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CS-W001157 4
Total: USD 88.00

1-Methyl-1H-indazol-3-amine

  • CAS No. 60301-20-4

  • Cat. No. CS-D1081
  • Purity≥98%
  • MDL No.MFCD09054755

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

1-Methyl-1H-indazol-3-amine|CS-D1081

Structure of 60301-20-4

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General Information

  • CAS No. 60301-20-4
  • Cat. No. CS-D1081
  • Purity ≥98%
  • MDL No. MFCD09054755
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₉N₃
  • Molecular Weight 147.18
  • Synonym(s) 1-Methylindazol-3-amine
  • SMILES NC1=NN(C)C2=C1C=CC=C2

Description

1-Methyl-1H-indazol-3-amine features a methylated indazolyl core with a primary amine at the 3-position, enabling direct functionalization in medicinal chemistry. This electron-rich heterocycle serves as a key scaffold for kinase inhibitors and bioactive molecules, offering improved metabolic stability and solubility compared to unsubstituted analogs.

Application

1-Methyl-1H-indazol-3-amine serves as a versatile building block in medicinal chemistry, enabling rapid access to bioactive heterocycles through standard coupling reactions. Its ortho-amino functionality facilitates direct derivatization, while the methyl group enhances metabolic stability and modulates solubility. The scaffold exhibits excellent bench stability, tolerates diverse functional groups, and is readily incorporated into kinase inhibitors and CNS-targeted compounds via amide bond formation or Suzuki couplings.

Synthesis

  • Route1
    • null|null
      113385-39-0
    • ~72%
    • In-stock
      1-Methyl-1H-indazol-3-amine|CS-D1081
      60301-20-4

    References

    • AVEXA LIMITED Patent: WO2008/77188 A1, 2008 ; Location in patent: Page/Page column 131-132 ;
  • Route2

    References

    • US2012/245163 A1, ; Page/Page column 35 ; US 20120245163 A1
  • Route3
    • null|null
      394-47-8
    • null|null
      60-34-4
    • ~94%
    • In-stock
      1-Methyl-1H-indazol-3-amine|CS-D1081
      60301-20-4

    References

    • Liu, Han-Jun; Hung, Shiang-Fu; Chen, Chuan-Lin; Lin, Mei-Huey Tetrahedron, 2013 , 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 : H317-H319
Precautionary Statements : P261-P264-P272-P280-P302+P352-P362+P364-P501

Quality Control

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Computational Chemistry Data

  • TPSA   43.84
  • LogP   1.1555
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   0

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