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https://doi.org/10.5562/cca3346

Experimental Charge Density Analysis of the Anti-inflammatory Drug Meloxicam [sodium 4-hydroxy-2-methyl-N-(5-methyl-1,3-thiazol-2-yl)-1,1-dioxo-1$l^{6},2-benzothiazine-3-carboxamide Monohydrate]

Niranjana Devi Rajendran ; Department of Physics, Fatima College, Madurai, Tamil Nadu, India
Arputharaj David Stephen ; Department of Physics, Sri Shakthi Institute of Engineering and Technology, Coimbatore, Tamil Nadu, India
Christian Jelsch ; CRM2, UNR CNRS 7036, Institut Jean Barriol, Université de Lorraine, Vandoeuvre les Nancy cedex, France
Eduardo C. Escudero-Adán ; The Barcelona Institute of Science and Technology, Institute of Chemical Research of Catalonia (ICIQ), Av. Països Catalans 16 - 43007 Tarragona, Spain

Puni tekst: engleski, pdf (8 MB) str. 221-232 preuzimanja: 417* citiraj
APA 6th Edition
Devi Rajendran, N., David Stephen, A., Jelsch, C. i Escudero-Adán, E.C. (2018). Experimental Charge Density Analysis of the Anti-inflammatory Drug Meloxicam [sodium 4-hydroxy-2-methyl-N-(5-methyl-1,3-thiazol-2-yl)-1,1-dioxo-1$l^{6},2-benzothiazine-3-carboxamide Monohydrate]. Croatica Chemica Acta, 91 (2), 221-232. https://doi.org/10.5562/cca3346
MLA 8th Edition
Devi Rajendran, Niranjana, et al. "Experimental Charge Density Analysis of the Anti-inflammatory Drug Meloxicam [sodium 4-hydroxy-2-methyl-N-(5-methyl-1,3-thiazol-2-yl)-1,1-dioxo-1$l^{6},2-benzothiazine-3-carboxamide Monohydrate]." Croatica Chemica Acta, vol. 91, br. 2, 2018, str. 221-232. https://doi.org/10.5562/cca3346. Citirano 05.03.2021.
Chicago 17th Edition
Devi Rajendran, Niranjana, Arputharaj David Stephen, Christian Jelsch i Eduardo C. Escudero-Adán. "Experimental Charge Density Analysis of the Anti-inflammatory Drug Meloxicam [sodium 4-hydroxy-2-methyl-N-(5-methyl-1,3-thiazol-2-yl)-1,1-dioxo-1$l^{6},2-benzothiazine-3-carboxamide Monohydrate]." Croatica Chemica Acta 91, br. 2 (2018): 221-232. https://doi.org/10.5562/cca3346
Harvard
Devi Rajendran, N., et al. (2018). 'Experimental Charge Density Analysis of the Anti-inflammatory Drug Meloxicam [sodium 4-hydroxy-2-methyl-N-(5-methyl-1,3-thiazol-2-yl)-1,1-dioxo-1$l^{6},2-benzothiazine-3-carboxamide Monohydrate]', Croatica Chemica Acta, 91(2), str. 221-232. https://doi.org/10.5562/cca3346
Vancouver
Devi Rajendran N, David Stephen A, Jelsch C, Escudero-Adán EC. Experimental Charge Density Analysis of the Anti-inflammatory Drug Meloxicam [sodium 4-hydroxy-2-methyl-N-(5-methyl-1,3-thiazol-2-yl)-1,1-dioxo-1$l^{6},2-benzothiazine-3-carboxamide Monohydrate]. Croatica Chemica Acta [Internet]. 2018 [pristupljeno 05.03.2021.];91(2):221-232. https://doi.org/10.5562/cca3346
IEEE
N. Devi Rajendran, A. David Stephen, C. Jelsch i E.C. Escudero-Adán, "Experimental Charge Density Analysis of the Anti-inflammatory Drug Meloxicam [sodium 4-hydroxy-2-methyl-N-(5-methyl-1,3-thiazol-2-yl)-1,1-dioxo-1$l^{6},2-benzothiazine-3-carboxamide Monohydrate]", Croatica Chemica Acta, vol.91, br. 2, str. 221-232, 2018. [Online]. https://doi.org/10.5562/cca3346

Sažetak
The charge density analysis of meloxicam sodium monohydrate [sodium 4-hydroxy-2-methyl-N-(5-methyl-1,3-thiazol-2-yl)-1,1-dioxo-1$l^{6},2-benzothiazine-3-carboxamide monohydrate] was performed with high-resolution X-ray diffraction data measured at low temperature (90 K). The experimental results were compared with those derived from the corresponding periodic theoretical calculations at the B3LYP/6-31G** level of theory. The multipolar charge-density analysis highlights the regions of meloxicam which are the most electronegative. These regions correspond to those forming short electrostatic interactions with the Na+ cation.
The molecular conformation in the crystal is maintained by a strong intramolecular N−H…O=C hydrogen bond. The Na+ cation interacts with as much as five neighboring oxygen atoms. The strong hydrogen bonds N/O−H…O/N, the Na…O short contacts and hydrophobic aromatic stacking between the two aromatic cycles constitute the most represented and enriched contact types and act as the driving force in the crystal packing formation. The crystal packing presents several meloxicam anion dimers but also one Na+…Na+ repulsive interactions which are largely compensated by the electrostatic favorable attractions between anions and cations.

Creative Commons License This work is licensed under a Creative Commons Attribution 4.0 International License.

Ključne riječi
meloxicam; X-ray crystallography; quantum calculation; electron density; topological analysis; electrostatic potential; interaction energy

Hrčak ID: 202769

URI
https://hrcak.srce.hr/202769

Posjeta: 596 *