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CS-W001157 4
Total: USD 88.00

5-Bromo-1H-indazole

  • CAS No. 53857-57-1

  • Cat. No. CS-B0441
  • Purity≥95%
  • MDL No.MFCD00839493

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

5-Bromo-1H-indazole|CS-B0441

Structure of 53857-57-1

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General Information

  • CAS No. 53857-57-1
  • Cat. No. CS-B0441
  • Purity ≥95%
  • MDL No. MFCD00839493
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₅BrN₂
  • Molecular Weight 197.03
  • Synonym(s) 5-Bromoindazole-2
  • SMILES BrC1=CC=C2NN=CC2=C1

Description

5-Bromo-1H-indazole is a heterocyclic compound featuring a bromine substituent at the 5-position of the indazole scaffold. This electron-deficient aryl halide enables direct functionalization in cross-coupling reactions, facilitating the synthesis of complex biaryl architectures. The molecule exhibits enhanced stability under standard bench conditions and demonstrates favorable solubility in common organic solvents, making it a reliable building block for medicinal chemistry and materials science applications.

Application

5-Bromo-1H-indazole serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions for the construction of biologically relevant heterocyclic scaffolds. The bromine substituent facilitates reliable C–C bond formation under standard Suzuki, Stille, or Negishi conditions, while the indazole core provides a stable, planar platform with moderate hydrogen-bonding capacity. Its bench-stable crystalline form supports straightforward handling and purification, making it well-suited for iterative synthesis campaigns in drug discovery.

Safety Information

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GHS Pictogram :
GHS No : GHS05,GHS07
Signal Word : Danger
UN#: 1759
Class : 8
Packing Group : Ⅲ
Hazard Statements : H302-H318
Precautionary Statements : P264-P270-P280-P330-P501

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Computational Chemistry Data

  • TPSA   28.68
  • LogP   2.3254
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   0

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