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5-Bromo-6-methoxy-1H-indazole

  • CAS No. 152626-78-3

  • Cat. No. CS-D0843
  • Purity≥97%
  • MDL No.MFCD11007880

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

5-Bromo-6-methoxy-1H-indazole|CS-D0843

Structure of 152626-78-3

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General Information

  • CAS No. 152626-78-3
  • Cat. No. CS-D0843
  • Purity ≥97%
  • MDL No. MFCD11007880
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₇BrN₂O
  • Molecular Weight 227.06
  • Synonym(s) 5-Bromo-6-methoxy(1H)indazole
  • SMILES COC1=CC2=C(C=C1Br)C=NN2

Description

5-Bromo-6-methoxy-1H-indazole is a heterocyclic scaffold featuring a bromine atom at the 5-position and a methoxy group at the 6-position, providing orthogonal reactivity for cross-coupling and derivatization. This electron-deficient indazole integrates readily into bioactive molecules, offering enhanced metabolic stability and tunable solubility in polar solvents.

Application

5-Bromo-6-methoxy-1H-indazole serves as a versatile building block in medicinal chemistry, enabling direct functionalization at the C5 position via palladium-catalyzed cross-coupling reactions. The methoxy group provides moderate electron donation and enhances solubility, while the indazole core offers metabolic stability and favorable binding interactions in target-directed synthesis. Its bench-stable crystalline form facilitates handling and purification, making it well-suited for iterative library construction and API intermediate development.

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 : H302
Precautionary Statements : P264-P270-P330-P501

Quality Control

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Computational Chemistry Data

  • TPSA   37.91
  • LogP   2.334
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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