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CS-W001157 4
Total: USD 88.00

4-Ethynyl-2-methylthiazole

  • CAS No. 107263-89-8

  • Cat. No. CS-0158555
  • Purity≥97%
  • MDL No.MFCD18207414

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

4-Ethynyl-2-methylthiazole|CS-0158555

Structure of 107263-89-8

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General Information

  • CAS No. 107263-89-8
  • Cat. No. CS-0158555
  • Purity ≥97%
  • MDL No. MFCD18207414
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₅NS
  • Molecular Weight 123.18
  • Synonym(s) Thiazole, 4-ethynyl-2-methyl-
  • SMILES C#CC1=CSC(=N1)C

Description

4-Ethynyl-2-methylthiazole is a bench-stable, moisture-tolerant heterocyclic building block featuring a terminal alkyne group conjugated to a thiazole ring. This configuration enables efficient copper-catalyzed azide-alkyne cycloaddition (CuAAC) for site-specific bioconjugation and materials functionalization. The electron-deficient thiazole core enhances reactivity in cross-coupling processes.

Application

4-Ethynyl-2-methylthiazole serves as a versatile building block in transition-metal-catalyzed coupling reactions, enabling efficient access to substituted thiazole scaffolds. Its terminal alkyne functionality facilitates reliable Sonogashira and CuAAC transformations, while the methyl-substituted thiazole ring offers enhanced bench stability and compatibility with diverse functional groups. This compound is particularly valuable for constructing bioactive heterocycles in medicinal chemistry and materials science applications.

Synthesis

  • Route1
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    • ~%
    • In-stock
      4-Ethynyl-2-methylthiazole|CS-0158555
      107263-89-8

    References

    • Recordati Ireland Limited Patent: US2009/42841 A1, 2009 ; Location in patent: Page/Page column 38 ; US 20090042841 A1
  • Route2
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      90965-06-3
    • In-stock
      2-methyl-1,3-thiazole-4-carbaldehyde|CS-W003295
      20949-84-2
    • ~%
    • In-stock
      4-Ethynyl-2-methylthiazole|CS-0158555
      107263-89-8

    References

    • Paterson, Ian; Menche, Dirk; Hakansson, Anders E.; Longstaff, Adrian; Wong, David; Barasoain, Isabel; Buey, Ruben M.; Diaz, J. Fernando Bioorganic and Medicinal Chemistry Letters, 2005 , vol. 15, # 9 p. 2243 - 2247
  • Route3
    • null|null
      107263-88-7
    • ~50%
    • In-stock
      4-Ethynyl-2-methylthiazole|CS-0158555
      107263-89-8

    References

    • Shafiee, A.; Anaraki, M.; Bazzaz, A. Journal of Heterocyclic Chemistry, 1986 , vol. 23, # 3 p. 861 - 864

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   12.89
  • LogP   1.43282
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   0

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