Design, Synthesis and Structure-Activity Relationship Studies of 6-Phenyl-4,5-dihydro-3(2H)-pyridazinone Derivatives as Cardiotonic Agents

被引:0
|
作者
Wang, Teng [1 ,2 ]
Dong, Ying [1 ,2 ]
Wang, Li-Chen [2 ]
Xiang, Bing-Ren [1 ]
Chen, Zhen [3 ]
Qu, Ling-Bo [4 ]
机构
[1] China Pharmaceut Univ, Ctr Instrumental Anal, Nanjing 210009, Jiangsu, Peoples R China
[2] China Pharmaceut Univ, Dept Organ Chem, Nanjing 210009, Jiangsu, Peoples R China
[3] China Pharmaceut Univ, Dept Pharmacol, Nanjing 210009, Jiangsu, Peoples R China
[4] Zhengzhou Univ, Dept Chem, Zhengzhou 450052, Peoples R China
来源
ARZNEIMITTELFORSCHUNG-DRUG RESEARCH | 2008年 / 58卷 / 11期
关键词
Cardiotonic agents; CAS; 141505-33-1; Levosimendan; 3(2H)-Pyridazinones; cardiotonic activity; structure-activity relationship; synthesis;
D O I
暂无
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
Based on our previous study, a variety of 12 novel 6-phenyl-4,5-dihydro-3(2H)-pyridazinone derivatives were synthesized. The structures attributed to the compounds were elucidated using IR, H-1-NMR and mass spectra. The cardiotonic activities of these compounds were assessed by Straub's perfusion method and a clear cardiotonic effect was shown for compounds 1c (2,3-dichloro-N-(4-(4-methyl-6-oxo-1,4,5,6-tetrahydropyridazin-3-yl)phenyl) benzamide), id (4-amino-3-methyl-N-(4-(4-methyl6-oxo-1,4,5,6-tetrahydropyridazin-3-yl) phenyl)benzamide), 2a (3-methyl-4-nitro-N-(4-(6-oxo-1,4,5,6-tetrahydro- pyridazin-3-yl)phenyl)benzamide) and 2d (4-amino-3-methyl-N-(4-(6-oxo-1,4,5,6-tetrahydropyridazin-3-yl)phenyl) benzamide) when compared to another 3(2H)-pyridazinone derivative, levosimendan (CAS 141505-33-1). The structure-activity relationships of the compounds were studied using the rough sets theory.
引用
收藏
页码:569 / 573
页数:5
相关论文
共 50 条
  • [11] SYNTHESIS OF 6-SUBSTITUTED-4,5-DIHYDRO-3(2H)-PYRIDAZINONES
    BARALDI, PG
    CHIARINI, A
    LEONI, A
    MANFREDINI, S
    SIMONI, D
    ZANIRATO, V
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 1990, 27 (03) : 557 - 561
  • [12] STUDIES ON PYRIDAZINONE DERIVATIVES .12. SYNTHESIS AND ANALGESIC ACTIVITY OF 2-PHENYL-3(2H)-PYRIDAZINONE DERIVATIVES
    TAKAYA, M
    YAKUGAKU ZASSHI-JOURNAL OF THE PHARMACEUTICAL SOCIETY OF JAPAN, 1987, 107 (11): : 910 - 913
  • [13] 6-Phenyl-4,5-dihydropyridazin-3(2H)-one
    Abourichaa, S
    Benchat, N
    Anaflous, A
    Melhaoui, A
    Ben-Hadda, T
    Oussaid, B
    El Bali, B
    Bolte, M
    ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2003, 59 : O802 - O803
  • [14] 6-(4-Aminophenyl)-4,5-dihydro-3(2H)-pyridazinone - An important chemical moiety for development of cardioactive agents: A review
    Imran, Mohd
    Abida
    TROPICAL JOURNAL OF PHARMACEUTICAL RESEARCH, 2016, 15 (07) : 1579 - 1590
  • [15] 3(2H)-pyridazinone derivatives: Synthesis, in-silico studies, structure-activity relationship and in-vitro evaluation for acetylcholinesterase enzyme inhibition
    Col, Oemer Faruk
    Bozbey, Irem
    Turkmenoglu, Burcin
    Uysal, Mehtap
    JOURNAL OF MOLECULAR STRUCTURE, 2022, 1261
  • [16] STUDIES ON PYRIDAZINONE DERIVATIVES .10. SYNTHESIS OF 4,5-DIHYDRO-2,6-DISUBSTITUTED-3(2H)-PYRIDAZINONE DERIVATIVES, AND THEIR DIURETIC AND HYPOTENSIVE ACTIVITIES
    TAKAYA, M
    YAMADA, T
    YAMAGUCHI, A
    YAKUGAKU ZASSHI-JOURNAL OF THE PHARMACEUTICAL SOCIETY OF JAPAN, 1979, 99 (02): : 211 - 216
  • [17] INHIBITION OF CARDIAC PHOSPHODIESTERASE-III BY THE NOVEL CARDIOTONIC AGENT 6-[4-(4'-PYRIDYL)AMINOPHENYL]-4,5-DIHYDRO-3(2H)-PYRIDAZINONE HYDROCHLORIDE
    SELLIN, LC
    ALAJOUTSIJARVI, A
    TORNQUIST, K
    FRASER, M
    PIPPURI, A
    OJALA, I
    ARZNEIMITTELFORSCHUNG-DRUG RESEARCH, 1988, 38-2 (12): : 1787 - 1789
  • [18] CARDIOVASCULAR PHARMACOLOGY OF 6-[4-(4'-PYRIDYL)AMINOPHENYL]-4,5-DIHYDRO-3(2H)-PYRIDAZINONE HYDROCHLORIDE, A NOVEL AND POTENT CARDIOTONIC AGENT WITH VASODILATOR PROPERTIES
    NARIMATSU, A
    KITADA, Y
    SATOH, N
    SUZUKI, R
    OKUSHIMA, H
    ARZNEIMITTELFORSCHUNG-DRUG RESEARCH, 1987, 37-1 (04): : 398 - 406
  • [19] Synthesis of diverse 4,5-dihydro-3(2H)-pyridazinones on Wang resin
    Gouault, N
    Cupif, JF
    Picard, S
    Lecat, A
    David, M
    JOURNAL OF PHARMACY AND PHARMACOLOGY, 2001, 53 (07) : 981 - 985
  • [20] Synthesis of some new 4,5-dihydro-6-(4-methoxy-3-methylphenyl)-3(2H)-pyridazinone derivatives
    Soliman, Mohamed H. A.
    El-Sakka, Sahar S.
    AFINIDAD, 2010, 67 (548) : 316 - 319