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4-Chloro-8-(trifluoromethoxy)quinoline

  • CAS No. 40516-42-5

  • Cat. No. CS-0198220
  • Molecule weight247.60
  • Purity≥98%
  • MDL No.MFCD01861865

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

4-Chloro-8-(trifluoromethoxy)quinoline|CS-0198220

Structure of 40516-42-5

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General Information

  • CAS No. 40516-42-5
  • Cat. No. CS-0198220
  • Purity ≥98%
  • MDL No. MFCD01861865
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₅ClF₃NO
  • Molecular Weight 247.60
  • Synonym(s) 4-CHLORO-8-TRIFLUOROMETHOXYQUINOLINE
  • SMILES FC(F)(F)OC1=C2N=CC=C(Cl)C2=CC=C1

Description

4-Chloro-8-(trifluoromethoxy)quinoline is a fluorinated heterocyclic scaffold featuring a chlorine substituent at the 4-position and a trifluoromethoxy group at the 8-position. This electron-deficient quinoline integrates readily into medicinal chemistry programs, offering enhanced metabolic stability and improved membrane permeability for targeted kinase inhibition and drug discovery applications.

Application

4-Chloro-8-(trifluoromethoxy)quinoline serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its well-defined reactivity at the C4 position. The trifluoromethoxy group enhances metabolic stability and modulates lipophilicity, while the quinoline scaffold provides a rigid, planar framework suitable for target engagement in kinase inhibitors and other bioactive molecules. Bench-stable and readily purified by flash chromatography, it functions effectively in standard coupling protocols including Suzuki-Miyaura and Buchwald-Hartwig reactions.

Safety Information

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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-P330-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   22.12
  • LogP   3.7868
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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