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CS-W001157 4
Total: USD 88.00

1H-Indazole-4-carbonitrile

  • CAS No. 861340-10-5

  • Cat. No. CS-0044713
  • Purity≥95%
  • MDL No.MFCD09261250

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

1H-Indazole-4-carbonitrile|CS-0044713

Structure of 861340-10-5

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General Information

  • CAS No. 861340-10-5
  • Cat. No. CS-0044713
  • Purity ≥95%
  • MDL No. MFCD09261250
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₅N₃
  • Molecular Weight 143.15
  • Synonym(s) None
  • SMILES N#CC1=CC=CC2=C1C=NN2

Description

1H-Indazole-4-carbonitrile features a fused bicyclic core with a nitrile group at the 4-position, delivering high stability and enhanced solubility in polar organic solvents. This electron-deficient scaffold integrates readily into bioactive molecule design, enabling efficient coupling in cross-coupling and cyclization reactions under standard conditions.

Application

1H-Indazole-4-carbonitrile serves as a versatile building block for heterocyclic synthesis, enabling efficient access to indazole-based scaffolds through nucleophilic addition and transition-metal-catalyzed coupling reactions. The nitrile group provides excellent functional group tolerance and facilitates downstream transformations such as amide formation or ring expansion. Its bench-stable nature and compatibility with standard reaction conditions make it ideal for medicinal chemistry campaigns and process-scale applications.

Synthesis

  • Route1
    • 1-(Tetrahydro-2H-pyran-2-yl)-1H-indazole-4-carbonitrile|CS-0901856
      1337880-47-3
    • ~78%
    • In-stock
      1H-Indazole-4-carbonitrile|CS-0044713
      861340-10-5

    References

    • Lohou, Elodie; Sopkova-De Oliveira Santos, Jana; Schumann-Bard, Pascale; Boulouard, Michel; Stiebing, Silvia; Rault, Sylvain; Collot, Valerie Bioorganic and Medicinal Chemistry, 2012 , vol. 20, # 17 p. 5296 - 5304
  • Route2
    • null|null
      557-21-1
    • In-stock
      4-Bromo-1H-indazole|CS-W018550
      186407-74-9
    • ~%
    • In-stock
      1H-Indazole-4-carbonitrile|CS-0044713
      861340-10-5

    References

    • WO2005/118539 A1, ; Page/Page column 102-103 ; WO 2005/118539 A1
  • Route3

    References

    • Bioorganic and Medicinal Chemistry, , vol. 20, # 17 p. 5296 - 5304

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301-H311-H331
Precautionary Statements : P264-P270-P330-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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