4,10-dihydro-5H-thieno[3,2-c][1]benzazepine derivatives and 9,10-dihydro-4H-thieno[2,3-c][1]benzazepine derivatives as orally active arginine vasopressin receptor antagonists

被引:13
|
作者
Aranapakam, V [1 ]
Albright, JD [1 ]
Grosu, GT [1 ]
Chan, PS [1 ]
Coupet, J [1 ]
Saunders, T [1 ]
Ru, X [1 ]
Mazandarani, H [1 ]
机构
[1] Wyeth Ayerst Res, Pearl River, NY 10965 USA
关键词
D O I
10.1016/S0960-894X(99)00278-4
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
Synthesis and structure-activity relationships (SAR) of arginine vasopressin receptor (AVP) antagonists are described. Potent and orally active compounds are prepared when tricyclic 10,11-dihydro-5H-pyrrolo[2,1-c][1,4]benzodiazepine moiety in VPA-985 1 is replaced with a compound 7 or 12. (C) 1999 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:1733 / 1736
页数:4
相关论文
共 50 条
  • [31] THE SYNTHESIS OF NOVEL POLYCYCLIC HETEROCYCLIC RING-SYSTEMS VIA PHOTOCYCLIZATION .1. THIENO[3',2'-4,5]THIENO[2,3-C]QUINOLINE AND THIENO[2',3'-4,5]THIENO[2,3-C]QUINOLINE
    CASTLE, SL
    LUO, JK
    KUDO, H
    CASTLE, RN
    LEE, ML
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 1988, 25 (05) : 1363 - 1365
  • [32] 4,4-difluoro-5-methylene-2,3,4,5-tetrahydro-1H-1-benzazepine derivatives: Highly potent and selective antagonists of arginine vasopressin V1A receptor.
    Shimada, Y
    Taniguchi, N
    Matsuhisa, A
    Akane, H
    Kawano, N
    Yatsu, T
    Tanaka, A
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1997, 214 : 203 - MEDI
  • [33] Synthesis, photochemical synthesis and antitumor evaluation of novel derivatives of thieno[3′,2′:4,5]thieno[2,3-c]quinolones
    DoganKoruznjak, J
    Slade, N
    Zamola, B
    Pavelic, K
    Karminski-Zamola, G
    CHEMICAL & PHARMACEUTICAL BULLETIN, 2002, 50 (05) : 656 - 660
  • [34] Five 3,4-dihydro-2H,5H-pyrano[3,2-c][1]benzopyran-5-one derivatives
    Casalone, G
    Pilati, T
    Binello, A
    ACTA CRYSTALLOGRAPHICA SECTION C-CRYSTAL STRUCTURE COMMUNICATIONS, 1998, 54 : 1042 - 1047
  • [35] SYNTHESIS OF SOME 4-OXO-1-PHENYL-5,6-DIHYDRO-1H,4H-PYRANO[2,3-C]PYRAZOLE DERIVATIVES
    CHANTEGREL, B
    NADI, AI
    GELIN, S
    SYNTHESIS-STUTTGART, 1983, (10): : 844 - 845
  • [36] Synthesis of 2-(trifluoromethyl)-1,2-dihydro-4H-thieno[2,3-c] chromen-4-ones and 2-(tri-fluoromethyl)-4H-thieno[2,3-c] chromen-4-ones from 2-tirifluoromethylchromones and ethyl mercaptoacetate
    Sosnovskikh, VY
    Usachev, BI
    Sevenard, DV
    Röschenthaler, GV
    TETRAHEDRON, 2003, 59 (15) : 2625 - 2630
  • [37] SYNTHESIS OF 4-THIOXO-, 2,3-DIHYDROIMIDAZO[1,2-C]- AND 3,4-DIHYDRO-2H-PYRIMIDO[1,2-C]-ANELLATED PYRIDO[3',2'/4,5]THIENO[2,3-E]PYRIMIDINES FROM PYRIDOTHIENOTHIAZINETHIONE DERIVATIVES BY CYCLIC TRANSFORMATION REACTION
    LEISTNER, S
    BOHM, N
    VIEWEG, H
    WAGNER, G
    PHARMAZIE, 1992, 47 (05): : 333 - 335
  • [38] INTRAMOLECULAR CYCLIZATION OF ARYLALKYL ISOTHIOCYANATES .3. SYNTHESIS OF 4,5-DIHYDRO-3H-2-BENZAZEPINES AND 7,8-DIHYDRO-6H-THIENO[3,2-C]-AZEPINES
    DAVIES, RV
    IDDON, B
    PICKERING, MW
    SUSCHITZKY, H
    GALLAGHER, PT
    GITTOS, MW
    ROBINSON, MD
    JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1977, (21): : 2357 - 2364
  • [39] Synthesis and total H-1-NMR assignment of naphtho[1',2':4,5]thieno[2,3-c][1,10]phenanthroline and naphtho[2',1':4,5]thieno[2,3-c][1,10]phenanthroline
    Halverson, AP
    Castle, LW
    Castle, RN
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 1996, 33 (01) : 179 - 183
  • [40] Structure-activity relationships of 2-arylamido-5,7-dihydro-4H-thieno[2,3-c] pyran-3-carboxamide derivatives as cannabinoid receptor agonists and their analgesic action
    Thur, Yithachu
    Bhalerao, Amit
    Munshi, Zaki
    Pansare, Nisha
    Mann, Klaus
    Hanauer, Guido
    Kley, Hans-Peter
    Nappe, Sandra
    Weiss-Haljiti, Cornelia
    Ostermann, Claude
    Zitt, Christof
    Schaefer, Michaela
    Mondal, Dibyendu
    Siddiki, Afsar Ali
    Armugam, Velavan
    Gudaghe, Vinod
    Gupta, Mahendra
    Rayudu, Pramila
    Dautzenberg, Frank M.
    Das Sarma, Koushik
    BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2012, 22 (24) : 7314 - 7321