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CS-W001157 4
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2-(6-Bromo-1H-indol-3-yl)acetic acid

  • CAS No. 152213-66-6

  • Cat. No. CS-0308168
  • Purity≥97%
  • MDL No.MFCD09954810

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

2-(6-Bromo-1H-indol-3-yl)acetic acid|CS-0308168

Structure of 152213-66-6

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General Information

  • CAS No. 152213-66-6
  • Cat. No. CS-0308168
  • Purity ≥97%
  • MDL No. MFCD09954810
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₈BrNO₂
  • Molecular Weight 254.08
  • Synonym(s) 6-Bromoindole-3-acetic acid
  • SMILES C1=CC2=C(C=C1Br)NC=C2CC(=O)O

Description

This indole-based acetic acid derivative features a brominated indole core linked to a carboxylic acid side chain, enabling direct incorporation into bioconjugation workflows. The electron-deficient bromo-substituted ring enhances reactivity in cross-coupling reactions, while the pendant acid group facilitates derivatization via amide or ester formation under standard conditions.

Application

2-(6-Bromo-1H-indol-3-yl)acetic acid serves as a versatile building block for the synthesis of indole-based pharmaceuticals and bioactive heterocycles. Its brominated indole moiety enables facile late-stage functionalization via palladium-catalyzed cross-coupling reactions, while the carboxylic acid group facilitates direct derivatization or incorporation into peptide-like scaffolds. The compound exhibits excellent bench stability and compatibility with standard purification methods, making it well-suited for iterative synthetic campaigns in medicinal chemistry and process development.

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-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   53.09
  • LogP   2.5575
  • H_Acceptors   1
  • H_Donors   2
  • Rotatable_Bonds   2

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