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CAS 55478-55-2

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N-Acetyl-4-chloro-L-phenylalanine

Description:
N-Acetyl-4-chloro-L-phenylalanine, with the CAS number 55478-55-2, is an amino acid derivative characterized by the presence of an acetyl group and a chlorine atom on the phenylalanine structure. This compound features a chiral center, making it optically active, and it exists in the L-configuration, which is biologically relevant in many biochemical processes. The acetyl group enhances its solubility in organic solvents and may influence its reactivity and interaction with biological systems. The chlorine substituent at the para position of the phenyl ring can affect the compound's electronic properties and steric hindrance, potentially impacting its biological activity and pharmacological profile. N-Acetyl-4-chloro-L-phenylalanine is of interest in medicinal chemistry and biochemistry, particularly in the design of peptide-based drugs and as a building block in the synthesis of more complex molecules. Its stability, solubility, and reactivity make it a valuable compound for research and development in various chemical and pharmaceutical applications.
Formula:C11H12ClNO3
InChI:InChI=1S/C11H12ClNO3/c1-7(14)13-10(11(15)16)6-8-2-4-9(12)5-3-8/h2-5,10H,6H2,1H3,(H,13,14)(H,15,16)/t10-/m0/s1
InChI key:InChIKey=HLORMWAKCPDIPU-JTQLQIEISA-N
SMILES:C([C@H](NC(C)=O)C(O)=O)C1=CC=C(Cl)C=C1
Synonyms:
  • <span class="text-smallcaps">L</span>-Phenylalanine, N-acetyl-4-chloro-
  • L-phenylalanine, N-acetyl-4-chloro-
  • N-Acetyl-4-chloro-<span class="text-smallcaps">L</span>-phenylalanine
  • N-Acetyl-4-chloro-L-phenylalanine
  • (S)-2-Acetamido-3-(4-chlorophenyl)propanoic acid
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