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Naji, M. |
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Motta, Antonella |
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Aletan, Dirar |
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Mohamed, Tarek |
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Ertürk, Emre |
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Taccardi, Nicola |
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Kononenko, Denys |
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Petrov, R. H. | Madrid |
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Alshaaer, Mazen | Brussels |
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Bih, L. |
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Casati, R. |
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Muller, Hermance |
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Kočí, Jan | Prague |
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Šuljagić, Marija |
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Kalteremidou, Kalliopi-Artemi | Brussels |
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Azam, Siraj |
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Ospanova, Alyiya |
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Blanpain, Bart |
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Ali, M. A. |
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Popa, V. |
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Rančić, M. |
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Ollier, Nadège |
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Azevedo, Nuno Monteiro |
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Landes, Michael |
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Rignanese, Gian-Marco |
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Borodi, Gheorghe
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Publications (8/8 displayed)
- 2024Natural Fiber Reinforcement of Ceramic Slurry Compactscitations
- 2023Microstructural Investigation of Some Bronze Artifacts Discovered in a Dacian Site Using Non-Destructive Methodscitations
- 2022Structural studies of various olmesartan solvatescitations
- 2022Synthesis and characterization of MWCNT-COOH/Fe3O4 and CNT-COOH/Fe3O4/NiO nanocomposites: assessment of adsorption and photocatalytic performancecitations
- 2022Substituted Poly(Vinylphosphonate) Coatings of Magnetite Nanoparticles and Clusterscitations
- 2022New Cathode Materials in the Fe-PO4-F Chemical Space for High-Performance Sodium-Ion Storagecitations
- 2021New solvates and a salt of the anti-HIV compound etravirinecitations
- 2020Exploring the Polymorphism of Drostanolone Propionatecitations
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article
New solvates and a salt of the anti-HIV compound etravirine
Abstract
<jats:p>Four new solvates of the anti-HIV compound etravirine [systematic name: 4-({6-amino-5-bromo-2-[(4-cyanophenyl)amino]pyrimidin-4-yl}oxy)-3,5-dimethylbenzonitrile, C<jats:sub>20</jats:sub>H<jats:sub>15</jats:sub>BrN<jats:sub>6</jats:sub>O] with dimethyl sulfoxide (C<jats:sub>2</jats:sub>H<jats:sub>6</jats:sub>OS, two distinct monosolvates), 1,4-dioxane (C<jats:sub>4</jats:sub>H<jats:sub>8</jats:sub>O<jats:sub>2</jats:sub>, the 0.75-solvate) and <jats:italic>N</jats:italic>,<jats:italic>N</jats:italic>-dimethylacetamide (C<jats:sub>4</jats:sub>H<jats:sub>9</jats:sub>NO, the monosolvate), which exhibit conversion to the same anhydrous etravirine phase upon desolvation, and a stable etravirinium oxalate salt {6-amino-5-bromo-4-(4-cyano-2,6-dimethylphenoxy)-2-[(4-cyanophenyl)amino]pyrimidin-1-ium hemioxalate, C<jats:sub>20</jats:sub>H<jats:sub>16</jats:sub>BrN<jats:sub>6</jats:sub>O<jats:sup>+</jats:sup>·0.5C<jats:sub>2</jats:sub>O<jats:sub>4</jats:sub><jats:sup>2−</jats:sup>} were obtained. The crystal structures were solved by single-crystal X-ray diffraction and analyzed by powder X-ray diffraction, and the intermolecular interactions were explored by Hirshfeld surface analysis. Lattice energies were evaluated using the atom–atom force field Coulomb–London–Pauli (AA CLP) approximation, which distributes the total energy as four separate contributions: Coulombic, polarization, dispersion and repulsion. The formation of the solvates and the oxalate salt was further characterized by thermal analysis and IR spectroscopy.</jats:p>