Merck

Fluorinated Building Blocks

Three chemical structures are depicted on colored geometric backgrounds. On the left, a blue hexagon features “2-Bromo-4-fluoropyridine,” with its corresponding molecular structure showing a pyridine ring with bromine (Br) and fluorine (F) substituents. In the center, a yellow square displays “2,2-Difluoroethylamine,” alongside its molecular formula NH2CHF2. On the right, a purple pentagon presents “1,1,1-Trifluoro-3-methyl-2-butene-1-ol,” with its molecular structure illustrating multiple fluorine (F) atoms and an alcohol group (OH) attached to a branched carbon chain.

We’ll keep your work flowing with an extensive portfolio of fluorinated building blocks, including those with common and desirable substituents like trifluoromethyl (TFM), difluoromethyl (DFM), triflate, and pentafluorosulfanyl. The incorporation of a fluorine atom or a fluorinated alkyl group into organic molecules serves to modulate their physical and chemical properties, such as stability, reactivity, lipophilicity, and acidity with minimal steric perturbation, and can aid greatly in the identification of lead compounds.1 In addition, fluorinated building blocks show higher thermal stability when compared to their non-fluorinated counterparts. It is estimated that approximately 30% of all new approved drugs,2 more than 50% of approved blockbuster drugs,3 such as Lipitor® and Prozac®, and about 25% of licensed herbicides,1 such as Trifluralin and Flupoxam, incorporate one or more fluorine atoms and account for billions of dollars in annual sales.

In addition to having numerous applications in medicinal chemistry, fluorinated building blocks are also useful for material chemistry, agrochemistry, and general organic chemistry.  For material chemistry, one of the most popular fluorinated compounds is polytetrafluoroethylene (PTFE), also known as Teflon, used for nonstick coating, lubricant, or the production of carbon fiber composites. The introduction of fluorine into herbicides and pesticides has led to a large sub-class of agrochemicals that shows improved performance over their non-fluorinated counterparts.

We also list a diverse array of perfluorinated and F-tagged building blocks, as well as fluorinated organometallic substrates.  Add to that our breadth of common and unique fluorinating reagents, and you have a powerful toolkit to help you reach your new target compound frontiers.



Related Product Resources





References

1.
Fujiwara T, O'Hagan D. 2014. Successful fluorine-containing herbicide agrochemicals. Journal of Fluorine Chemistry. 16716-29. https://doi.org/10.1016/j.jfluchem.2014.06.014
2.
Zhou Y, Wang J, Gu Z, Wang S, Zhu W, Aceña JL, Soloshonok VA, Izawa K, Liu H. 2016. Next Generation of Fluorine-Containing Pharmaceuticals, Compounds Currently in Phase II?III Clinical Trials of Major Pharmaceutical Companies: New Structural Trends and Therapeutic Areas. Chem. Rev.. 116(2):422-518. https://doi.org/10.1021/acs.chemrev.5b00392
3.
Han J, Butler G, Moriwaki H, Konno H, Soloshonok VA, Kitamura T. Kitamura Electrophilic Fluorination Using HF as a Source of Fluorine. Molecules. 25(9):2116. https://doi.org/10.3390/molecules25092116
Sign In To Continue

To continue reading please sign in or create an account.

Don't Have An Account?