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3-Fluoro-1H-indazole

  • CAS No. 66607-26-9

  • Cat. No. CS-0054320
  • Purity≥95%
  • MDL No.None

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

3-Fluoro-1H-indazole|CS-0054320

Structure of 66607-26-9

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General Information

  • CAS No. 66607-26-9
  • Cat. No. CS-0054320
  • Purity ≥95%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₅FN₂
  • Molecular Weight 136.13
  • Synonym(s) 1H-Indazole,3-fluoro
  • SMILES FC1=NNC2=C1C=CC=C2

Description

3-Fluoro-1H-indazole is a fluorinated heterocyclic scaffold featuring a nitrogen-rich core with enhanced electron-withdrawing character due to the ortho-fluorine substitution. This configuration improves metabolic stability and modulates lipophilicity, enabling efficient integration into bioactive molecules for medicinal chemistry applications. The compound exhibits favorable solubility and bench-stable handling under standard conditions.

Application

3-Fluoro-1H-indazole serves as a versatile heterocyclic building block in medicinal chemistry, enabling direct functionalization at the C3 position via palladium-catalyzed cross-coupling reactions. Its fluorinated aromatic core enhances metabolic stability and modulates electronic properties, while maintaining bench stability and compatibility with common protecting groups. The compound functions effectively in the synthesis of kinase inhibitors and other bioactive scaffolds, offering predictable reactivity in standard synthetic workflows.

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   28.68
  • LogP   1.702
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   0

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