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CS-W001157 4
Total: USD 88.00

5-Bromo-6-fluoro-1H-indazole

  • CAS No. 105391-70-6

  • Cat. No. CS-D1263
  • Purity≥97%
  • MDL No.MFCD11044589

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

5-Bromo-6-fluoro-1H-indazole|CS-D1263

Structure of 105391-70-6

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General Information

  • CAS No. 105391-70-6
  • Cat. No. CS-D1263
  • Purity ≥97%
  • MDL No. MFCD11044589
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₄BrFN₂
  • Molecular Weight 215.02
  • Synonym(s) 5-BROMO-6-FLUOROINDAZOLE
  • SMILES FC1=CC2=C(C=C1Br)C=NN2

Description

5-Bromo-6-fluoro-1H-indazole features a uniquely activated heterocyclic core with orthogonal halogen substituents enabling selective cross-coupling. This electron-deficient scaffold integrates readily into bioactive molecules, offering enhanced metabolic stability and tunable solubility for medicinal chemistry applications.

Application

5-Bromo-6-fluoro-1H-indazole serves as a versatile heterocyclic building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its orthogonal halogen reactivity. The bromo and fluoro substituents facilitate sequential functionalization, while the indazole core provides metabolic stability and favorable binding interactions in kinase inhibitors and other bioactive scaffolds. Its bench-stable crystalline form simplifies handling and purification in multi-step synthesis.

Synthesis

  • Route1

    References

    • CENTAURUS BIOPHARMA CO., LTD.; XIAO, Dengming; ZHU, Yan; HU, Yuandong; WANG, Huting; LIU, Yuliang; LI, Jijun; SUN, Deguang; WANG, Zhe; WEI, Yongheng; WANG, Zanping; TANG, Guojing; JING, Lutao Patent: WO2012/103806 A1, 2012 ; Location in patent: Page/Page column 55 ; WO 2012/103806 A1
  • Route2

    References

    • WO2011/72488 A1, ; Page/Page column 17; 39 ; WO 2011/072488 A1
  • Route3

    References

    • WO2011/72488 A1, ; WO 2011/072488 A1

Safety Information

Download SDS
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

Quality Control

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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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