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6-Methoxy-1H-indazole-3-carbonitrile

  • CAS No. 691900-59-1

  • Cat. No. CS-0131003
  • Purity≥98%
  • MDL No.MFCD06659784

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

6-Methoxy-1H-indazole-3-carbonitrile|CS-0131003

Structure of 691900-59-1

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General Information

  • CAS No. 691900-59-1
  • Cat. No. CS-0131003
  • Purity ≥98%
  • MDL No. MFCD06659784
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₇N₃O
  • Molecular Weight 173.17
  • Synonym(s) 1H-Indazole-3-carbonitrile,6-methoxy
  • SMILES N#CC1=NNC2=C1C=CC(OC)=C2

Description

6-Methoxy-1H-indazole-3-carbonitrile features a fused bicyclic core with complementary electron-rich and electron-deficient sites. The methoxy group enhances solubility and modulates electronic properties, while the nitrile moiety provides a robust handle for downstream functionalization. This compound serves as a key scaffold in medicinal chemistry and materials science.

Application

6-Methoxy-1H-indazole-3-carbonitrile serves as a versatile building block in medicinal chemistry, enabling efficient access to indazole-based scaffolds through standard coupling reactions. The nitrile group facilitates further functionalization via hydrolysis or nucleophilic addition, while the methoxy substituent enhances solubility and modulates electronic properties. Bench-stable and compatible with common reaction conditions, it functions reliably in multistep syntheses and is well-suited for parallel library generation.

Synthesis

  • Route1
    • 2-(2-Amino-4-methoxyphenyl)acetonitrile|CS-0338913
      118671-03-7
    • ~%
    • In-stock
      6-Methoxy-1H-indazole-3-carbonitrile|CS-0131003
      691900-59-1

    References

    • US2004/97575 A1, ; Page 9; 11 ;

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   61.7
  • LogP   1.44318
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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