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CS-W001157 4
Total: USD 88.00

2-(6-Chloro-1H-indol-3-yl)acetic acid

  • CAS No. 1912-44-3

  • Cat. No. CS-W021419
  • Molecule weight209.63
  • Purity≥98%
  • MDL No.MFCD09751729

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

2-(6-Chloro-1H-indol-3-yl)acetic acid|CS-W021419

Structure of 1912-44-3

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General Information

  • CAS No. 1912-44-3
  • Cat. No. CS-W021419
  • Purity ≥98%
  • MDL No. MFCD09751729
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₈ClNO₂
  • Molecular Weight 209.63
  • Synonym(s) Nsc295295
  • SMILES OC(=O)CC1=CNC2=CC(Cl)=CC=C12

Description

This indole-based acetic acid derivative features a chlorinated indole core linked to a carboxylic acid side chain, enabling integration into bioactive molecule scaffolds. The electron-deficient chloro substituent enhances metabolic stability and modulates electronic properties for targeted molecular design in medicinal chemistry applications.

Application

2-(6-Chloro-1H-indol-3-yl)acetic acid serves as a versatile building block for indole-based pharmaceutical intermediates, enabling efficient incorporation of the 6-chloroindole motif into bioactive scaffolds. Its carboxylic acid functionality facilitates direct coupling reactions and derivatization, while the chlorinated indole core provides enhanced metabolic stability and targeted receptor interactions. The compound exhibits good bench stability and is compatible with standard peptide coupling and heterocycle-forming protocols.

Synthesis

  • Route1
    • 2-(6-Chloro-1h-indol-3-yl)-2-oxoacetic acid|CS-0270671
      929005-85-6
    • ~%
    • In-stock
      2-(6-Chloro-1H-indol-3-yl)acetic acid|CS-W021419
      1912-44-3

    References

    • Lozano, Oscar; Blessley, George; Martinez Del Campo, Teresa; Thompson, Amber L.; Giuffredi, Guy T.; Bettati, Michela; Walker, Matthew; Borman, Richard; Gouverneur, Veronique Angewandte Chemie - International Edition, 2011 , vol. 50, # 35 p. 8105 - 8109
  • Route2
    • In-stock
      6-Chloroindole|CS-W001973
      17422-33-2
    • null|null
      107-14-2
    • ~%
    • In-stock
      2-(6-Chloro-1H-indol-3-yl)acetic acid|CS-W021419
      1912-44-3

    References

    • Fox; Bullock Journal of the American Chemical Society, 1951 , vol. 73, p. 2756,2758
  • Route3

    References

    • Lozano, Oscar; Blessley, George; Martinez Del Campo, Teresa; Thompson, Amber L.; Giuffredi, Guy T.; Bettati, Michela; Walker, Matthew; Borman, Richard; Gouverneur, Veronique Angewandte Chemie - International Edition, 2011 , vol. 50, # 35 p. 8105 - 8109

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302
Precautionary Statements : P264-P270-P330-P501

Quality Control

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Computational Chemistry Data

  • TPSA   53.09
  • LogP   2.4484
  • H_Acceptors   1
  • H_Donors   2
  • Rotatable_Bonds   2

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