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CS-W001157 4
Total: USD 88.00

(1-Methyl-1H-indazol-6-yl)amine

  • CAS No. 74728-65-7

  • Cat. No. CS-W023179
  • Purity≥98%
  • MDL No.MFCD00456076

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

(1-Methyl-1H-indazol-6-yl)amine|CS-W023179

Structure of 74728-65-7

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General Information

  • CAS No. 74728-65-7
  • Cat. No. CS-W023179
  • Purity ≥98%
  • MDL No. MFCD00456076
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₉N₃
  • Molecular Weight 147.18
  • Synonym(s) 1-methyl-1H-indazol-6-amine
  • SMILES NC1=CC=C2C(N(C)N=C2)=C1

Description

(1-Methyl-1H-indazol-6-yl)amine features a planar, electron-rich indazole core with a strategically positioned methylated amine handle. This nitrogen-rich scaffold integrates readily into medicinal chemistry campaigns, offering enhanced solubility and metabolic stability in target-directed synthesis. The para-amino substitution enables direct coupling reactions without protecting groups.

Application

(1-Methyl-1H-indazol-6-yl)amine serves as a versatile building block in medicinal chemistry, enabling efficient access to indazole-based scaffolds through standard coupling reactions. Its moderate basicity and stability under common reaction conditions facilitate functionalization at the amine site, while the electron-rich indazole core supports diverse heterocyclic transformations. The compound functions effectively in amide bond formation, Suzuki-Miyaura couplings, and electrophilic substitution processes, making it valuable for lead optimization campaigns in pharmaceutical R&D.

Synthesis

  • Route1
    • 1-Methyl-6-nitro-1H-indazole|CS-0052435
      6850-23-3
    • ~97%
    • In-stock
      (1-Methyl-1H-indazol-6-yl)amine|CS-W023179
      74728-65-7

    References

    • The United States of America, as represented by the Secretary, Department of Health and Human Services; Science Applications International Corporation (SAIC); Albany Molecular Research, Inc. Patent: WO2009/42907 A1, 2009 ; Location in patent: Page/Page column 84-85 ; WO 2009/042907 A1
  • Route2

    References

    • Heterocycles, , vol. 68, # 12 p. 2595 - 2605
  • Route3

    References

    • Heterocycles, , vol. 68, # 12 p. 2595 - 2605

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

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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