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5-Iodo-1-methyl-1H-indazole

  • CAS No. 1072433-59-0

  • Cat. No. CS-0036174
  • Molecule weight258.06
  • Purity≥97%
  • MDL No.MFCD11977535

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

5-Iodo-1-methyl-1H-indazole|CS-0036174

Structure of 1072433-59-0

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General Information

  • CAS No. 1072433-59-0
  • Cat. No. CS-0036174
  • Purity ≥97%
  • MDL No. MFCD11977535
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₇IN₂
  • Molecular Weight 258.06
  • Synonym(s) 1H-INDAZOLE, 5-IODO-1-METHYL-
  • SMILES CN1C2=CC=C(C=C2C=N1)I

Description

5-Iodo-1-methyl-1H-indazole is a bench-stable heterocyclic scaffold featuring a iodinated indazole core with a methyl group at the nitrogen. This electron-deficient platform enables efficient coupling in cross-coupling reactions, serving as a key building block for bioactive molecules and functional materials.

Application

5-Iodo-1-methyl-1H-indazole serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions for the construction of biologically relevant heterocyclic scaffolds. The iodide group provides high reactivity in Suzuki, Stille, and Negishi couplings, while the 1-methyl substitution enhances stability and solubility. Its bench-stable nature and compatibility with diverse functional groups make it well-suited for iterative synthesis workflows and API development.

Synthesis

  • Route1

    References

    • VERTEX PHARMACEUTICALS INCORPORATED Patent: WO2008/128009 A2, 2008 ; Location in patent: Page/Page column 47-48 ; WO 2008/128009 A2
  • Route2
    • In-stock
      5-Iodo-1-methyl-1H-indazol-3-amine|CS-0442878
      1227955-23-8
    • ~83%
    • In-stock
      5-Iodo-1-methyl-1H-indazole|CS-0036174
      1072433-59-0

    References

    • Liu, Han-Jun; Hung, Shiang-Fu; Chen, Chuan-Lin; Lin, Mei-Huey Tetrahedron, 2013 , vol. 69, # 19 p. 3907 - 3912
  • Route3

    References

    • Tetrahedron, , vol. 69, # 19 p. 3907 - 3912

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   17.82
  • LogP   2.1779
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   0

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