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CAS 135270-40-5

:

(R)-2-acetamido-3-(4-chlorophenyl)propanoic acid

Description:
(R)-2-acetamido-3-(4-chlorophenyl)propanoic acid, also known as a derivative of phenylalanine, is an amino acid analog characterized by its specific stereochemistry and functional groups. The presence of the acetamido group contributes to its solubility in polar solvents, while the 4-chlorophenyl moiety enhances its hydrophobic interactions, potentially influencing its biological activity. This compound features a chiral center, which means it exists in two enantiomeric forms, with the (R) configuration being biologically relevant in various pharmaceutical applications. It is often studied for its potential role in drug design, particularly in the development of inhibitors or modulators of specific biological pathways. The carboxylic acid functional group imparts acidic properties, allowing it to participate in various chemical reactions, including esterification and amidation. Additionally, the compound's molecular structure suggests potential interactions with biological targets, making it of interest in medicinal chemistry and pharmacology. Overall, (R)-2-acetamido-3-(4-chlorophenyl)propanoic acid is a compound with significant implications in both synthetic and biological chemistry.
Formula:C11H12ClNO3
InChI:InChI=1/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-/m1/s1
SMILES:CC(=N[C@H](Cc1ccc(cc1)Cl)C(=O)O)O
Synonyms:
  • D-phenylalanine, N-acetyl-4-chloro-
  • N-Acetyl-4-chloro-D-phenylalanine
  • (2R)-2-acetamido-3-(4-chlorophenyl)propanoic acid
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