Synthesis of New Thieno[2,3-b]pyridine Derivatives Based on Fused Thiophenes

被引：3
作者：
Paronikyan, E. G. [1 ]
Harutyunyan, A. S. [1 ]
Paronikyan, R. G. [1 ]
机构：
[1] Natl Acad Sci Armenia, Sci Technol Ctr Organ & Pharmaceut Chem, Yerevan 0014, Armenia
来源：
RUSSIAN JOURNAL OF ORGANIC CHEMISTRY | 2020年 / 56卷 / 03期
关键词：
thiophene; thieno[2,3-c]pyranes; thieno[2,3-b]pyridines; pyrano[4 ',3 ':4,5]thieno[2,3-b]pyridines; anticonvulsant activity;
D O I：
10.1134/S1070428020030094
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Conditions for the Gewald synthesis of 2-amino-5,5-dimethyl-4,7-dihydro-5H-thieno[2,3-c]pyrans from 2,2-dimethyltetrahydropyran-4-ones have been optimized, and the yields have been improved. A procedure has been developed for the synthesis of new pyrano[4',3':4,5]thieno[2,3-b]pyridines by the Thorpe-Ziegler reaction of thieno[2,3-c]pyrans. Anticonvulsant activity of the synthesized compounds was studied.
引用
收藏
页码：422 / 428
页数：7
相关论文
共 17 条
  • [1] Design, synthesis and docking study of pyridine and thieno[2,3-b] pyridine derivatives as anticancer PIM-1 kinase inhibitors
    Abdelaziz, Marwa E.
    El-Miligy, Mostafa M. M.
    Fahmy, Salwa M.
    Mahran, Mona A.
    Hazzaa, Aly A.
    [J]. BIOORGANIC CHEMISTRY, 2018, 80 : 674 - 692
  • [2] Thieno[2,3-b]pyridine derivatives are potent anti-platelet drugs, inhibiting platelet activation, aggregation and showing synergy with aspirin
    Binsaleh, Naif K.
    Wigley, Catherine A.
    Whitehead, Kathryn A.
    van Rensburg, Michelle
    Reynisson, Johannes
    Pilkington, Lisa I.
    Barker, David
    Jones, Sarah
    Dempsey-Hibbert, Nina C.
    [J]. EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2018, 143 : 1997 - 2004
  • [3] Synthesis and Properties of 4,6-Dimethyl-5-pentyl-2-thioxo-1,2-dihydropyridine-3-carbonitrile and 3-Amino-4,6-dimethyl-5-pentylthieno[2,3-b]pyridines
    Buryi, D. S.
    Dotsenko, V. V.
    Aksenov, N. A.
    Aksenova, I., V
    Krivokolysko, S. G.
    Dyadyuchenko, L., V
    [J]. RUSSIAN JOURNAL OF GENERAL CHEMISTRY, 2019, 89 (08) : 1575 - 1585
  • [4] 2-AMINO-THIOPHENE AUS METHYLENAKTIVEN NITRILEN CARBONYLVERBINDUNGEN UND SCHWEFEL
    GEWALD, K
    SCHINKE, E
    BOTTCHER, H
    [J]. CHEMISCHE BERICHTE-RECUEIL, 1966, 99 (01): : 94 - &
  • [5] DBU Promoted Facile Synthesis of New Thieno[2,3-b]pyridine/quinoline Derivatives and Their Antimicrobial Evaluation
    Kumar, Chebolu Naga Sesha Sai Pavan
    Srihari, Ejjirothu
    Ravinder, Mettu
    Kumar, Koochana Pranay
    Murthy, U. S. N.
    Rao, Vaidya Jayathirtha
    [J]. JOURNAL OF HETEROCYCLIC CHEMISTRY, 2013, 50 : E131 - E135
  • [6] SYNTHESIS OF 4-AMINOTHIENO[2,3-B]PYRIDINE-5-CARBOXYLIC ACIDS
    LALEZARI, I
    [J]. JOURNAL OF HETEROCYCLIC CHEMISTRY, 1979, 16 (03) : 603 - 604
  • [7] Inhibition of eEF2-K by thieno[2,3-b]pyridine analogues
    Lockman, Jeffrey W.
    Reeder, Matthew D.
    Suzuki, Kazuyuki
    Ostanin, Kirill
    Hoff, Ryan
    Bhoite, Leena
    Austin, Harry
    Baichwal, Vijay
    Willardsen, J. Adam
    [J]. BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2010, 20 (07) : 2283 - 2286
  • [8] New approaches for the synthesis of pyrazole, thiophene, thieno[2,3-b]pyridine, and thiazole derivatives together with their anti-tumor evaluations
    Mohareb, Rafat M.
    Abdallah, Amira E. M.
    Abdelaziz, Mahmoud A.
    [J]. MEDICINAL CHEMISTRY RESEARCH, 2014, 23 (02) : 564 - 579
  • [9] Synthesis of new thieno[2,3-b]pyridine derivatives as pim-1 inhibitors
    Naguib, Bassem H.
    El-Nassan, Hala B.
    [J]. JOURNAL OF ENZYME INHIBITION AND MEDICINAL CHEMISTRY, 2016, 31 (06) : 1718 - 1725
  • [10] NORAVYAN AS, 1977, PHARM CHEM J, V11, P1038, DOI 10.1007/BF00778174
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