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Fluorine in Medicinal Chemistry
Abstract
Fluorinated compounds are synthesized in pharmaceutical research on a routine basis and many marketed compounds contain fluorine. The present review summarizes some of the most frequently employed strategies for using fluorine substituents in medicinal chemistry. Quite often, fluorine is introduced to improve the metabolic stability by blocking metabolically labile sites. However, fluorine can also be used to modulate the physicochemical properties, such as lipophilicity or basicity. It may exert a substantial effect on the conformation of a molecule. Increasingly, fluorine is used to enhance the binding affinity to the target protein. Recent 3D‐structure determinations of protein complexes with bound fluorinated ligands have led to an improved understanding of the nonbonding protein–ligand interactions that involve fluorine.
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Citations
Cited by
The Many Roles for Fluorine in Medicinal Chemistry
Hagmann, W. K. (2008) · Journal of Medicinal Chemistry · doi:10.1021/jm800219f · Cited by 3,578
Synthesis of 11C, 18F, 15O, and 13N Radiolabels for Positron Emission Tomography
Miller, P. W., Long, N. J., Vilar, R., & Gee, A. D. (2008) · Angewandte Chemie International Edition · doi:10.1002/anie.200800222 · Cited by 894
Busschaert, N., Wenzel, M., Light, M. E., Iglesias-Hernández, P., Pérez-Tomás, R., & Gale, P. A. (2011) · Journal of the American Chemical Society · doi:10.1021/ja205884y · Cited by 340
Fluorine in the environment, a review of its sources and geochemistry
Fuge, R. (2019) · Applied Geochemistry · doi:10.1016/j.apgeochem.2018.12.016 · Cited by 236
Xu, R., Wang, K., Rizzi, J. P., Huang, H., Grina, J. A., Schlachter, S. T., Wang, B., Wehn, P. M., Yang, H., Dixon, D. D., et al. (2019) · Journal of Medicinal Chemistry · doi:10.1021/acs.jmedchem.9b00719 · Cited by 220
Metadata
- Authors
- Böhm, H., Banner, D., Bendels, S., Kansy, M., Kuhn, B., Müller, K., Obst‐Sander, U., & Stahl, M.
- Venue
- ChemBioChem
- Publisher
- Wiley
- Published
- 2004-04-28
- Volume
- 5
- Issue
- 5
- Pages
- 637-643
- ISSN
- 1439-4227 (ISSN-L)
- 1439-7633
- OpenAlex
- W2063915017
- Cited by
- 1,572
- References
- 0
- FWCI
- 17.33
- Type
- journal article
- Language
- en
- Open access
- closed
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- Böhm, H., Banner, D., Bendels, S., Kansy, M., Kuhn, B., Müller, K., Obst‐Sander, U., & Stahl, M. (2004). Fluorine in Medicinal Chemistry. ChemBioChem. https://doi.org/10.1002/cbic.200301023
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