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CS-W001157 4
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2-Chloro-6-(trifluoromethoxy)benzo[d]thiazole

  • CAS No. 133840-96-7

  • Cat. No. CS-W021664
  • Purity≥97%
  • MDL No.MFCD09743918

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

2-Chloro-6-(trifluoromethoxy)benzo[d]thiazole|CS-W021664

Structure of 133840-96-7

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General Information

  • CAS No. 133840-96-7
  • Cat. No. CS-W021664
  • Purity ≥97%
  • MDL No. MFCD09743918
  • Storage -20°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₃ClF₃NOS
  • Molecular Weight 253.63
  • Synonym(s) 2-chloro-6-trifluoromethoxylbenzothiazole
  • SMILES FC(F)(F)OC1=CC=C2N=C(Cl)SC2=C1

Description

2-Chloro-6-(trifluoromethoxy)benzo[d]thiazole is a fluorinated heterocyclic scaffold featuring a chlorine at the 2-position and a trifluoromethoxy group at the 6-position, enhancing electron deficiency and metabolic stability. This configuration supports direct coupling in cross-coupling reactions and facilitates incorporation into pharmaceutical intermediates requiring halogen-directed functionalization.

Application

2-Chloro-6-(trifluoromethoxy)benzo[d]thiazole serves as a versatile building block in medicinal chemistry, enabling efficient construction of biologically relevant heterocyclic scaffolds. Its trifluoromethoxy group enhances metabolic stability and lipophilicity, while the chloro substituent facilitates palladium-catalyzed cross-coupling reactions. The benzo[d]thiazole core provides a rigid, electron-deficient platform suitable for targeted protein binding. This compound exhibits excellent bench stability and compatibility with standard purification protocols, making it well-suited for high-throughput synthesis and lead optimization campaigns.

Synthesis

  • Route1
    • 2-Hydrazino-6-(trifluoromethoxy)-1,3-benzothiazole|CS-0075060
      133840-98-9
    • ~99%
    • In-stock
      2-Chloro-6-(trifluoromethoxy)benzo[d]thiazole|CS-W021664
      133840-96-7

    References

    • Synthetic Communications, , vol. 22, # 19 p. 2769 - 2780
  • Route2

    References

    • Synthetic Communications, , vol. 22, # 19 p. 2769 - 2780
  • Route3

    References

    • Journal of Medicinal Chemistry, , vol. 42, # 15 p. 2828 - 2843

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   22.12
  • LogP   3.8483
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   1

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