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CS-W001157 4
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5-Chloro-1H-indazole-3-carboxylic acid

  • CAS No. 1077-95-8

  • Cat. No. CS-W005432
  • Purity≥95%
  • MDL No.MFCD02326712

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

5-Chloro-1H-indazole-3-carboxylic acid|CS-W005432

Structure of 1077-95-8

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General Information

  • CAS No. 1077-95-8
  • Cat. No. CS-W005432
  • Purity ≥95%
  • MDL No. MFCD02326712
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₅ClN₂O₂
  • Molecular Weight 196.59
  • Synonym(s) 5-CHLORO-3-INDOZOLE-CARBOXYLIC ACID
  • SMILES O=C(C1=NNC2=C1C=C(Cl)C=C2)O

Description

5-Chloro-1H-indazole-3-carboxylic acid features a rigid indazole core functionalized with a chloro group at the 5-position and a carboxylic acid at the 3-position. This combination imparts enhanced electron-withdrawing character and improved solubility in polar solvents, enabling efficient incorporation into bioactive scaffolds and pharmaceutical intermediates under standard coupling conditions.

Application

5-Chloro-1H-indazole-3-carboxylic acid serves as a versatile building block in medicinal chemistry, enabling direct incorporation into bioactive heterocycles via standard coupling reactions. The carboxylic acid group facilitates amide, ester, and hydrazide formation under mild conditions, while the 5-chloro substituent provides a handle for palladium-catalyzed cross-coupling transformations. Its bench-stable crystalline form simplifies handling and purification, making it well-suited for high-throughput synthesis and API development workflows.

Synthesis

  • Route1

    References

    • WO2005/14554 A1, ; Page/Page column 60-61 ; WO 2005/014554 A1

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 : H315-H319
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   1.9145
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   1

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