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CS-W001157 4
Total: USD 88.00

4-Chloro-1H-indole-7-carboxylic acid

  • CAS No. 875305-77-4

  • Cat. No. CS-0040696
  • Molecule weight195.60
  • Purity≥98%
  • MDL No.MFCD20657673

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

4-Chloro-1H-indole-7-carboxylic acid|CS-0040696

Structure of 875305-77-4

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General Information

  • CAS No. 875305-77-4
  • Cat. No. CS-0040696
  • Purity ≥98%
  • MDL No. MFCD20657673
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₆ClNO₂
  • Molecular Weight 195.60
  • Synonym(s) 1H-Indole-7-carboxylic acid, 4-chloro-
  • SMILES O=C(C1=CC=C(Cl)C2=C1NC=C2)O

Description

4-Chloro-1H-indole-7-carboxylic acid integrates a chlorine substituent at the 4-position and a carboxylic acid group at the 7-position of the indole core. This configuration imparts enhanced electronic modulation and solubility, enabling direct use in coupling reactions and as a building block for bioactive heterocycles under standard conditions.

Application

4-Chloro-1H-indole-7-carboxylic acid serves as a versatile building block in medicinal chemistry, enabling direct incorporation into indole-based pharmacophores. Its carboxylic acid functionality facilitates amide coupling, esterification, and metal-mediated transformations, while the 4-chloro substituent offers a handle for palladium-catalyzed cross-coupling reactions. The molecule exhibits good bench stability and is compatible with standard purification protocols, making it well-suited for scalable synthesis of heterocyclic scaffolds and API intermediates.

Synthesis

  • Route1
    • null|null
      124-38-9
    • In-stock
      7-Bromo-4-chloro-1H-indole|CS-0041831
      126811-29-8
    • ~67%
    • In-stock
      4-Chloro-1H-indole-7-carboxylic acid|CS-0040696
      875305-77-4

    References

    • Conte-Mayweg, Aurelia; Kuehne, Holger; Luebbers, Thomas; Maugeais, Cyrille; Mueller, Werner; Pflieger, Philippe Patent: US2006/30613 A1, 2006 ; Location in patent: Page/Page column 35 ;

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

Quality Control

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Computational Chemistry Data

  • TPSA   53.09
  • LogP   2.5195
  • H_Acceptors   1
  • H_Donors   2
  • Rotatable_Bonds   1

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