Structural Refinement of Carbimazole by NMR Crystallography
The characterization of the three-dimensional structure of solids is of major importance, especially in the pharmaceutical field. In the present work, NMR crystallography methods are applied with the aim to refine the crystal structure of carbimazole, an active pharmaceutical ingredient used for the...
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| Format: | Article |
| Language: | English |
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MDPI AG
2021-07-01
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| Series: | Molecules |
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| Online Access: | https://www.mdpi.com/1420-3049/26/15/4577 |
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| author | Andrea Scarperi Giovanni Barcaro Aleksandra Pajzderska Francesca Martini Elisa Carignani Marco Geppi |
| author_facet | Andrea Scarperi Giovanni Barcaro Aleksandra Pajzderska Francesca Martini Elisa Carignani Marco Geppi |
| author_sort | Andrea Scarperi |
| collection | DOAJ |
| description | The characterization of the three-dimensional structure of solids is of major importance, especially in the pharmaceutical field. In the present work, NMR crystallography methods are applied with the aim to refine the crystal structure of carbimazole, an active pharmaceutical ingredient used for the treatment of hyperthyroidism and Grave’s disease. Starting from previously reported X-ray diffraction data, two refined structures were obtained by geometry optimization methods. Experimental <sup>1</sup>H and <sup>13</sup>C isotropic chemical shift measured by the suitable <sup>1</sup>H and <sup>13</sup>C high-resolution solid state NMR techniques were compared with DFT-GIPAW calculated values, allowing the quality of the obtained structure to be experimentally checked. The refined structure was further validated through the analysis of <sup>1</sup>H-<sup>1</sup>H and <sup>1</sup>H-<sup>13</sup>C 2D NMR correlation experiments. The final structure differs from that previously obtained from X-ray diffraction data mostly for the position of hydrogen atoms. |
| first_indexed | 2024-03-10T09:10:57Z |
| format | Article |
| id | doaj.art-403c74dbc00a4164b5d42571345f0274 |
| institution | Directory Open Access Journal |
| issn | 1420-3049 |
| language | English |
| last_indexed | 2024-03-10T09:10:57Z |
| publishDate | 2021-07-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Molecules |
| spelling | doaj.art-403c74dbc00a4164b5d42571345f02742023-11-22T06:00:10ZengMDPI AGMolecules1420-30492021-07-012615457710.3390/molecules26154577Structural Refinement of Carbimazole by NMR CrystallographyAndrea Scarperi0Giovanni Barcaro1Aleksandra Pajzderska2Francesca Martini3Elisa Carignani4Marco Geppi5Department of Chemistry and Industrial Chemistry, University of Pisa, Via G. Moruzzi 13, 56124 Pisa, ItalyInstitute For Chemical And Physical Processes, Italian National Council for Research, CNR/IPCF, Via G. Moruzzi 1, 56124 Pisa, ItalyDepartment of Radiospectroscopy, Faculty of Physics, Adam Mickiewicz University, Uniwersytetu Poznanskiego 2, 61-614 Poznan, PolandDepartment of Chemistry and Industrial Chemistry, University of Pisa, Via G. Moruzzi 13, 56124 Pisa, ItalyDepartment of Chemistry and Industrial Chemistry, University of Pisa, Via G. Moruzzi 13, 56124 Pisa, ItalyDepartment of Chemistry and Industrial Chemistry, University of Pisa, Via G. Moruzzi 13, 56124 Pisa, ItalyThe characterization of the three-dimensional structure of solids is of major importance, especially in the pharmaceutical field. In the present work, NMR crystallography methods are applied with the aim to refine the crystal structure of carbimazole, an active pharmaceutical ingredient used for the treatment of hyperthyroidism and Grave’s disease. Starting from previously reported X-ray diffraction data, two refined structures were obtained by geometry optimization methods. Experimental <sup>1</sup>H and <sup>13</sup>C isotropic chemical shift measured by the suitable <sup>1</sup>H and <sup>13</sup>C high-resolution solid state NMR techniques were compared with DFT-GIPAW calculated values, allowing the quality of the obtained structure to be experimentally checked. The refined structure was further validated through the analysis of <sup>1</sup>H-<sup>1</sup>H and <sup>1</sup>H-<sup>13</sup>C 2D NMR correlation experiments. The final structure differs from that previously obtained from X-ray diffraction data mostly for the position of hydrogen atoms.https://www.mdpi.com/1420-3049/26/15/4577crystalline drugspharmaceuticalsstructure optimizationsolid state NMRCP-MAS<sup>1</sup>H-<sup>13</sup>C 2D-HETCOR |
| spellingShingle | Andrea Scarperi Giovanni Barcaro Aleksandra Pajzderska Francesca Martini Elisa Carignani Marco Geppi Structural Refinement of Carbimazole by NMR Crystallography Molecules crystalline drugs pharmaceuticals structure optimization solid state NMR CP-MAS <sup>1</sup>H-<sup>13</sup>C 2D-HETCOR |
| title | Structural Refinement of Carbimazole by NMR Crystallography |
| title_full | Structural Refinement of Carbimazole by NMR Crystallography |
| title_fullStr | Structural Refinement of Carbimazole by NMR Crystallography |
| title_full_unstemmed | Structural Refinement of Carbimazole by NMR Crystallography |
| title_short | Structural Refinement of Carbimazole by NMR Crystallography |
| title_sort | structural refinement of carbimazole by nmr crystallography |
| topic | crystalline drugs pharmaceuticals structure optimization solid state NMR CP-MAS <sup>1</sup>H-<sup>13</sup>C 2D-HETCOR |
| url | https://www.mdpi.com/1420-3049/26/15/4577 |
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