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CS-W001157 4
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5-Chloro-3-iodo-1H-indazole

  • CAS No. 351456-45-6

  • Cat. No. CS-W022350
  • Molecule weight278.48
  • Purity≥96%
  • MDL No.MFCD06739146

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

5-Chloro-3-iodo-1H-indazole|CS-W022350

Structure of 351456-45-6

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General Information

  • CAS No. 351456-45-6
  • Cat. No. CS-W022350
  • Purity ≥96%
  • MDL No. MFCD06739146
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₄ClIN₂
  • Molecular Weight 278.48
  • Synonym(s) 5-CHLORO-3-IODOINDAZOLE
  • SMILES ClC2=CC=C1[NH]N=C(C1=C2)I

Description

5-Chloro-3-iodo-1H-indazole is a halogenated indazole derivative featuring complementary reactive sites at the 3- and 5-positions. This bifunctional scaffold enables seamless coupling in cross-coupling reactions, particularly Pd-catalyzed transformations. The electron-deficient indazole core enhances reactivity in C–H functionalization processes. Bench-stable and moisture-tolerant, it serves as a robust building block for medicinal chemistry and materials science applications.

Application

5-Chloro-3-iodo-1H-indazole serves as a versatile building block for late-stage functionalization in medicinal chemistry and heterocyclic synthesis. The ortho-halogenated scaffold enables palladium-catalyzed cross-coupling reactions with high efficiency and selectivity. Its stability under standard reaction conditions and compatibility with diverse functional groups make it ideal for constructing complex indazole-based pharmacophores.

Synthesis

  • Route1

    References

    • Bioorganic and Medicinal Chemistry Letters, , vol. 23, # 9 p. 2793 - 2800

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

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Computational Chemistry Data

  • TPSA   28.68
  • LogP   2.8209
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   0

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