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1H-Indazole-3-carbonitrile

  • CAS No. 50264-88-5

  • Cat. No. CS-0005527
  • Purity≥97%
  • MDL No.MFCD01860240

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

1H-Indazole-3-carbonitrile|CS-0005527

Structure of 50264-88-5

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General Information

  • CAS No. 50264-88-5
  • Cat. No. CS-0005527
  • Purity ≥97%
  • MDL No. MFCD01860240
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₅N₃
  • Molecular Weight 143.15
  • Synonym(s) NSC 520611
  • SMILES N#CC1=NNC2=C1C=CC=C2

Description

1H-Indazole-3-carbonitrile is a bench-stable heterocyclic building block featuring a nitrile group at the 3-position of the indazole scaffold. This electron-deficient moiety enables direct functionalization in cross-coupling reactions and serves as a key structural motif in medicinal chemistry, particularly for kinase inhibitors and bioactive compound synthesis.

Application

1H-Indazole-3-carbonitrile serves as a versatile building block in medicinal chemistry, enabling efficient access to heterocyclic scaffolds via nucleophilic substitution and transition-metal-catalyzed coupling reactions. Its nitrile group provides a handle for functionalization, while the indazole core offers structural rigidity and favorable pharmacophoric properties. The compound exhibits good bench stability and compatibility with standard purification methods, facilitating integration into multi-step syntheses.

Synthesis

  • Route1

    References

    • MERCK and CO., INC. Patent: WO2008/54605 A2, 2008 ; Location in patent: Page/Page column 64 ; WO 2008/054605 A2

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   52.47
  • LogP   1.43458
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   0

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