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CS-W001157 4
Total: USD 88.00

3-Iodo-6-nitro-1H-indazole

  • CAS No. 70315-70-7

  • Cat. No. CS-W010008
  • Purity≥97%
  • MDL No.MFCD07781652

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

3-Iodo-6-nitro-1H-indazole|CS-W010008

Structure of 70315-70-7

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General Information

  • CAS No. 70315-70-7
  • Cat. No. CS-W010008
  • Purity ≥97%
  • MDL No. MFCD07781652
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₄IN₃O₂
  • Molecular Weight 289.03
  • Synonym(s) Axitinib Intermediate 1
  • SMILES O=[N+](C1=CC2=C(C=C1)C(I)=NN2)[O-]

Description

3-Iodo-6-nitro-1H-indazole features a fused bicyclic core bearing iodine and nitro groups at distinct positions, enabling selective cross-coupling reactions. The electron-deficient indazole scaffold enhances reactivity in palladium-catalyzed transformations, while the bench-stable nature supports reliable handling in synthetic workflows.

Application

3-Iodo-6-nitro-1H-indazole serves as a versatile building block for transition-metal-catalyzed cross-coupling reactions, enabling efficient construction of biaryl and heteroaryl architectures. The iodide moiety facilitates palladium-catalyzed coupling with boronic acids, stannanes, and other nucleophiles under standard conditions. The 6-nitro group enhances electrophilicity at C5 and supports sequential functionalization, while the indazole core provides structural rigidity and hydrogen-bonding capacity relevant to medicinal chemistry scaffolds. Bench-stable and amenable to purification by flash chromatography, it is well-suited for iterative synthesis workflows in API development.

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
Precautionary Statements : P264-P270-P330-P501

Quality Control

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Computational Chemistry Data

  • TPSA   71.82
  • LogP   2.0757
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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