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Synthesis and Antimicrobial Activity of Amines and Imines with a Cycloheptatriene Fragment

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N-Benzylidene-4-(1-cyclohepta-2,4,6-trienyl)aniline (IIIa), N-(4-bromophenylmethylene)-41-(1-cyclohepta-2,4,6-trienyl)aniline (IIIb), and N-(4-methoxyphenylmethylene)-41-(1-cyclohepta-2,4,6-trienyl)aniline (IIIc) were prepared by tropylation of the corresponding imines. 4-(5-Dibenzo[a,d]cyclohepten-5-yl)aniline (V) was prepared by the reaction of aniline with dibenzosuberenole (VI); N-benzylidene-4-(5-dibenzo[a,d]cyclohepten-5-yl)aniline (IV), from benzalaniline and V. A study of the antimycobacterial activity of the synthesized compounds showed that IIIa, IIIc, and IV exhibited inhibiting activity against Staphylococcus aureus at concentrations >1000 μg/mL. Compounds IIIa and V at concentrations of 1000 μg/mL inhibited growth of E. coli and Candida albicans, respectively.

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Authors and Affiliations

  1. Perm State Agricultural Academy, Perm, 614000, Russia

    L. P. Yunnikova & T. A. Akent’eva

  2. Institute of Natural Sciences, Perm State University, Perm, 614990, Russia

    G. A. Aleksandrova

Authors
  1. L. P. Yunnikova
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  2. T. A. Akent’eva
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  3. G. A. Aleksandrova
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Corresponding author

Correspondence to L. P. Yunnikova.

Additional information

Translated from Khimiko-farmatsevticheskii Zhurnal, Vol. 46, No. 12, pp. 27–29, December, 2012.

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Yunnikova, L.P., Akent’eva, T.A. & Aleksandrova, G.A. Synthesis and Antimicrobial Activity of Amines and Imines with a Cycloheptatriene Fragment. Pharm Chem J 46, 723–725 (2013). https://doi.org/10.1007/s11094-013-0878-5

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  • DOI: https://doi.org/10.1007/s11094-013-0878-5

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