Synthesis and adrenolytic activity of 1-(1H-indol-4-yloxy)-3-{[2-(2-methoxyphenoxy)ethyl]amino}propan-2-ol and its enantiomers. Part 1

被引：19
|
作者：
Groszek, Grazyna [1 ]
Bednarski, Marek [2 ]
Dybala, Malgorzata [3 ]
Filipek, Barbara [2 ]
机构：
[1] Rzeszow Univ Technol, Fac Chem, PL-35959 Rzeszow, Poland
[2] Jagiellonian Univ, Coll Med, Lab Pharmacol Screening, PL-30689 Krakow, Poland
[3] Jagiellonian Univ, Coll Med, Dept Pharmacobiol, PL-30689 Krakow, Poland
来源：
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY | 2009年 / 44卷 / 02期
关键词：
alpha(1)-; alpha(2)-; beta(1)-Adrenoceptor antagonist; Antiarrhythmic; hypotensive and spasmolytic activities; Synthesis; CARVEDILOL BLOCKS; CURRENTS;
D O I：
10.1016/j.ejmech.2008.05.019
中图分类号：
R914 [药物化学];
学科分类号：
100701 ;
摘要：
The synthesis of (2RS)-1-(1H-indol-4-yloxy)-3-{[2-(2-methoxyphenoxy)ethyl]amino}propan-2-ol ((RS)-9) and its enantiomers has been described and tested for electrocardiographic, antiarrhythmic, hypotensive and spasmolytic activities as well as for alpha(1), alpha(2)- and beta(1)-adrenoceptors' binding affinities. All compounds significantly decrease systolic and diastolic blood pressure, and possess antiarrhythmic activity and affinity to alpha(1), alpha(2)- and beta(1)-adrenoceptors. The results suggest that the antiarrhythmic and hypotensive effects of these compounds are related to their adrenolytic but not spasmolytic properties. (c) 2008 Elsevier Masson SAS. All rights reserved.
引用
收藏
页码：809 / 817
页数：9
相关论文
共 50 条
  • [41] (E)-1-[2-(2-Nitrostyryl)-1-phenylsulfonyl-1H-indol-3-yl]propan-1-one
    Kanchanadevi, J.
    Anbalagan, G.
    Saravanan, V.
    Mohanakrishnan, A. K.
    Gunasekaran, B.
    Manivannan, V.
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2014, 70 : 0148 - +
  • [42] 1-Methylamino-3-(2,4,6-trimethylphenyl)propan-2-ol
    Maharramov, Abel M.
    Khalilov, Ali N.
    Gurbanov, Atash V.
    Allakhverdiev, Mirze A.
    Ng, Seik Weng
    ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2011, 67 : O784 - U1509
  • [43] CHEMISTRY OF BAKERS-YEAST REDUCTION PRODUCTS - USE OF OPTICALLY-ACTIVE (S)-(+)-1-(PARA-TOLUENESULFONYL)PROPAN-2-OL AND (S)-(+)-1-(PHENYLSULFONYL)PROPAN-2-OL IN SYNTHESIS
    KOZIKOWSKI, AP
    MUGRAGE, BB
    LI, CS
    FELDER, L
    TETRAHEDRON LETTERS, 1986, 27 (40) : 4817 - 4820
  • [44] Bis{1-[bis(2-aminoethyl)amino]propan-2-ol} nickel(II) bis(perchlorate)
    Qian, Bao-Hua
    Zhang, Zhen-Ming
    Lu, Lu-De
    Yang, Xu-Jie
    Wang, Xin
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2007, 63 : M2754 - U1144
  • [45] Synthesis of 2-(6-substituted quinolin-4-yl)-1-(4-aryl-1H-1,2,3-triazol-1-yl) propan-2-ol as potential antifungal and antitubercular agents
    Shinde, Abhijit
    Thakare, Prashant P.
    Nandurkar, Yogesh
    Bhoye, Manish
    Chavan, Abhijit
    Mhaske, Pravin C.
    EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY REPORTS, 2023, 7
  • [46] Digyaindoleacid A: 2-(1-(4-Hydroxyphenyl)-3-oxobut-1-en-2-yloxy)-3-(1H-indol-3-yl)propanoic Acid, a Novel Indole Alkaloid
    Kwain, Samuel
    Tetevi, Gilbert Mawuli
    Mensah, Thomas
    Camas, Anil Sazak
    Camas, Mustafa
    Dofuor, Aboagye Kwarteng
    Azerigyik, Faustus Akankperiwen
    Deng, Hai
    Jaspars, Marcel
    Kyeremeh, Kwaku
    MOLBANK, 2019, 2019 (03)
  • [47] Isolation of 1-(3′,4′-Dihydroxyphenyl)-3-(2",4",6"-trihydroxyphenyl)-propan-2-ol from Grape Seed Extract and Evaluation of its Antioxidant and Antispasmodic Potential
    Glensk, Michal
    Hurst, William J.
    Glinski, Vitold B.
    Bednarski, Marek
    Glinski, Jan A.
    MOLECULES, 2019, 24 (13):
  • [48] Selective synthesis of 3-[1-(organylsulfanyl)ethyl]- and 3-[2-(organylsulfanyl)ethyl]-5-chloro-1H-pyrazoles
    D. O. Samultsev
    E. V. Rudyakova
    G. G. Levkovskaya
    Russian Journal of Organic Chemistry, 2012, 48 : 1388 - 1389
  • [49] Selective synthesis of 3-[1-(organylsulfanyl)ethyl]- and 3-[2-(organylsulfanyl)ethyl]-5-chloro-1H-pyrazoles
    Samultsev, D. O.
    Rudyakova, E. V.
    Levkovskaya, G. G.
    RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2012, 48 (10) : 1388 - 1389
  • [50] Synthesis and in vitro antifungal evaluation of 2-(2,4-difluorophenyl)-1-[(1H-indol-3-ylmethyl)methylamino]-3-(1H-1,2,4-triazol-1-yl)propan-2-ols
    Guillon, Remi
    Loge, Cedric
    Pagniez, Fabrice
    Ferchaud-Roucher, Veronique
    Duflos, Muriel
    Picot, Carine
    Le Pape, Patrice
    JOURNAL OF ENZYME INHIBITION AND MEDICINAL CHEMISTRY, 2011, 26 (02) : 261 - 269
12345