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5-Bromo-7-fluoro-1H-indazole

  • CAS No. 1260381-83-6

  • Cat. No. CS-0036306
  • Purity≥95%
  • MDL No.None

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

5-Bromo-7-fluoro-1H-indazole|CS-0036306

Structure of 1260381-83-6

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General Information

  • CAS No. 1260381-83-6
  • Cat. No. CS-0036306
  • Purity ≥95%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₄BrFN₂
  • Molecular Weight 215.02
  • Synonym(s) 5-bromo-7-fluoro-1H-indzole
  • SMILES C1=C2C=NNC2=C(C=C1Br)F

Description

5-Bromo-7-fluoro-1H-indazole is a heterocyclic building block featuring complementary halogen substituents at the 5 and 7 positions, enabling selective cross-coupling reactions. The electron-deficient aromatic core supports efficient metal-catalyzed transformations, while the fluorine atom enhances metabolic stability in bioactive molecule design. This compound serves as a key scaffold for medicinal chemistry and materials science applications.

Application

5-Bromo-7-fluoro-1H-indazole serves as a versatile heterocyclic building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its well-established reactivity at the bromine site. The fluorine substituent enhances metabolic stability and modulates electronic properties, while the indazole core provides a rigid, planar scaffold suitable for target-directed synthesis. Bench-stable and readily purified by chromatography, it functions effectively in standard coupling protocols and offers predictable regioselectivity in multi-step syntheses.

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-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   28.68
  • LogP   2.4645
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   0

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