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CS-W001157 4
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1H-Indazol-7-amine

  • CAS No. 21443-96-9

  • Cat. No. CS-0008181
  • Purity≥95%
  • MDL No.MFCD00022790

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

1H-Indazol-7-amine|CS-0008181

Structure of 21443-96-9

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General Information

  • CAS No. 21443-96-9
  • Cat. No. CS-0008181
  • Purity ≥95%
  • MDL No. MFCD00022790
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₇N₃
  • Molecular Weight 133.15
  • Synonym(s) 1H-Indazol-7-ylamine; 7-Amino-1H-indazole; 7-Aminoindazole; 4-25-00-02526 (Beilstein Handbook Reference)
  • SMILES NC1=C(NN=C2)C2=CC=C1

Description

1H-Indazol-7-amine features a nitrogen-rich heterocyclic core with enhanced basicity and planar geometry, enabling robust coordination in metal-ligand systems. This bench-stable scaffold integrates readily into bioactive molecules, offering high solubility in polar solvents and compatibility with diverse synthetic transformations.

Application

1H-Indazol-7-amine serves as a versatile building block for the synthesis of biologically active heterocycles, enabling direct functionalization at the 7-position. Its stability under standard reaction conditions and compatibility with diverse coupling protocols facilitate efficient access to pharmaceutical scaffolds, including kinase inhibitors and targeted therapeutics.

Synthesis

  • Route1

    References

    • Journal of Medicinal Chemistry, , vol. 45, # 3 p. 740 - 743
  • Route2

    References

    • Synlett, , # 8 p. 1203 - 1206
  • Route3
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      112698-24-5
    • ~%
    • In-stock
      5-Methyl-1H-pyrazol-3(2H)-one|CS-W013725
      4344-87-0
    • In-stock
      1H-Indazol-7-amine|CS-0008181
      21443-96-9

    References

    • Bulletin des Societes Chimiques Belges, , vol. 101, # 12 p. 995 - 1000

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-H412
Precautionary Statements : P261-P264-P270-P271-P273-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   54.7
  • LogP   1.1451
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   0

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