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Efficient synthesis, antioxidant and antimicrobial profiles of 2-(arylamino)- and 2-(heteroarylamino)- 1,3,4,2λ5-dioxazaphosphinin-2-ones

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Chemistry of Heterocyclic Compounds Aims and scope

Synthesis of 5,6-diphenyl-6H-1,3,4,2λ5-dioxazaphosphinin-2-ones having an amino substituent at phosphorus atom has been accomplished in two steps. It involves the preparation of 2-chloro intermediate and its subsequent reaction with various aromatic or heterocyclic amines in dry tetrahydrofuran and triethylamine at reflux temperature. These compounds were characterized by IR, 1H, 13C, and 31P NMR spectroscopy and mass spectrometry, and elemental analysis. All the title compounds were screened for antioxidant properties by 1,1-diphenyl-2-picrylhydrazyl radical scavenging assay, reducing power assay, and lipid peroxidation assay. The tested compounds exhibited potent dose-dependent in vitro antioxidant activity, as well as a significant antimicrobial activity.

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The authors express their grateful thanks to Prof. C. D. Reddy, Department of Chemistry, Sri Venkateswara University, Tirupati, for his helpful discussions and to the Council of Scientific and Industrial Research (CSIR), New Delhi, India, for providing financial assistance (S. No.: 02(0137)/13/EMR-II, dated 12-04-2013).

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Authors and Affiliations

  1. Sri Venkateswara University, Tirupati, 517 502, India

    K. Uma Maheswara Rao, S. Santhi Sudha, B. Satheesh Krishna, P. Ramamohan & C. Suresh Reddy

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  1. K. Uma Maheswara Rao
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  2. S. Santhi Sudha
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  3. B. Satheesh Krishna
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  4. P. Ramamohan
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  5. C. Suresh Reddy
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Correspondence to C. Suresh Reddy.

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Published in Khimiya Geterotsiklicheskikh Soedinenii, 2015, 51(2), 194–198

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Rao, K.U.M., Sudha, S.S., Krishna, B.S. et al. Efficient synthesis, antioxidant and antimicrobial profiles of 2-(arylamino)- and 2-(heteroarylamino)- 1,3,4,2λ5-dioxazaphosphinin-2-ones. Chem Heterocycl Comp 51, 194–198 (2015). https://doi.org/10.1007/s10593-015-1680-y

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  • DOI: https://doi.org/10.1007/s10593-015-1680-y

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