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CS-W001157 4
Total: USD 88.00

1-(Benzo[d]thiazol-2-yl)ethan-1-one

  • CAS No. 1629-78-3

  • Cat. No. CS-0141835
  • Purity≥98%
  • MDL No.MFCD00192994

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

1-(Benzo[d]thiazol-2-yl)ethan-1-one|CS-0141835

Structure of 1629-78-3

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General Information

  • CAS No. 1629-78-3
  • Cat. No. CS-0141835
  • Purity ≥98%
  • MDL No. MFCD00192994
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₇NOS
  • Molecular Weight 177.22
  • Synonym(s) 2-Acetylbenzothiazole
  • SMILES CC(C1=NC2=CC=CC=C2S1)=O

Description

1-(Benzo[d]thiazol-2-yl)ethan-1-one features a fused benzothiazole core linked to a ketone group, delivering enhanced stability and electron-deficient character. This scaffold integrates readily into bioactive molecule design, particularly in kinase inhibitors and fluorescent probes. The compound exhibits robust performance under standard bench conditions and facilitates efficient coupling reactions in synthetic workflows.

Application

1-(Benzo[d]thiazol-2-yl)ethan-1-one serves as a versatile building block for heterocyclic synthesis, enabling efficient construction of fused polycyclic systems via nucleophilic addition and condensation reactions. Its ketone functionality exhibits robust bench stability and tolerates diverse functional groups, facilitating straightforward purification and integration into multi-step sequences. The benzo[d]thiazole core imparts enhanced metabolic stability and electronic properties relevant to pharmaceutical scaffolds.

Synthesis

  • Route1

    References

    • VERTEX PHARMACEUTICALS INCORPORATED Patent: WO2004/87699 A2, 2004 ; Location in patent: Page 88-89 ; WO 2004/087699 A2
  • Route2
    • 1-(Benzo[d]thiazol-2-yl)ethan-1-ol|CS-0651909
      17147-80-7
    • ~74%
    • In-stock
      1-(Benzo[d]thiazol-2-yl)ethan-1-one|CS-0141835
      1629-78-3

    References

    • Tosa, Monica Ioana; Podea, Paula Veronica; Paizs, Csaba; Irimie, Florin Dan Tetrahedron Asymmetry, 2008 , vol. 19, # 17 p. 2068 - 2071
  • Route3

    References

    • Chikashita, Hidenori; Ishibaba, Megumi; Ori, Keiji; Itoh, Kazuyoshi Bulletin of the Chemical Society of Japan, 1988 , vol. 61, p. 3637 - 3648

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-H319
Precautionary Statements : P264-P270-P280-P330-P501

Quality Control

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Computational Chemistry Data

  • TPSA   29.96
  • LogP   2.4989
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   1

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