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CS-W001157 4
Total: USD 88.00

6-(Trifluoromethyl)benzo[d]thiazol-2-amine

  • CAS No. 777-12-8

  • Cat. No. CS-0037012
  • Purity≥97%
  • MDL No.MFCD00269597

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

6-(Trifluoromethyl)benzo[d]thiazol-2-amine|CS-0037012

Structure of 777-12-8

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General Information

  • CAS No. 777-12-8
  • Cat. No. CS-0037012
  • Purity ≥97%
  • MDL No. MFCD00269597
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₅F₃N₂S
  • Molecular Weight 218.20
  • Synonym(s) 2-Amino-6-(trifluoromethyl)benzothiazole
  • SMILES NC1=NC2=CC=C(C(F)(F)F)C=C2S1

Description

6-(Trifluoromethyl)benzo[d]thiazol-2-amine features a trifluoromethyl group that enhances electron deficiency and metabolic stability, while the thiazole nitrogen provides a strong hydrogen-bond acceptor site. This scaffold integrates readily into kinase inhibitors and fluorescent probes due to its planar structure and favorable solubility under standard conditions.

Application

6-(Trifluoromethyl)benzo[d]thiazol-2-amine serves as a versatile heterocyclic building block in medicinal chemistry, enabling efficient construction of bioactive scaffolds. Its trifluoromethyl group enhances metabolic stability and lipophilicity, while the amine functionality facilitates direct coupling reactions. The molecule exhibits excellent bench stability and compatibility with standard synthetic transformations, making it ideal for parallel library synthesis and lead optimization campaigns.

Synthesis

  • Route1
    • 4-(Trifluoromethyl)aniline Leflunomide Impurity|CS-0229655
      455-14-1
    • null|null
      333-20-0
    • ~10%
    • In-stock
      6-(Trifluoromethyl)benzo[d]thiazol-2-amine|CS-0037012
      777-12-8

    References

    • Telvekar, Vikas N.; Bachhav, Harshal M.; Bairwa, Vinod Kumar Synlett, 2012 , vol. 23, # 15 p. 2219 - 2222
  • Route2

    References

    • US2832761 , ; US2822359 , ; US2865909 , ; US2857372 , ;
  • Route3

    References

    • Bioorganic and Medicinal Chemistry, , vol. 14, # 16 p. 5678 - 5682

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅱ
Hazard Statements : H300-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   38.91
  • LogP   2.8973
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   0

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