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CS-W001157 4
Total: USD 88.00

1-Methyl-1H-indazol-5-amine

  • CAS No. 50593-24-3

  • Cat. No. CS-W019736
  • Purity≥95%
  • MDL No.MFCD03305455

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

1-Methyl-1H-indazol-5-amine|CS-W019736

Structure of 50593-24-3

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General Information

  • CAS No. 50593-24-3
  • Cat. No. CS-W019736
  • Purity ≥95%
  • MDL No. MFCD03305455
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₉N₃
  • Molecular Weight 147.18
  • Synonym(s) None
  • SMILES N1=CC=2C=C(N)C=CC2N1C

Description

1-Methyl-1H-indazol-5-amine features a fused bicyclic core with a methylated nitrogen at the indazole ring, delivering enhanced electron density at the amine site. This configuration supports robust coupling reactions and improves metabolic stability in bioactive molecule design. The compound exhibits favorable solubility profiles and handles well under standard bench conditions, enabling efficient integration into medicinal chemistry campaigns.

Application

1-Methyl-1H-indazol-5-amine serves as a versatile building block in medicinal chemistry, enabling rapid access to bioactive heterocycles through standard coupling and functionalization reactions. Its electron-rich indazole core exhibits favorable stability and solubility, facilitating purification and compatibility with diverse reaction conditions. The methyl group enhances metabolic stability while preserving reactivity at the amine site, making it ideal for constructing kinase inhibitors and other targeted therapeutics via amide, urea, or sulfonamide formation.

Synthesis

  • Route1

    References

    • PFIZER PRODUCTS INC. Patent: WO2007/88478 A1, 2007 ; Location in patent: Page/Page column 19 ;
  • Route2

    References

    • Boyer, Gerard; Galy, Jean-Pierre; Faure, Robert; Elguero, Jose; Barbe, Jacques Journal of Chemical Research, Miniprint, 1990 , # 11 p. 2601 - 2615

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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