ArticleJournal of medicinal chemistry2025
Sulfilimines from a Medicinal Chemist's Perspective: Physicochemical and in Vitro Parameters Relevant for Drug Discovery.
Article in Journal of medicinal chemistry, 2025. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 10 papers.
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Who cites it
10 citing papers in PubMed.
- Iron-Catalyzed Asymmetric NHAngewandte Chemie (International ed. in English) · 2026Article
- Sulfilimines Are Azide Alternatives for Nitrene-Mediated Aromatic C-to-N Transmutation.Journal of the American Chemical Society · 2026Article
- RapidThe Journal of organic chemistry · 2026Article
- Collagen IV of basement membrane: V. Bromide-mediated sulfilimine bonds interlock the quaternary structure of NC1-hexamer of scaffolds enabling metazoan evolution.The Journal of biological chemistry · 2026Article
- Collagen IV of basement membrane: V. Bromide-mediated sulfilimine bonds interlock the quaternary structure of NC1-hexamer of scaffolds enabling metazoan evolution.bioRxiv : the preprint server for biology · 2026Article
- Biocatalytic Enantioselective Oxidation ofOrganic letters · 2026Article
- Studies on the Mechanism of Styrene Elimination from Sulfilimines: Hammett and Kinetic Isotope Effect Analysis and Computation.The Journal of organic chemistry · 2025Article
- Chemoselective Electrochemical Coupling of Thioethers and Primary Amines for Accessing Sulfilimines and Sulfoximines.Journal of the American Chemical Society · 2025Article
- Ruthenium-Catalyzed Enantioselective Alkylation of Sulfenamides: A General Approach for the Synthesis of Drug RelevantJournal of the American Chemical Society · 2025Article
- Sulfilimines: An Underexplored Bioisostere for Drug Design?Journal of medicinal chemistry · 2025Article
Corrections and comments
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Authors and funding
4 authors.
Funding
Abstract
While sulfoximines are nowadays a well established functional group for medicinal chemistry, the properties of sulfilimines are significantly less well studied, and no sulfilimine has progressed to the clinic to date. In this account, the physicochemical and in vitro properties of sulfilimines are reported and compared to those of sulfoximines and other more traditional functional groups. Furthermore, the impact on the physicochemical and in vitro properties of real drug scaffolds is studied in two series of sulfilimine-containing analogs of imatinib and hNE inhibitors. We show that sulfilimines can be chemically and configurationally stable under physiologically relevant conditions and that they are basic and highly polar and thus are often beneficial for solubility and metabolic stability, although at the cost of reduced permeability. We conclude that
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Registered trials
Read under generation 80e0d062 · epoch 390. Bibliography from PubMed, PubMed Central and OpenAlex; grants from NIH RePORTER; trial links from ClinicalTrials.gov; estimates, votes and beliefs from the OpenQuestion graph.