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CS-W001157 4
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5-(difluoromethyl)-1,3,4-thiadiazol-2-amine

  • CAS No. 25306-15-4

  • Cat. No. CS-0030265
  • Purity≥97%
  • MDL No.MFCD11193512

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

5-(difluoromethyl)-1,3,4-thiadiazol-2-amine|CS-0030265

Structure of 25306-15-4

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General Information

  • CAS No. 25306-15-4
  • Cat. No. CS-0030265
  • Purity ≥97%
  • MDL No. MFCD11193512
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₃H₃F₂N₃S
  • Molecular Weight 151.14
  • Synonym(s) 5-(DIFLUOROMETHYL)-2-AMINO-1,3,4-THIADIAZOL
  • SMILES NC1=NN=C(C(F)F)S1

Description

5-(Difluoromethyl)-1,3,4-thiadiazol-2-amine integrates a fluorinated side chain into a bioactive thiadiazole scaffold, enhancing metabolic stability and membrane permeability. This electron-deficient heterocycle serves as a key building block in medicinal chemistry, particularly for targeting kinase pathways and antimicrobial agents.

Application

5-(Difluoromethyl)-1,3,4-thiadiazol-2-amine serves as a versatile heterocyclic building block in medicinal chemistry, enabling the introduction of a polar, metabolically stable difluoromethyl group into bioactive scaffolds. Its reactivity profile supports direct functionalization at the amine position and compatibility with standard coupling protocols. The molecule exhibits bench stability and facilitates efficient synthesis of thiadiazole-based API candidates through straightforward derivatization.

Synthesis

  • Route1
    • null|null
      381-73-7
    • In-stock
      Thiosemicarbazide|CS-0008325
      79-19-6
    • ~%
    • In-stock
      5-(difluoromethyl)-1,3,4-thiadiazol-2-amine|CS-0030265
      25306-15-4

    References

    • Remers,W.A. et al. Journal of Heterocyclic Chemistry, 1969 , vol. 6, p. 835 - 840

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

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Computational Chemistry Data

  • TPSA   51.8
  • LogP   1.0579
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   1

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