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5-Ethynyl-3-methyl-1H-indazole

  • CAS No. 1093307-29-9

  • Cat. No. CS-0085353
  • Purity≥97%
  • MDL No.MFCD14584652

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

5-Ethynyl-3-methyl-1H-indazole|CS-0085353

Structure of 1093307-29-9

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General Information

  • CAS No. 1093307-29-9
  • Cat. No. CS-0085353
  • Purity ≥97%
  • MDL No. MFCD14584652
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₈N₂
  • Molecular Weight 156.18
  • Synonym(s) None
  • SMILES CC1=NNC2=C1C=C(C#C)C=C2

Description

5-Ethynyl-3-methyl-1H-indazole is a bench-stable, electron-deficient heterocycle featuring a terminal alkyne group and a methyl substituent at the 3-position. This combination enables efficient copper-catalyzed coupling reactions, facilitating rapid integration into bioconjugation workflows and complex molecular architectures.

Application

5-Ethynyl-3-methyl-1H-indazole serves as a versatile building block for transition-metal-catalyzed coupling reactions, enabling efficient access to conjugated heterocyclic architectures. Its terminal alkyne functionality facilitates Sonogashira, Glaser, and click-type transformations with high reliability. The molecule exhibits excellent bench stability, tolerates common functional groups, and simplifies purification—making it well-suited for iterative synthesis in medicinal chemistry and materials development.

Synthesis

  • Route1
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      1093307-28-8
    • ~%
    • In-stock
      5-Ethynyl-3-methyl-1H-indazole|CS-0085353
      1093307-29-9

    References

    • WO2008/154241 A1, ; Page/Page column 141 ;

Safety Information

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GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H332-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   28.68
  • LogP   1.85262
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   0

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