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CS-W001157 4
Total: USD 88.00

5-(Trifluoromethyl)quinolin-8-amine

  • CAS No. 483-69-2

  • Cat. No. CS-0042149
  • Purity≥98%
  • MDL No.None

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

5-(Trifluoromethyl)quinolin-8-amine|CS-0042149

Structure of 483-69-2

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General Information

  • CAS No. 483-69-2
  • Cat. No. CS-0042149
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₇F₃N₂
  • Molecular Weight 212.17
  • Synonym(s) 8-amino-5-(trifluoromethyl)quinoline
  • SMILES NC1=C2N=CC=CC2=C(C(F)(F)F)C=C1

Description

5-(Trifluoromethyl)quinolin-8-amine features a trifluoromethyl group at the 5-position and an amino functionality at the 8-position of the quinoline scaffold. This electron-deficient heterocycle combines enhanced metabolic stability with favorable solubility characteristics, enabling direct incorporation into medicinal chemistry programs targeting kinase inhibition and CNS-penetrant drug discovery.

Application

5-(Trifluoromethyl)quinolin-8-amine serves as a versatile building block in medicinal chemistry, enabling the construction of bioactive heterocycles through standard coupling reactions. Its trifluoromethyl group enhances metabolic stability and membrane permeability, while the amine functionality facilitates direct derivatization or incorporation into pharmaceutical scaffolds via amidation, alkylation, or transition-metal-catalyzed cross-couplings. The compound exhibits good bench stability and is readily purified by chromatography or recrystallization, supporting scalable synthesis and integration into lead optimization campaigns.

Synthesis

  • Route1
    • In-stock
      8-Aminoquinoline|CS-W007317
      578-66-5
    • null|null
      2314-97-8
    • ~18%
    • 7-(Trifluoromethyl)quinolin-8-amine|CS-0737305
      313-16-6
    • In-stock
      5-(Trifluoromethyl)quinolin-8-amine|CS-0042149
      483-69-2
    • null|null
      1027791-33-8

    References

    • Kino, Tatsuhito; Nagase, Yu; Ohtsuka, Yuhki; Yamamoto, Kyoko; Uraguchi, Daisuke; Tokuhisa, Kenji; Yamakawa, Tetsu Journal of Fluorine Chemistry, 2010 , vol. 131, # 1 p. 98 - 105
  • Route2
    • null|null
      316-76-7
    • ~%
    • In-stock
      5-(Trifluoromethyl)quinolin-8-amine|CS-0042149
      483-69-2

    References

    • Belcher et al. Journal of the Chemical Society, 1954 , p. 3846,3849
  • Route3
    • 3-Amino-4-nitrobenzitrifluoride|CS-0007572
      402-14-2
    • ~%
    • In-stock
      5-(Trifluoromethyl)quinolin-8-amine|CS-0042149
      483-69-2

    References

    • Belcher et al. Journal of the Chemical Society, 1954 , p. 3846,3849

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   38.91
  • LogP   2.8358
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   0

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