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CS-W001157 4
Total: USD 88.00

4-Bromo-1H-indazole

  • CAS No. 186407-74-9

  • Cat. No. CS-W018550
  • Purity≥97%
  • MDL No.MFCD05664001

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

4-Bromo-1H-indazole|CS-W018550

Structure of 186407-74-9

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General Information

  • CAS No. 186407-74-9
  • Cat. No. CS-W018550
  • Purity ≥97%
  • MDL No. MFCD05664001
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₅BrN₂
  • Molecular Weight 197.03
  • Synonym(s) None
  • SMILES BrC1=CC=CC2=C1C=NN2

Description

4-Bromo-1H-indazole is a heterocyclic building block featuring a bromine substituent at the 4-position of the indazole core. This electron-deficient scaffold integrates readily into cross-coupling reactions, enabling efficient access to functionalized polycycles. The bromine moiety serves as a robust handle for further derivatization under palladium-catalyzed conditions.

Application

4-Bromo-1H-indazole serves as a versatile building block in medicinal chemistry and synthetic organic chemistry, enabling palladium-catalyzed cross-coupling reactions such as Suzuki-Miyaura and Buchwald-Hartwig couplings. Its bromine substituent provides high reactivity under standard conditions, while the indazole core offers metabolic stability and favorable pharmacophoric properties. The compound exhibits excellent bench stability, ease of purification, and compatibility with diverse functional groups, making it well-suited for the construction of complex heterocyclic scaffolds in drug discovery and process development.

Safety Information

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GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362-P405-P501

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Computational Chemistry Data

  • TPSA   28.68
  • LogP   2.3254
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   0

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