METHOXYMETHYL 2 OXO 1,2,3,4 TETRAHYDROPYRIMIDINE 5 CARBOXYLIC ACID [3 [4 (4 FLUOROPHENYL)PIPERIDIN 1 YL]PROPYL]AMIDE; ALPHA 1 ADRENERGIC RECEPTOR BLOCKING AGENT; FINASTERIDE; N [5 (4,5 DIHYDRO 1H IMIDAZOL 2 YL) 5,6,7,8 TETRAHYDRO 2 HYDROXY 1 NAPHTHYL]METHANESULFONAMIDE; PHENYLEPHRINE; PYRIMIDINONE DERIVATIVE; RECEPTOR SUBTYPE; TAMSULOSIN; TERAZOSIN; UNCLASSIFIED DRUG;

EID: 18544397955     PISSN: 00222623     EISSN: None     Source Type: Journal    
DOI: 10.1021/jm990612y     Document Type: Article
Times cited : (273)

References (30)
  • 1
    • 0021149603 scopus 로고
    • The development of human benign prostatic hyperplasia with age
    • Berry, S. J.; Coffey, D. S.; Walsh, P. C.; Ewing, L. L. The Development of Human Benign Prostatic Hyperplasia with age. J. Urol. 1984, 132, 474-479.
    • (1984) J. Urol. , vol.132 , pp. 474-479
    • Berry, S.J.1    Coffey, D.S.2    Walsh, P.C.3    Ewing, L.L.4
  • 2
    • 0029026633 scopus 로고
    • Benign prostatic hyperplasia
    • Bone, R. C., Ed.; Mosby-Year Book, Inc.: St. Louis
    • Steers, W. D.; Zorn, B. Benign Prostatic Hyperplasia. In Disease-a-Month; Bone, R. C., Ed.; Mosby-Year Book, Inc.: St. Louis, 1995.
    • (1995) Disease-a-Month
    • Steers, W.D.1    Zorn, B.2
  • 4
    • 0029939081 scopus 로고    scopus 로고
    • The hytrin community assessment trial study: A one-year study of terazosin versus placebo in the treatment of men with symptomatic benign prostatic hyperplasia
    • Roehrborn, C. G.; Oesterling, J. E.; Auerbach, S.; Kaplan, S. A.; Lloyd, L. K.; Milam, D. F.; Padley, R. J. The Hytrin Community Assessment Trial Study: A One-Year Study of Terazosin Versus Placebo in the Treatment of Men with Symptomatic Benign Prostatic Hyperplasia. Urology 1996, 47, 159-168.
    • (1996) Urology , vol.47 , pp. 159-168
    • Roehrborn, C.G.1    Oesterling, J.E.2    Auerbach, S.3    Kaplan, S.A.4    Lloyd, L.K.5    Milam, D.F.6    Padley, R.J.7
  • 7
    • 0025144655 scopus 로고
    • Use of an alpha-1 blocker, YM617, in the treatment of benign prostatic hypertrophy
    • Kawabe, K.; Ueno, A.; Takimoto, Y.; Aso, Y.; Kato, H. YM617 Clinical Study Group. Use of an Alpha-1 Blocker, YM617, in the Treatment of Benign Prostatic Hypertrophy. J. Urol. 1990, 144, 908-912.
    • (1990) J. Urol. , vol.144 , pp. 908-912
    • Kawabe, K.1    Ueno, A.2    Takimoto, Y.3    Aso, Y.4    Kato, H.5
  • 8
    • 0029065459 scopus 로고
    • Discovery of alpha 1 a-adrenergic receptor antagonists based on the L-type Ca2+ channel antagonist niguldipine
    • Wetzel, J. M.; Miao, S. W.; Forray, C.; Borden, L. A.; Branchek, T. A.; Gluchowski, C. Discovery of alpha 1 a-adrenergic receptor Antagonists Based on the L-Type Ca2+ Channel Antagonist Niguldipine. J. Med. Chem. 1995, 38, 1579-1581.
    • (1995) J. Med. Chem. , vol.38 , pp. 1579-1581
    • Wetzel, J.M.1    Miao, S.W.2    Forray, C.3    Borden, L.A.4    Branchek, T.A.5    Gluchowski, C.6
  • 10
    • 0343888908 scopus 로고    scopus 로고
    • Design, synthesis and evaluation of dihydropyrimidinones as alpha 1A selective antagonists: 1. Identification of SNAP 5582 as a novel lead
    • Las Vegas, NV, September MEDI 82
    • Nagarathnam, D.; Miao, S. W.; Chiu, G.; Fang, J.; Gluchowski, C.; Forray, C. Design, Synthesis and Evaluation of Dihydropyrimidinones as alpha 1A selective Antagonists: 1. Identification of SNAP 5582 as a Novel Lead. Presented at the 214th National Meeting of the American Chemical Society, Las Vegas, NV, September 1997; MEDI 82.
    • (1997) 214th National Meeting of the American Chemical Society
    • Nagarathnam, D.1    Miao, S.W.2    Chiu, G.3    Fang, J.4    Gluchowski, C.5    Forray, C.6
  • 16
