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3-Formyl-1H-indazole-5-carboxylic acid

  • CAS No. 885519-98-2

  • Cat. No. CS-0042819
  • Purity≥95%
  • MDL No.MFCD06656900

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

3-Formyl-1H-indazole-5-carboxylic acid|CS-0042819

Structure of 885519-98-2

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General Information

  • CAS No. 885519-98-2
  • Cat. No. CS-0042819
  • Purity ≥95%
  • MDL No. MFCD06656900
  • Storage -20°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₆N₂O₃
  • Molecular Weight 190.16
  • Synonym(s) 1H-Indazole-5-carboxylic acid, 3-formyl-
  • SMILES O=C(C1=CC2=C(NN=C2C=O)C=C1)O

Description

3-Formyl-1H-indazole-5-carboxylic acid features a dual functional group architecture: an electron-deficient indazole core paired with a formyl group at the 3-position and a carboxylic acid at the 5-position. This arrangement enables direct conjugation in heterocyclic synthesis, facilitating rapid access to bioactive scaffolds through coupling reactions. The molecule exhibits enhanced solubility under standard conditions, supporting its use in medicinal chemistry workflows.

Application

3-Formyl-1H-indazole-5-carboxylic acid serves as a versatile bifunctional building block for medicinal chemistry and heterocyclic synthesis. The ortho-aldehyde and carboxylic acid groups enable sequential functionalization, facilitating amide coupling, reductive amination, or cyclization reactions. Its stability under standard bench conditions and compatibility with common protecting group strategies support efficient route design in API development.

Synthesis

  • Route1

    References

    • Georges, Guy; Goller, Bernhard; Kuenkele, Klaus-Peter; Limberg, Anja; Reiff, Ulrike; Rueger, Petra; Rueth, Matthias; Schuell, Christine Patent: US2006/142247 A1, 2006 ; Location in patent: Page/Page column 39 ;

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   83.05
  • LogP   1.0736
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   2

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