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PRODUCT FOCUS - TRIFLUOROMETHYLATED AROMATICS
In spite of the incredibly low number of organic compounds containing fluorine that occur naturally, they tend to have a remarkably good biological activity1. Being the most electronegative element, the incorporation of fluorine into a compounds structure can have a profound effect upon its polarity which, in turn, can improve its lipophilicity, solubility and membrane permeability2. In addition, the fluorinated derivative of a compound can display an enhanced metabolic stability over its non-fluorinated counterpart, as the unfavourably high energetic cost of breaking a strong C-F bond over the weaker C-H bond can slow down its metabolism3. It is these qualities, among others, that have resulted in the popularity of organofluorines across a number of chemical industries, such as pharmaceuticals and agrochemicals,1 as well as in materials like liquid crystals4.

Using trifluoromethylated building blocks can be an ideal way to incorporate fluorine, with all the benefits it offers, into a structure. The trifluoromethyl group can act as an effective, polar substitute for methyl groups as the small size of the fluorine atom means that its substitution into a structure does not have a vastly detrimental impact on the steric bulk of the compound. Trifluromethylated aromatics are prominent features in a number of commercially available drugs and agrochemicals, including Sorafenib, an anticancer drug,5 Fluoxetine, an antidepressant more commonly known as Prozac, and Travoprost, which is used to treat glaucoma6.

Thanks to the wide range of functionalised trifluoromethylated aromatic building blocks available, their potential in the development of new, novel, biologically active compounds is vast. A number of these are available from stock at Apollo, with others available via custom synthesis.

1) CHIMIA International Journal for Chemistry, 2004, 58, 93-99
2) J. Med. Chem., 2015, 58, 8315-8359
3) Drug Metab. Rev., 1994, 26, 605-643
4) Journal of Polymer Science Part A: Polymer Chemistry, 2002, 40, 1583-1593
5) Chem. Rev., 2014, 114, 2432-2506
6) Org. Proc. Res. Dev., 2002, 6, 138-145

PC1420T
2-Bromo-3-fluorobenzotrifluoride 98%
1g £20.00
5g £48.00
25g £175.00
PC48422
3-Hydroxy-5-(trifluoromethyl)benzonitrile
250mg £95.00
1g £350.00
3-Cyano-5-(trifluoromethyl)phenol, 3-Cyano-5-hydroxybenzotrifluoride
PC48583
4-Hydroxy-3-methoxybenzotrifluoride
250mg £80.00
1g £180.00
2-Methoxy-4-(trifluoromethyl)phenol
PC49080
3-Amino-5-(trifluoromethyl)benzonitrile 98%
1g £95.00
5g £295.00
3-Amino-5-cyanobenzotrifluoride, 5-Cyano-alpha,alpha,alpha-trifluoro-m-toluidine
PC502070
2,4-Difluoro-3-iodobenzotrifluoride
250mg £120.00
1g £300.00
5g £900.00
1,3-Difluoro-2-iodo-4-(trifluoromethyl)benzene
PC5161
2-Amino-5-chloro-3-nitrobenzotrifluoride 98%
1g £90.00
5g £320.00
PC5267
2-Methoxy-3-nitrobenzotrifluoride
1g £90.00
5g £340.00
2-Methoxy-3-(trifluoromethyl)nitrobenzene, 2-Nitro-6-(trifluoromethyl)anisole
PC5279
3-(Trifluoromethyl)benzene-1,2-diamine 97%
1g £90.00
5g £340.00
2,3-Diaminobenzotrifluoride, 3-(Trifluoromethyl)phenylene-1,2-diamine
PC8948
4-Amino-3-hydroxybenzotrifluoride 97%
1g £60.00
5g £195.00
2-Hydroxy-4-(trifluoromethyl)aniline, 2-Amino-5-(trifluoromethyl)phenol
PC9254
4-Amino-3-methylbenzotrifluoride
1g £48.00
2-Methyl-4-(trifluoromethyl)aniline
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