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CS-W001157 4
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6-Fluorobenzo[d]thiazole

  • CAS No. 118220-71-6

  • Cat. No. CS-0043597
  • Molecule weight153.18
  • Purity≥98%
  • MDL No.None

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

6-Fluorobenzo[d]thiazole|CS-0043597

Structure of 118220-71-6

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General Information

  • CAS No. 118220-71-6
  • Cat. No. CS-0043597
  • Purity ≥98%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₄FNS
  • Molecular Weight 153.18
  • Synonym(s) 6-FLUOROBENZOTHIAZOLE
  • SMILES FC1=CC=C2N=CSC2=C1

Description

6-Fluorobenzo[d]thiazole features a fluorine atom at the para position relative to the heterocyclic sulfur bridge, enhancing electron-withdrawal and metabolic stability. This bench-stable heterocycle integrates readily into pharmaceutical scaffolds, serving as a key building block in medicinal chemistry for targeted bioactive molecule design.

Application

6-Fluorobenzo[d]thiazole serves as a versatile heterocyclic building block in medicinal chemistry and materials science, enabling efficient construction of biologically active scaffolds. Its fluorinated aromatic core enhances metabolic stability and modulates electronic properties, while the thiazole ring provides a robust site for further functionalization via electrophilic substitution or transition-metal-catalyzed coupling. The compound exhibits excellent bench stability and compatibility with standard synthetic protocols, facilitating rapid access to diverse analogs in drug discovery campaigns.

Synthesis

  • Route1

    References

    • Costanzo, Michael J.; Almond Jr., Harold R.; Hecker, Leonard R.; Schott, Mary R.; Yabut, Stephen C.; Zhang, Han-Cheng; Andrade-Gordon, Patricia; Corcoran, Thomas W.; Giardino, Edward C.; Kauffman, Jack A.; Lewis, Joan M.; De Garavilla, Lawrence; Haertlein, Barbara J.; Maryanoff, Bruce E. Journal of Medicinal Chemistry, 2005 , vol. 48, # 6 p. 1984 - 2008
  • Route2

    References

    • Tang, Ri-Yuan; Xie, Ye-Xiang; Xie, Yi-Li; Xiang, Jian-Nan; Li, Jin-Heng Chemical Communications, 2011 , vol. 47, # 48 p. 12867 - 12869
  • Route3
    • null|null
      64-18-6
    • 2-Amino-5-fluorobenzenethiol|CS-0662876
      33264-82-3
    • ~%
    • In-stock
      6-Fluorobenzo[d]thiazole|CS-0043597
      118220-71-6

    References

    • Sawhney,S.N.; Boykin,D.W. Journal of Organic Chemistry, 1979 , vol. 44, p. 1136 - 1142

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-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   12.89
  • LogP   2.4354
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   0

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