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• W4296773172 abstract "Miltefosine is a repurposed anticancer drug and currently the only orally administered drug approved to treat the neglected tropical disease leishmaniasis. Miltefosine is hygroscopic and must be stored at subzero temperatures. In this work, we report the X-ray structures of miltefosine monohydrate and methanol solvate, along with 12- and 14-carbon chain analogue hydrates and a solvate. The three hydrates are all isostructural and are conformational isomorphs with Z' = 2. Water bridges the gap between phosphocholine head groups caused by the interdigitated bilayer structure. The two methanol solvates are also mutually isostructural with the head groups adopting a more extended conformation. Again, the solvent bridges the gap between head groups in the bilayer. No anhydrous form of miltefosine or its analogues were isolated, with dehydration resulting in significantly reduced crystallinity. This arises as a result of the integral role that hydrogen-bond donors (in the form of water or solvent molecules) play in the stability of the zwitterionic structures." @default.
• W4296773172 created "2022-09-23" @default.
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• W4296773172 date "2022-09-20" @default.
• W4296773172 modified "2023-09-25" @default.
• W4296773172 title "Integral Role of Water in the Solid-State Behavior of the Antileishmanial Drug Miltefosine" @default.
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• W4296773172 doi "https://doi.org/10.1021/acs.cgd.2c00843" @default.
• W4296773172 hasPubMedId "https://pubmed.ncbi.nlm.nih.gov/36217416" @default.
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