ArticleBeilstein journal of organic chemistry2020
Lipophilicity trends upon fluorination of isopropyl, cyclopropyl and 3-oxetanyl groups.
Article in Beilstein journal of organic chemistry, 2020. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 8 papers.
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Who cites it
8 citing papers in PubMed.
- Chemoselective Difluorination of Tetramic Acids in Water.ACS omega · 2026Article
- Cross-Species Multitask Learning with Molecular and ADME Descriptors for Liver Microsomal Metabolic Stability.Computational and structural biotechnology journal · 2026Article
- Thymol: properties, synthesis, mechanism of action, and applications.Frontiers in nutrition · 2026Review
- Synthesis and biological evaluation of esterified anti-inflammatory drugs with ethylene glycol linkers: cytotoxicity, anti-inflammatory and antioxidant properties.Royal Society open science · 2025Article
- Lipophilicity Modulations by Fluorination Correlate with Membrane Partitioning.Angewandte Chemie (International ed. in English) · 2023Article
- Development of Isopropyl-Tailed Chalcones as a New Class of Selective MAO-B Inhibitors for the Treatment of Parkinson's Disorder.ACS omega · 2023Article
- 29th Annual GP2A Medicinal Chemistry Conference.Pharmaceuticals (Basel, Switzerland) · 2021Article
- Synthesis and Physicochemical Properties of 2-SFACS organic & inorganic Au · 2021Article
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Authors and funding
10 authors.
Funding
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Abstract
A systematic comparison of lipophilicity modulations upon fluorination of isopropyl, cyclopropyl and 3-oxetanyl substituents, at a single carbon atom, is provided using directly comparable, and easily accessible model compounds. In addition, comparison with relevant linear chain derivatives is provided, as well as lipophilicity changes occurring upon chain extension of acyclic precursors to give cyclopropyl containing compounds. For the compounds investigated, fluorination of the isopropyl substituent led to larger lipophilicity modulation compared to fluorination of the cyclopropyl substituent.
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