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CS-W001157 4
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(S)-2-Amino-3-(5-chloro-1H-indol-3-yl)propanoic acid

  • CAS No. 52448-15-4

  • Cat. No. CS-0186168
  • Purity≥98%
  • MDL No.None

*For research and further manufacturing use only, not for direct human use.

(S)-2-Amino-3-(5-chloro-1H-indol-3-yl)propanoic acid|CS-0186168

Structure of 52448-15-4

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General Information

  • CAS No. 52448-15-4
  • Cat. No. CS-0186168
  • Purity ≥98%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₁ClN₂O₂
  • Molecular Weight 238.67
  • Synonym(s) 5-Chloro-L-tryptophan
  • SMILES C1=CC2=C(C=C1Cl)C(=CN2)C[C@@H](C(=O)O)N

Description

(S)-2-Amino-3-(5-chloro-1H-indol-3-yl)propanoic acid features a chiral center at the α-position, integrating a sterically defined indole scaffold with a chlorine substituent at the 5-position. This configuration enhances binding specificity in biological assays, while the carboxylic acid and amino functionalities enable direct incorporation into peptide sequences or conjugation workflows under standard conditions.

Application

(S)-2-Amino-3-(5-chloro-1H-indol-3-yl)propanoic acid serves as a key chiral building block for indole-containing peptide analogs and bioactive scaffolds. Its well-defined stereochemistry enables reliable incorporation into medicinal chemistry campaigns, while the 5-chloroindole moiety provides enhanced metabolic stability and favorable binding interactions. The molecule exhibits good bench stability, facilitates straightforward purification, and participates reliably in standard coupling reactions, making it a practical choice for targeted synthesis of complex heterocyclic compounds.

Safety Information

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GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H317
Precautionary Statements : P261-P264-P270-P272-P280-P302+P352-P330-P362+P364-P501

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Computational Chemistry Data

  • TPSA   79.11
  • LogP   1.7757
  • H_Acceptors   2
  • H_Donors   3
  • Rotatable_Bonds   3

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