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CS-W001157 4
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5-Amino-3-methylindazole

  • CAS No. 90764-90-2

  • Cat. No. CS-W009222
  • Purity≥97%
  • MDL No.MFCD08272110

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

5-Amino-3-methylindazole|CS-W009222

Structure of 90764-90-2

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General Information

  • CAS No. 90764-90-2
  • Cat. No. CS-W009222
  • Purity ≥97%
  • MDL No. MFCD08272110
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₉N₃
  • Molecular Weight 147.18
  • Synonym(s) 3-methyl-2H-indazol-5-amine
  • SMILES NC1=CC2=C(NN=C2C)C=C1

Description

5-Amino-3-methylindazole is a heterocyclic compound featuring an electron-rich indazole core with strategically positioned amino and methyl groups. This combination enhances solubility and reactivity in synthetic transformations, enabling efficient incorporation into bioactive scaffolds. The molecule exhibits robust stability under standard conditions, facilitating straightforward handling in medicinal chemistry workflows.

Application

5-Amino-3-methylindazole serves as a versatile building block in medicinal chemistry, enabling the construction of bioactive heterocycles through standard coupling and functionalization reactions. Its amino group facilitates derivatization via acylation, alkylation, or transition-metal-catalyzed cross-couplings, while the methyl substituent enhances metabolic stability and modulates electronic properties. Bench-stable and readily purified, it functions effectively in parallel synthesis and target-oriented campaigns.

Synthesis

  • Route1

    References

    • Bulletin de la Societe Chimique de France, , p. 152,156
  • Route2

    References

    • Journal of Medicinal Chemistry, , vol. 46, # 26 p. 5663 - 5673
  • Route3

    References

    • Bioorganic and Medicinal Chemistry, , vol. 15, # 1 p. 350 - 364

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   54.7
  • LogP   1.45352
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   0

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