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CS-W001157 4
Total: USD 88.00

5-Ethynyl-1H-indazole

  • CAS No. 403660-57-1

  • Cat. No. CS-0050496
  • Purity≥96%
  • MDL No.None

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

5-Ethynyl-1H-indazole|CS-0050496

Structure of 403660-57-1

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General Information

  • CAS No. 403660-57-1
  • Cat. No. CS-0050496
  • Purity ≥96%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₆N₂
  • Molecular Weight 142.16
  • Synonym(s) None
  • SMILES C#CC1=CC2=C(NN=C2)C=C1

Description

5-Ethynyl-1H-indazole is a bench-stable, electron-deficient heterocycle featuring a terminal alkyne group poised for Cu-catalyzed coupling reactions. This functionalized indazole integrates efficiently into bioconjugation workflows and serves as a key scaffold in the synthesis of kinase inhibitors and fluorescent probes.

Application

5-Ethynyl-1H-indazole serves as a versatile building block in medicinal chemistry, enabling efficient copper-catalyzed azide-alkyne cycloaddition (CuAAC) for triazole formation. Its terminal alkyne functionality exhibits excellent stability under standard bench conditions and tolerates diverse functional groups, facilitating straightforward conjugation and late-stage diversification in target molecule synthesis.

Synthesis

  • Route1
    • null|null
      1093847-82-5
    • ~%
    • In-stock
      5-Ethynyl-1H-indazole|CS-0050496
      403660-57-1

    References

    • Li, Yupeng; Shen, Mengjie; Zhang, Zhang; Luo, Jinfeng; Pan, Xiaofen; Lu, Xiaoyun; Long, Huoyou; Wen, Donghai; Zhang, Fengxiang; Leng, Fang; Li, Yingjun; Tu, Zhengchao; Ren, Xiaomei; Ding, Ke Journal of Medicinal Chemistry, 2012 , vol. 55, # 22 p. 10033 - 10046
  • Route2
    • null|null
      1093306-78-5
    • ~95%
    • In-stock
      5-Ethynyl-1H-indazole|CS-0050496
      403660-57-1

    References

    • Akritopoulou-Zanze, Irini; Wakefield, Brian D.; Gasiecki, Alan; Kalvin, Douglas; Johnson, Eric F.; Kovar, Peter; Djuric, Stevan W. Bioorganic and Medicinal Chemistry Letters, 2011 , vol. 21, # 5 p. 1476 - 1479
  • Route3

    References

    • Akritopoulou-Zanze, Irini; Wakefield, Brian D.; Gasiecki, Alan; Kalvin, Douglas; Johnson, Eric F.; Kovar, Peter; Djuric, Stevan W. Bioorganic and Medicinal Chemistry Letters, 2011 , vol. 21, # 5 p. 1476 - 1479

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   28.68
  • LogP   1.5442
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   0

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