    • 0032524801 scopus 로고    scopus 로고
    • Unprecedented catalytic three component one-pot condensation reaction: An efficient synthesis of 5-alkoxycarbonyl-4-aryl-3,4-dihydropyrimidin-2(1H)-ones
    • Hu, E. H.; Sidler, D. R.; Dolling, U.-H. Unprecedented Catalytic Three Component One-Pot Condensation Reaction: An efficient Synthesis of 5-Alkoxycarbonyl-4-aryl-3,4-dihydropyrimidin-2(1H)-ones. J. Org. Chem. 1998, 63, 3454-3457.
    • (1998) J. Org. Chem. , vol.63 , pp. 3454-3457
    • Hu, E.H.1    Sidler, D.R.2    Dolling, U.-H.3
  • 17
    • 0343017483 scopus 로고    scopus 로고
    • Manuscript in preparation
    • (a) Ikemoto, N. Manuscript in preparation.
    • Ikemoto, N.1
  • 19
    • 0032542189 scopus 로고    scopus 로고
    • Expedient synthesis of 5-unsubstituted 3,4-dihydropyrimidin-2(1H)-ones
    • Steele, T. G.; Coburn, C. A.; Patane, M. A.; Bock, M. G. Expedient Synthesis of 5-Unsubstituted 3,4-Dihydropyrimidin-2(1H)-ones. Tetrahedron Lett. 1998, 39, 9315-9318.
    • (1998) Tetrahedron Lett. , vol.39 , pp. 9315-9318
    • Steele, T.G.1    Coburn, C.A.2    Patane, M.A.3    Bock, M.G.4
  • 20
    • 0343017482 scopus 로고    scopus 로고
    • note
    • The stereochemistry of 9a was assigned by (1) comparison of the optical rotation with the sample obtained from the partial enzymatic hydrolysis of 7a, which is assumed to proceed in a stereoregular manner and (2) relative potency of the final compounds containing this subunit.
  • 21
    • 0027205552 scopus 로고
    • 100 years of the biginelli dihydropyrimidine synthesis
    • Kappe, C. O. 100 Years of the Biginelli Dihydropyrimidine Synthesis. Tetrahedron 1993, 49, 6937-6963.
    • (1993) Tetrahedron , vol.49 , pp. 6937-6963
    • Kappe, C.O.1
  • 22
    • 0343888906 scopus 로고    scopus 로고
    • note
    • 1D described the pharmacologically characterized receptors; see refs 5 and 6.
  • 25
    • 0029796961 scopus 로고    scopus 로고
    • Synthesis and in vitro characterization of N-[5-(4,5-dihydro-1H-imidazol-2-yl)-2-hydroxy-5,6,7,8-tetrahydronaphthalen-1-yl] methanesulfonamide and its enantiomers: A novel selective α1A receptor agonist
    • (b) Meyer, M. D.; Altenbach, R. J.; Hancock, A.; Buckner, S. A.; Knepper, S. M.; Kerwin, J. F. Synthesis and in Vitro Characterization of N-[5-(4,5-Dihydro-1H-imidazol-2-yl)-2-hydroxy-5,6,7,8-tetrahydronaphthalen-1-yl] methanesulfonamide and its Enantiomers: A Novel Selective α1A Receptor Agonist. J. Med. Chem. 1996, 39, 4116-4119.
    • (1996) J. Med. Chem. , vol.39 , pp. 4116-4119
    • Meyer, M.D.1    Altenbach, R.J.2    Hancock, A.3    Buckner, S.A.4    Knepper, S.M.5    Kerwin, J.F.6
  • 26
    • 0025311288 scopus 로고
    • Epithelial transport of drugs in cell culture. I: A model for studying the passive diffusion of drugs over intestinal absorbtive (Caco-2) cells
    • Artursson, P. Epithelial Transport of Drugs in Cell Culture. I: A Model for Studying the Passive Diffusion of Drugs over Intestinal Absorbtive (Caco-2) Cells. J. Pharm. Sci. 1990, 79, 476-482.
    • (1990) J. Pharm. Sci. , vol.79 , pp. 476-482
    • Artursson, P.1
  • 28
    • 0028961804 scopus 로고
    • Pharmacological antagonism of alpha-adrenergic agonist increases in canine intra-urethral pressure in vivo
    • Brune, M. E.; Buckner, S. A.; Polakowski, J.; Kerwin, J. F., Jr.; Hancock, A. A. Pharmacological Antagonism of Alpha-adrenergic Agonist Increases in Canine Intra-Urethral Pressure in vivo. Drug Dev. Res. 1995, 34, 267-275.
    • (1995) Drug Dev. Res. , vol.34 , pp. 267-275
    • Brune, M.E.1    Buckner, S.A.2    Polakowski, J.3    Kerwin J.F., Jr.4    Hancock, A.A.5


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.