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Title of article :
A nimesulide derivative with potential anti-inflammatory activity: Synthesis, X-ray powder structure analysis and DFT study
Author/Authors :
Bhattacharya، نويسنده , , Abir and Kankanala، نويسنده , , Kavitha and Pal، نويسنده , , Sarbani and Mukherjee، نويسنده , , Alok K.، نويسنده ,
Issue Information :
روزنامه با شماره پیاپی سال 2010
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Abstract :
A nimesulide derivative, N-[4-(2,5-dioxo-2,5-dihydropyrrol-1-yl)-2-phenoxyphenyl]methanesulfonamide (2), was synthesized and its crystal structure has been determined from X-ray powder diffraction data following direct-space global optimization technique and refined by the Rietveld method. The molecular geometry and electronic structure of the title compound were calculated at the DFT level using the hybrid exchange–correlation functional, BLYP. The optimized molecular geometry of 2 corresponds closely to that obtained from the X-ray structure analysis. Intermolecular N–H···O and C–H···O hydrogen bonds in 2 form one-dimensional polymeric chains of R 2 2 (8) rings propagating along the [1 0 0] direction. Further linking between parallel chains via C–H···π (arene) hydrogen bonds generates a two-dimensional supramolecular assembly in the (1 1 0) plane. The title compound exhibits potential anti-inflammatory activity and can induce 64% edema inhibition in rat paws.
Keywords :
Powder XRD , DFT calculation , Ab-initio structure solution , supramolecular structure , HOMO–LUMO , anti-inflammatory activity
Journal title :
Journal of Molecular Structure
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