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CS-W001157 4
Total: USD 88.00

1-(4-Thiazolyl)ethanone

  • CAS No. 38205-66-2

  • Cat. No. CS-W006054
  • Purity≥98%
  • MDL No.MFCD03550493

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

1-(4-Thiazolyl)ethanone|CS-W006054

Structure of 38205-66-2

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General Information

  • CAS No. 38205-66-2
  • Cat. No. CS-W006054
  • Purity ≥98%
  • MDL No. MFCD03550493
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₅NOS
  • Molecular Weight None
  • Synonym(s) 1-(Thiazol-4-yl)ethanone
  • SMILES S1C=C(N=C1)C(C)=O

Description

1-(4-Thiazolyl)ethanone features a thiazole ring directly fused to an acetyl group, delivering a potent electron-deficient heterocyclic scaffold. This configuration enables direct integration into diverse synthetic sequences, particularly in medicinal chemistry and ligand design. The molecule exhibits enhanced stability under standard conditions and facilitates efficient derivatization at the carbonyl site.

Application

1-(4-Thiazolyl)ethanone serves as a versatile building block in medicinal chemistry, enabling the construction of thiazole-containing scaffolds via standard coupling and functionalization reactions. Its ketone functionality facilitates nucleophilic addition and condensation processes, while the thiazole ring provides structural rigidity and favorable pharmacophoric properties. The compound exhibits good bench stability and is compatible with common protecting group strategies, making it suitable for multi-step synthesis workflows in API development.

Synthesis

  • Route1
    • null|null
      769933-82-6
    • ~95%
    • In-stock
      1-(4-Thiazolyl)ethanone|CS-W006054
      38205-66-2

    References

    • VERTEX PHARMACEUTICALS INCORPORATED Patent: WO2004/87698 A2, 2004 ; Location in patent: Page 37; 50 ; WO 2004/087698 A2
  • Route2
    • null|null
      936371-70-9
    • null|null
      917-64-6
    • ~79%
    • In-stock
      1-(4-Thiazolyl)ethanone|CS-W006054
      38205-66-2

    References

    • PFIZER PRODUCTS INC. Patent: WO2008/4117 A1, 2008 ; Location in patent: Page/Page column 161-162 ;
  • Route3
    • In-stock
      4-Thiazolecarboxylic acid|CS-W009228
      3973-08-8
    • null|null
      917-54-4
    • ~73%
    • In-stock
      1-(4-Thiazolyl)ethanone|CS-W006054
      38205-66-2

    References

    • Genna, Douglas T.; Posner, Gary H. Organic Letters, 2011 , vol. 13, # 19 p. 5358 - 5361

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-H332-H335
Precautionary Statements : P260-P261-P264-P270-P271-P280-P301+P310-P302+P352-P304+P340-P304+P341-P305+P351+P338-P312-P330-P332+P313-P337+P313-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   29.96
  • LogP   1.3457
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   1

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