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Naproxen-bipyridine cocrystallization assisted by pressurized carbon dioxide
The Journal of Supercritical Fluids ( IF 3.9 ) Pub Date : 2023-05-11 , DOI: 10.1016/j.supflu.2023.105976
Fatma Ercicek , Christelle Harscoat-Schiavo , Patrick Layrisse , Mathieu Marchivie , Yohann Cartigny , Clément Brandel , Thierry Tassaing , Max Conrad , Samuel Marre , Pascale Subra-Paternault

Cocrystals of S-naproxen (S-NPX) or RS-naproxen (RS-NPX) and 4,4′bipyridine (BiPY) were prepared by the Gaseous Anti Solvent (GAS) method using CO2 as antisolvent. S-NPX and BiPY cocrystals were also produced by Cocrystallization with Supercritical Solvent (CSS) using CO2 as a solvent though leading to mixtures of cocrystals and homocrystals. Hydrogen-bond networks and stoichiometries of produced cocrystals were identical whatever the mode of preparation (evaporation, grinding and CO2-assisted processes) and matched those already described in literature: S-NPX2:BiPY1 and RS-NPX2:BiPY1. The effects of the NPX:BiPY molar ratio and of the processing conditions were investigated. By GAS, an excess of BiPY in the initial processed mixture was mandatory to produce pure S-NPX2:BiPY1 cocrystals whereas pure RS-NPX2:BiPY1 cocrystals were identically produced from mixtures of 2:2 and 2:1 NPX:BiPY initial ratio. No enrichment of the product in any of the naproxen enantiomer was reached, even when mixtures of S- + RS-NPX were coprocessed with bipyridine.



中文翻译:

加压二氧化碳辅助萘普生-联吡啶共结晶

S-萘普生 (S-NPX) 或 RS-萘普生 (RS-NPX) 和 4,4'联吡啶 (BiPY) 的共晶是通过使用 CO 2作为反溶剂的气态反溶剂 (GAS) 方法制备的。S-NPX 和 BiPY 共晶也通过使用 CO 2作为溶剂的超临界溶剂 (CSS) 共结晶来生产,但会导致共晶和均晶的混合物。无论采用何种制备方式(蒸发、研磨和 CO 2辅助工艺),所产生的共晶的氢键网络和化学计量都是相同的,并且与文献中已经描述的相匹配:S-NPX 2 :BiPY 1和 RS-NPX 2 :BiPY 1. 研究了 NPX:BiPY 摩尔比和加工条件的影响。通过 GAS,在初始处理的混合物中过量的 BiPY 必须生产纯 S-NPX 2:BiPY 1共晶,而纯 RS-NPX 2:BiPY 1共晶同样由 2:2 和 2:1 NPX 的混合物生产: BiPY 初始比率。即使在 S- + RS-NPX 的混合物与联吡啶共处理时,也没有达到任何萘普生对映体中产物的富集。

更新日期:2023-05-13
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