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CS-W001157 4
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4-Bromo-6-methoxy-1H-indazole

  • CAS No. 885520-83-2

  • Cat. No. CS-0036605
  • Purity≥98%
  • MDL No.None

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

4-Bromo-6-methoxy-1H-indazole|CS-0036605

Structure of 885520-83-2

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General Information

  • CAS No. 885520-83-2
  • Cat. No. CS-0036605
  • Purity ≥98%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₇BrN₂O
  • Molecular Weight 227.06
  • Synonym(s) 1H-Indazole, 4-bromo-6-methoxy-
  • SMILES COC1=CC(=C2C=NNC2=C1)Br

Description

4-Bromo-6-methoxy-1H-indazole is a heterocyclic building block featuring a bromine atom at the 4-position and a methoxy group at the 6-position on the indazole core. This combination imparts enhanced electron-withdrawing character and facilitates selective cross-coupling reactions under standard conditions. The molecule exhibits good bench stability and solubility in common organic solvents, enabling straightforward integration into synthetic sequences for pharmaceutical and materials research.

Application

4-Bromo-6-methoxy-1H-indazole serves as a versatile building block in medicinal chemistry, enabling direct functionalization at the C4 position via palladium-catalyzed cross-coupling reactions. The methoxy group at C6 provides moderate electron-donating character and enhances solubility, while the indazole core offers metabolic stability and hydrogen-bonding capability. Bench-stable and readily purified by column chromatography, it facilitates efficient access to diverse heterocyclic scaffolds in API discovery campaigns.

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

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