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3-Amino-5-(trifluoromethyl)pyridin-2(1H)-one

  • CAS No. 90778-25-9

  • Cat. No. CS-B1373
  • Molecule weight178.11
  • Purity≥97%
  • MDL No.MFCD07375384

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

3-Amino-5-(trifluoromethyl)pyridin-2(1H)-one|CS-B1373

Structure of 90778-25-9

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General Information

  • CAS No. 90778-25-9
  • Cat. No. CS-B1373
  • Purity ≥97%
  • MDL No. MFCD07375384
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₅F₃N₂O
  • Molecular Weight 178.11
  • Synonym(s) 3-Amino-5-(trifluoromethyl)pyridin-2-ol
  • SMILES O=C1C(N)=CC(C(F)(F)F)=CN1

Description

3-Amino-5-(trifluoromethyl)pyridin-2(1H)-one features a trifluoromethyl group that enhances electron-withdrawal and metabolic stability, while the amino substituent provides a reactive handle for derivatization. This scaffold integrates readily into bioactive molecules, offering improved solubility and target affinity in medicinal chemistry applications.

Application

3-Amino-5-(trifluoromethyl)pyridin-2(1H)-one serves as a versatile building block in medicinal chemistry, enabling efficient construction of bioactive heterocycles. The amino group facilitates nucleophilic substitution and coupling reactions, while the trifluoromethyl moiety enhances metabolic stability and lipophilicity. Its pyridinone core provides hydrogen-bonding capability and structural rigidity, supporting interactions with biological targets. Bench-stable and readily purified, it functions effectively in standard synthetic workflows for API development.

Synthesis

  • Route1

    References

    • EP2274983 A1, ; Page/Page column 144 ;

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

Quality Control

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Computational Chemistry Data

  • TPSA   58.88
  • LogP   0.9759
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   0

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