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Molecular properties prediction and synthesis of new oxadiazole derivatives possessing 3-fluoro-4-methoxyphenyl moiety as potent anti-inflammatory and analgesic agents

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Abstract

A new series of 1,2,4- and 1,3,4-oxadiazole derivatives possessing 3-fluoro-4-methoxyphenyl moiety were efficiently synthesized and characterized by spectroscopic methods and elemental analysis. All the compounds were evaluated in vivo for their anti-inflammatory and analgesic properties, and were found to be low lethal as ascertained by the LD50 test. The present study suggests that three compounds were found to have good anti-inflammatory activity in the carrageenan-induced rat paw edema test, while a fair number of compounds showed significant analgesic activity in the tail flick test. In silico ADME properties of synthesized compounds were also analysed and showed potential to develop as good oral drug candidates.

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Acknowledgments

The authors are thankful to The Head, NMR Centre, IISc Bangalore and The Principal, NGSM Institute of Pharmaceutical Sciences, Paneer, Deralakatte, Mangalore for providing the facility for spectral analysis, pharmacological evaluation and also to UGC-BSR for the financial assistance provided to one of the authors, Dinesha.

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Authors and Affiliations

  1. Department of Studies in Chemistry, Mangalore University, Mangalagangotri, 574199, Karnataka, India

    Dinesha, Shivapura Viveka & Gundibasappa K. Nagaraja

  2. Department of Pharmacology, NGSM Institute of Pharmaceutical Sciences, Paneer, Deralakatte, Mangalore, 574160, Karnataka, India

    Prasanna S. Khandige

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  1. Dinesha
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  2. Shivapura Viveka
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  3. Prasanna S. Khandige
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  4. Gundibasappa K. Nagaraja
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Corresponding author

Correspondence to Gundibasappa K. Nagaraja.

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Dinesha, Viveka, S., Khandige, P.S. et al. Molecular properties prediction and synthesis of new oxadiazole derivatives possessing 3-fluoro-4-methoxyphenyl moiety as potent anti-inflammatory and analgesic agents. Monatsh Chem 147, 435–443 (2016). https://doi.org/10.1007/s00706-015-1528-2

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  • DOI: https://doi.org/10.1007/s00706-015-1528-2

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