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

  • CAS No. 106034-22-4

  • Cat. No. CS-0198851
  • Molecule weight222.22
  • Purity≥98%
  • MDL No.None

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

(S)-2-Amino-3-(4-fluoro-1H-indol-3-yl)propanoic acid|CS-0198851

Structure of 106034-22-4

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General Information

  • CAS No. 106034-22-4
  • Cat. No. CS-0198851
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₁FN₂O₂
  • Molecular Weight 222.22
  • Synonym(s) Tryptophan Impurity 53
  • SMILES C1=CC(=C2C(=CNC2=C1)C[C@@H](C(=O)O)N)F

Description

(S)-2-Amino-3-(4-fluoro-1H-indol-3-yl)propanoic acid features a chiral center at the α-position, integrating a sterically compact indole scaffold with a fluorinated aromatic ring. This configuration enhances metabolic stability and facilitates selective interactions in receptor binding studies. The molecule exhibits favorable solubility under physiological conditions and is bench-stable for routine handling in synthetic and biochemical workflows.

Application

(S)-2-Amino-3-(4-fluoro-1H-indol-3-yl)propanoic acid serves as a valuable chiral building block for the synthesis of biologically active indole-containing compounds. Its well-defined stereochemistry and compatibility with standard peptide coupling protocols facilitate efficient incorporation into peptidomimetics and heterocyclic scaffolds. The molecule exhibits bench stability, functional group tolerance, and ease of purification, making it suitable for medicinal chemistry campaigns targeting CNS-directed therapeutics and kinase inhibitors.

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   1.2614
  • H_Acceptors   2
  • H_Donors   3
  • Rotatable_Bonds   3

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