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Efficient synthesis of chromeno[2,3-c]pyrazolyl-pyrazolol(s) in hydrotropic solution and their anti-infective potential

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Abstract

We report synthesis of chromeno[2,3-c]pyrazolyl-pyrazolol(s) with anti-infective potential in aq. sodium p-toluenesulfonate (NaPTS) hydrotropic solution under ultrasound irradiation at room temperature. Salicylaldehyde (1 mmol), on reaction with 1-phenyl-3-methyl-5-pyrazolone (2 mmol), yielded chromeno[2,3-c]pyrazolyl-pyrazolol(s). Knoevenagel reaction, Michael reaction, intramolecular cyclization, followed by dehydration are key steps involved in the present synthetic protocol. The synthesized compounds were screened for their antimicrobial potential, and molecular docking studies were performed to establish their possible mode of action.

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Synthesis of chromeno-[2,3-c]pyrazolyl-pyrazolol(s)

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Acknowledgements

We gratefully acknowledge financial support from the University Grants Commission (UGC) for BSR-SAP fellowship no. F.7-183/2007(BSR), dated 27 January 2014, New Delhi, India.

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Authors and Affiliations

  1. Department of Chemistry, Shivaji University, Kolhapur, M.S., 416004, India

    Siddharth R. Kamat, Rajashri S. Salunkhe, Ananda H. Mane & Trushant R. Lohar

  2. Department of Pharmaceutical Chemistry, Bharati Vidyapeeth College of Pharmacy, Kolhapur, M.S., 416013, India

    Praffula B. Choudhari & Rakesh P. Dhavale

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  1. Siddharth R. Kamat
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  2. Rajashri S. Salunkhe
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  3. Praffula B. Choudhari
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  6. Trushant R. Lohar
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Correspondence to Rajashri S. Salunkhe.

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Kamat, S.R., Salunkhe, R.S., Choudhari, P.B. et al. Efficient synthesis of chromeno[2,3-c]pyrazolyl-pyrazolol(s) in hydrotropic solution and their anti-infective potential. Res Chem Intermed 44, 1351–1362 (2018). https://doi.org/10.1007/s11164-017-3171-5

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  • DOI: https://doi.org/10.1007/s11164-017-3171-5

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