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

  • CAS No. 1077-94-7

  • Cat. No. CS-W019742
  • Purity≥96%
  • MDL No.MFCD05663979

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

5-Bromo-1H-indazole-3-carboxylic acid|CS-W019742

Structure of 1077-94-7

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General Information

  • CAS No. 1077-94-7
  • Cat. No. CS-W019742
  • Purity ≥96%
  • MDL No. MFCD05663979
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₅BrN₂O₂
  • Molecular Weight 241.04
  • Synonym(s) 5-Bromoindazole-3-Carboxylic Acid
  • SMILES O=C(O)C1=NNC(C=C2)=C1C=C2Br

Description

5-Bromo-1H-indazole-3-carboxylic acid features a brominated indazole core with a carboxylic acid group at the 3-position, enabling direct conjugation in bioactive molecule design. This electron-deficient heterocycle integrates readily into pharmaceutical scaffolds, offering enhanced metabolic stability and tailored solubility under standard conditions.

Application

5-Bromo-1H-indazole-3-carboxylic acid serves as a versatile building block for the synthesis of bioactive heterocycles and pharmaceutical intermediates. Its bromo group enables palladium-catalyzed cross-coupling reactions, while the carboxylic acid functionality supports direct derivatization or activation for amide bond formation. The molecule exhibits good bench stability and facilitates efficient purification, making it well-suited for iterative synthetic workflows in medicinal chemistry and process development.

Synthesis

  • Route1

    References

    • PFIZER INC Patent: US2005/90529 A1, 2005 ; Location in patent: Page/Page column 84-85 ; US 20050090529 A1
  • Route2

    References

    • Crestey, Francois; Collot, Valerie; Stiebing, Silvia; Lohier, Jean-Francois; Santos, Jana Sopkova-de Oliveira; Rault, Sylvain Tetrahedron Letters, 2007 , vol. 48, # 14 p. 2457 - 2460

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

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Computational Chemistry Data

  • TPSA   65.98
  • LogP   2.0236
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   1

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