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CS-W001157 4
Total: USD 88.00

5-(Trifluoromethyl)benzo[d]thiazole-2(3H)-thione

  • CAS No. 23420-87-3

  • Cat. No. CS-0046927
  • Purity≥96%
  • MDL No.MFCD01809822

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

5-(Trifluoromethyl)benzo[d]thiazole-2(3H)-thione|CS-0046927

Structure of 23420-87-3

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General Information

  • CAS No. 23420-87-3
  • Cat. No. CS-0046927
  • Purity ≥96%
  • MDL No. MFCD01809822
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₄F₃NS₂
  • Molecular Weight 235.25
  • Synonym(s) 5-(Trifluoromethyl)-1,3-benzothiazole-2-thiol
  • SMILES S=C1NC2=C(S1)C=CC(C(F)(F)F)=C2

Description

5-(Trifluoromethyl)benzo[d]thiazole-2(3H)-thione delivers a potent electron-deficient heterocyclic scaffold featuring a trifluoromethyl group that enhances metabolic stability and lipophilicity. This thione functionality enables facile coordination in transition metal catalysis and serves as a robust building block for bioactive molecule synthesis under standard conditions.

Application

5-(Trifluoromethyl)benzo[d]thiazole-2(3H)-thione serves as a versatile heterocyclic building block for medicinal chemistry and materials science. Its trifluoromethyl group enhances metabolic stability and lipophilicity, while the thione functionality enables diverse transformations including nucleophilic substitution and metal-catalyzed coupling reactions. The scaffold exhibits bench stability and facilitates efficient purification, supporting its use in the synthesis of bioactive compounds and functional materials.

Synthesis

  • Route1
    • In-stock
      2-Bromo-5-(trifluoromethyl)aniline|CS-W001184
      454-79-5
    • null|null
      140-89-6
    • ~93%
    • In-stock
      5-(Trifluoromethyl)benzo[d]thiazole-2(3H)-thione|CS-0046927
      23420-87-3

    References

    • Amgen Inc. Patent: US2005/250820 A1, 2005 ; Location in patent: Page/Page column 70 ; US 20050250820 A1
  • Route2
    • null|null
      75-15-0
    • ~44%
    • In-stock
      5-(Trifluoromethyl)benzo[d]thiazole-2(3H)-thione|CS-0046927
      23420-87-3

    References

    • Bayer Pharmaceuticals Corporation Patent: US2004/224997 A1, 2004 ; Location in patent: Page 32 ;
  • Route3

    References

    • Tularik Inc. Patent: US2003/139390 A1, 2003 ; US 20030139390 A1

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-P280-P302+P352

Quality Control

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Computational Chemistry Data

  • TPSA   15.79
  • LogP   3.97769
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   0

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