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3-Iodo-6,6-dimethyl-4,5,6,7-tetrahydro-1H-indazole

  • CAS No. 1309788-50-8

  • Cat. No. CS-0109907
  • Molecule weight276.12
  • Purity≥98%
  • MDL No.MFCD26406997

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

3-Iodo-6,6-dimethyl-4,5,6,7-tetrahydro-1H-indazole|CS-0109907

Structure of 1309788-50-8

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General Information

  • CAS No. 1309788-50-8
  • Cat. No. CS-0109907
  • Purity ≥98%
  • MDL No. MFCD26406997
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₃IN₂
  • Molecular Weight 276.12
  • Synonym(s) None
  • SMILES CC1(C)CCC2=C(NN=C2I)C1

Description

3-Iodo-6,6-dimethyl-4,5,6,7-tetrahydro-1H-indazole is a sterically hindered heterocyclic iodide featuring a bench-stable indazole core. This compound integrates readily into cross-coupling reactions due to its reactive iodine handle and electron-deficient aromatic system. The dimethyl substitution enhances solubility and stability in organic media, facilitating efficient incorporation into complex molecular architectures under standard conditions.

Application

3-Iodo-6,6-dimethyl-4,5,6,7-tetrahydro-1H-indazole serves as a versatile building block for the synthesis of biologically active heterocycles. The iodine substituent enables palladium-catalyzed cross-coupling reactions, facilitating C–C bond formation under mild conditions. Its saturated indazole core offers enhanced metabolic stability and favorable solubility compared to aromatic analogs. Bench-stable and readily purified by flash chromatography, it functions effectively in late-stage functionalization and medicinal chemistry campaigns.

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-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   28.68
  • LogP   2.5292
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   0

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