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CAS 873429-60-8

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2,3,6-Trifluoro-L-phenylalanine

Description:
2,3,6-Trifluoro-L-phenylalanine is a fluorinated derivative of the amino acid phenylalanine, characterized by the presence of three fluorine atoms at the 2, 3, and 6 positions of the aromatic ring. This modification significantly alters its chemical properties, including increased hydrophobicity and potential changes in reactivity and biological activity compared to its non-fluorinated counterpart. The presence of fluorine can enhance the stability of the molecule and influence its interactions with biological systems, making it of interest in medicinal chemistry and drug design. Additionally, the trifluoromethyl groups can affect the compound's solubility and permeability, which are critical factors in pharmacokinetics. As a chiral molecule, it exists in two enantiomeric forms, with the L-form being the naturally occurring variant. Its unique characteristics make it a valuable compound for research in various fields, including biochemistry and materials science, where fluorinated compounds are often explored for their distinctive properties.
Formula:C9H8F3NO2
InChI:InChI=1S/C9H8F3NO2/c10-5-1-2-6(11)8(12)4(5)3-7(13)9(14)15/h1-2,7H,3,13H2,(H,14,15)/t7-/m0/s1
InChI key:InChIKey=DRQCAEOUDQSPEF-ZETCQYMHSA-N
SMILES:C([C@@H](C(O)=O)N)C1=C(F)C(F)=CC=C1F
Synonyms:
  • L-Phenylalanine, 2,3,6-trifluoro-
  • (2S)-2-Amino-3-(2,3,6-trifluorophenyl)propanoic acid
  • 2,3,6-Trifluoro-L-phenylalanine
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