ArticleACS medicinal chemistry letters2014
An uncharged oxetanyl sulfoxide as a covalent modifier for improving aqueous solubility.
Article in ACS medicinal chemistry letters, 2014. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 9 papers.
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Trials whose registry record cites this paper, or whose number appears in the abstract. A trial that started after this paper was published is citing it as background, not reporting it.
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Who cites it
9 citing papers in PubMed.
- Oxetanes in Drug Discovery Campaigns.Journal of medicinal chemistry · 2023Review
- Article
- Molecular photoswitches in aqueous environments.Chemical Society reviews · 2021Review
- Endothelial Iron Homeostasis Regulates Blood-Brain Barrier Integrity via the HIF2α-Ve-Cadherin Pathway.Pharmaceutics · 2021Article
- Preparation and Uses of Chlorinated Glycerol Derivatives.Molecules (Basel, Switzerland) · 2020Review
- Evaluation of Oxetan-3-ol, Thietan-3-ol, and Derivatives Thereof as Bioisosteres of the Carboxylic Acid Functional Group.ACS medicinal chemistry letters · 2017Article
- Graphene Oxide Foam Supported Titanium(IV): Recoverable Heterogeneous Catalyst for Efficient, Selective Oxidation of Arylalkyl Sulfides to Sulfoxides Under Mild Conditions.Scientific reports · 2017Article
- A Mitochondrial-Targeted Nitroxide Is a Potent Inhibitor of Ferroptosis.ACS central science · 2016Article
- Synthesis of di-, tri-, and tetrasubstituted oxetanes by rhodium-catalyzed O-H insertion and C-C bond-forming cyclization.Angewandte Chemie (International ed. in English) · 2014Article
Corrections and comments
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Authors and funding
5 authors.
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No grant is acknowledged in the PubMed record.
Abstract
Low aqueous solubility is a common challenge in drug discovery and development and can lead to inconclusive biological assay results. Attaching small, polar groups that do not interfere with the bioactivity of the pharmacophore often improves solubility, but there is a dearth of viable neutral moieties available for this purpose. We have modified several poorly soluble drugs or drug candidates with the oxetanyl sulfoxide moiety of the DMSO analog MMS-350 and noted in most cases a moderate to large improvement of aqueous solubility. Furthermore, the membrane permeability of a test sample was enhanced compared to the parent compound.
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Registered trials
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