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CS-W001157 4
Total: USD 88.00

2-Bromo-4-(4-fluorophenyl)-1,3-thiazole

  • CAS No. 412923-44-5

  • Cat. No. CS-0072321
  • Purity≥95%
  • MDL No.MFCD07375244

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

2-Bromo-4-(4-fluorophenyl)-1,3-thiazole|CS-0072321

Structure of 412923-44-5

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General Information

  • CAS No. 412923-44-5
  • Cat. No. CS-0072321
  • Purity ≥95%
  • MDL No. MFCD07375244
  • Storage -20°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₅BrFNS
  • Molecular Weight 258.11
  • Synonym(s) 2-BROMO-4-(4-FLUORO-PHENYL)-THIAZOLE
  • SMILES BrC1=NC(C2=CC=C(F)C=C2)=CS1

Description

2-Bromo-4-(4-fluorophenyl)-1,3-thiazole features a brominated thiazole core flanked by a para-fluorophenyl substituent, delivering enhanced reactivity in cross-coupling transformations. This bench-stable heterocycle integrates readily into pharmaceutical scaffolds, offering a robust platform for diversification via palladium-catalyzed reactions.

Application

2-Bromo-4-(4-fluorophenyl)-1,3-thiazole serves as a versatile building block for constructing biologically relevant heterocyclic scaffolds. Its bromine substituent enables palladium-catalyzed cross-coupling reactions, while the 4-fluorophenyl group enhances electronic modulation and metabolic stability. The molecule exhibits bench stability and facilitates efficient functionalization in standard synthetic workflows, making it well-suited for medicinal chemistry campaigns targeting kinase inhibitors and CNS-active compounds.

Synthesis

  • Route1
    • 1-(4-Fluorophenyl)-2-thiocyanatoethan-1-one|CS-0465521
      43045-16-5
    • ~92%
    • In-stock
      2-Bromo-4-(4-fluorophenyl)-1,3-thiazole|CS-0072321
      412923-44-5

    References

    • Kono, Mitsunori; Matsumoto, Takahiro; Kawamura, Toru; Nishimura, Atsushi; Kiyota, Yoshihiro; Oki, Hideyuki; Miyazaki, Junichi; Igaki, Shigeru; Behnke, Craig A.; Shimojo, Masato; Kori, Masakuni Bioorganic and Medicinal Chemistry, 2013 , vol. 21, # 1 p. 28 - 41
  • Route2

    References

    • Li, Wen-Tai; Wu, Wan-Hsun; Tang, Chien-Hsiang; Tai, Ready; Chen, Shui-Tein ACS Combinatorial Science, 2011 , vol. 13, # 1 p. 72 - 78
  • Route3

    References

    • Li, Wen-Tai; Wu, Wan-Hsun; Tang, Chien-Hsiang; Tai, Ready; Chen, Shui-Tein ACS Combinatorial Science, 2011 , vol. 13, # 1 p. 72 - 78

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS07
Signal Word : Danger
UN#: 1759
Class : 8
Packing Group : Ⅲ
Hazard Statements : H302-H318
Precautionary Statements : P264-P270-P280-P330-P501

Quality Control

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Computational Chemistry Data

  • TPSA   12.89
  • LogP   3.7117
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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