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Synthesis and antimicrobial activity of new urea and thiourea derivatives of (2′-(1H-tetrazol-5-yl)biphenyl-4-yl)methanamine

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Abstract

Synthesis of a series of novel urea and thiourea derivatives of (2′-(1H-tetrazol-5-yl)biphenyl-4-yl)methanamine (valsartan intermediate) (1) was accomplished by reaction of 1 with various substituted aryl isocyanates and aryl isothiocyanates in presence of N,N-dimethylpiperazine (DMP). All synthesized compounds were evaluated for their antibacterial and antifungal activities and their minimum inhibitory concentration (MIC) values determined. A few of the title compounds showed good in vitro antibacterial activity against Staphylococcus aureus, Pseudomonas aeruginosa, and Escherichia coli. The title compounds also exhibited high antifungal activity. The title compounds were characterized by infrared (IR), 1H and 13C nuclear magnetic resonance (NMR), and mass spectral data.

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Acknowledgements

P.V. is grateful to UGC for sanctioning a BSR Fellowship. Sudha mani Hasti is very much greatful to DST INSPIRE fellowship (grant no. IF130626).

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Authors and Affiliations

  1. Department of Chemistry, Sri Venkateswara University, Tirupati, A.P., 517502, India

    Pandreti Vedavathi, Hasti Sudhamani & Chamarthi Naga Raju

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  1. Pandreti Vedavathi
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  3. Chamarthi Naga Raju
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Correspondence to Chamarthi Naga Raju.

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Vedavathi, P., Sudhamani, H. & Raju, C.N. Synthesis and antimicrobial activity of new urea and thiourea derivatives of (2′-(1H-tetrazol-5-yl)biphenyl-4-yl)methanamine. Res Chem Intermed 43, 3251–3263 (2017). https://doi.org/10.1007/s11164-016-2823-1

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