Synthesis and antimicrobial activity of 2,4-diaryl-2,3-dihydrobenzo[b][1,4]thiazepines

被引:10
|
作者
Kumar, Mahendra [1 ]
Sharma, Kailash [1 ]
Fogla, Ankur Kumar [1 ]
Sharma, Kanika [2 ]
Rathore, Madhu [2 ]
机构
[1] Univ Rajasthan, Dept Chem, Jaipur 302055, Rajasthan, India
[2] Mohanlal Sukhadia Univ, Dept Bot, Udaipur 313001, India
关键词
2-Aminobenzenethiols; 1,3-Diaryl-2-propen-1-ones; 2,4-Diaryl-2 3-Dihydrobenzo[b][1,4]thiazepines; Chalcones; Antimicrobial activity; CHALCONE DERIVATIVES; 1,5-BENZOTHIAZEPINE; HETEROCYCLES; INHIBITORS;
D O I
10.1007/s11164-012-0782-8
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A new series of structurally diverse 2,3-dihydrobenzo[b][1,4]thiazepines (2,3-dihydro-1,5-benzothiazepines) with substituted phenyl groups at C(2) and C(4) have been synthesized by reaction of 3-(5-bromo-2-methoxyphenyl)-1-arylpropen-1-ones with 2-aminobenzenethiols. The structures of all the synthesized compounds were confirmed by their analytical and spectral data (IR, H-1 NMR, C-13 NMR). All the synthesized compounds were evaluated for antibacterial and antifungal activity against a variety of bacterial and fungal strains and interesting results were obtained. Some of the compounds had antibacterial and antifungal activity comparable to that of ciprofloxacin and fluconazole.
引用
收藏
页码:2555 / 2564
页数:10
相关论文
共 50 条
  • [1] Synthesis and antimicrobial activity of 2,4-diaryl-2,3-dihydrobenzo[b][1,4]thiazepines
    Mahendra Kumar
    Kailash Sharma
    Ankur Kumar Fogla
    Kanika Sharma
    Madhu Rathore
    Research on Chemical Intermediates, 2013, 39 : 2555 - 2564
  • [2] 2,4-DIARYL-2,3-DIHYDROBENZO[B][1,4]-THIAZEPINES
    ORLOV, VD
    KOLOS, NN
    RUZHITSKAYA, NN
    KHIMIYA GETEROTSIKLICHESKIKH SOEDINENII, 1983, (12): : 1638 - 1642
  • [3] Dynamic kinetic asymmetric transfer hydrogenation of racemic 2,4-diaryl-2,3-dihydrobenzo[b][1,4]diazepines catalyzed by chiral phosphoric acids
    Han, Zhi-Yong
    Xiao, Han
    Gong, Liu-Zhu
    BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2009, 19 (14) : 3729 - 3732
  • [4] Synthesis and glycogen phosphorylase inhibitor activity of 2,3-dihydrobenzo[1,4]dioxin derivatives
    Juhasz, Laszlo
    Docsa, Tibor
    Brunyaszki, Attila
    Gergely, Pal
    Antus, Sandor
    BIOORGANIC & MEDICINAL CHEMISTRY, 2007, 15 (12) : 4048 - 4056
  • [5] Synthesis of 2,3-Dihydrobenzo[1,4]dithiin-Fused Porphyrins
    Jin, Guangnan
    Okujima, Tetsuo
    Hashimoto, Yusuke
    Yamada, Hiroko
    Uno, Hidemitsu
    Ono, Noboru
    PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 2010, 185 (5-6) : 1108 - 1116
  • [6] SYNTHESIS OF 1,4-DIARYL-2,3-DIFORMYLBUTADIENES
    ELGENDY, AM
    MALLOULI, A
    LEPAGE, Y
    SYNTHESIS-STUTTGART, 1980, (11): : 898 - 899
  • [7] SYNTHESIS OF 2,3-DIHYDROBENZO[B]FURANS
    BOCKELMANN, J
    FANGHANEL, E
    GROSSMANN, N
    PFEIFER, D
    ZEITSCHRIFT FUR CHEMIE, 1986, 26 (04): : 154 - 154
  • [8] Preparation of 4-(1-alkyl-benzo[d]imidazole-2-yl)-2-phenyl-2,3-dihydrobenzo(b)[1,4]thiazepines
    Dubey, PK
    Naidu, A
    Kumar, CR
    Reddy, PVVP
    INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 2003, 42 (07): : 1701 - 1705
  • [9] Directed synthesis of fluorine containing 2,3-dihydrobenzo[b][1,4]oxathiine derivatives from polyfluoroarenes
    Politanskaya, Larisa
    Tretyakov, Evgeny
    JOURNAL OF FLUORINE CHEMISTRY, 2020, 236
  • [10] Stereospecific synthesis of chiral tetrahydroquinoxaline, 2,3-dihydrobenzo[1,4]dioxin and 2,3-dihydro-naphtho[2,3-b][1,4]-dioxin derivatives
    Abdel-Jalil, RJ
    Shah, STA
    Khan, KM
    Voelter, W
    LETTERS IN ORGANIC CHEMISTRY, 2005, 2 (03) : 238 - 241