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CS-W001157 4
Total: USD 88.00

4-Bromo-1H-indazole-6-carbonitrile

  • CAS No. 898746-96-8

  • Cat. No. CS-0045117
  • Purity≥96%
  • MDL No.MFCD08458975

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

4-Bromo-1H-indazole-6-carbonitrile|CS-0045117

Structure of 898746-96-8

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General Information

  • CAS No. 898746-96-8
  • Cat. No. CS-0045117
  • Purity ≥96%
  • MDL No. MFCD08458975
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₄BrN₃
  • Molecular Weight 222.04
  • Synonym(s) 4-BROMO-6-CYANOINDAZOLE
  • SMILES N#CC1=CC2=C(C(Br)=C1)C=NN2

Description

4-Bromo-1H-indazole-6-carbonitrile features a bromine atom at the 4-position and a nitrile group at the 6-position of the indazole core. This electron-deficient heterocycle integrates readily into cross-coupling reactions, serving as a key intermediate in the synthesis of bioactive molecules. The nitrile moiety enables further derivatization via nucleophilic addition or amidation, while the bromine facilitates palladium-catalyzed functionalization.

Application

4-Bromo-1H-indazole-6-carbonitrile serves as a versatile building block for medicinal chemistry and heterocyclic synthesis, enabling direct functionalization at the 4-position via palladium-catalyzed cross-coupling reactions. The nitrile group provides a handle for downstream transformations, while the indazole core offers enhanced metabolic stability and favorable pharmacophore properties. Bench-stable and compatible with common reaction conditions, it facilitates efficient access to complex scaffolds in API development workflows.

Safety Information

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GHS Pictogram :
GHS No : GHS06,GHS09
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301-H315-H319-H335-H411
Precautionary Statements : P264-P270-P330-P405-P501

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Computational Chemistry Data

  • TPSA   52.47
  • LogP   2.19708
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   0

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