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CAS 131690-60-3

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(S)-3-Amino-3-(4-chloro-phenyl)-propionic acid

Description:
(S)-3-Amino-3-(4-chloro-phenyl)-propionic acid, commonly referred to as a chiral amino acid, is characterized by its specific stereochemistry, indicated by the (S) configuration at the chiral center. This compound features an amino group (-NH2), a carboxylic acid group (-COOH), and a phenyl ring substituted with a chlorine atom at the para position, which contributes to its unique properties. The presence of the chlorine atom enhances the compound's hydrophobic characteristics and may influence its biological activity. As an amino acid derivative, it plays a role in various biochemical processes and can be involved in the synthesis of peptides or pharmaceuticals. Its solubility in water is moderate, and it exhibits typical amino acid behavior, such as forming zwitterions in solution. The compound's molecular structure allows for potential interactions with biological targets, making it of interest in medicinal chemistry and drug design. Additionally, its chiral nature may lead to different biological activities depending on the stereoisomer, highlighting the importance of stereochemistry in pharmacology.
Formula:C9H10ClNO2
InChI:InChI=1/C9H10ClNO2/c10-7-3-1-6(2-4-7)8(11)5-9(12)13/h1-4,8H,5,11H2,(H,12,13)/t8-/m0/s1
SMILES:c1cc(ccc1[C@H](CC(=O)O)N)Cl
Synonyms:
  • S-4-Chlorophenylalanine
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