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CS-W001157 4
Total: USD 88.00

4-Chloroquinolin-3-amine

  • CAS No. 58401-43-7

  • Cat. No. CS-0060572
  • Purity≥97%
  • MDL No.MFCD00234511

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

4-Chloroquinolin-3-amine|CS-0060572

Structure of 58401-43-7

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General Information

  • CAS No. 58401-43-7
  • Cat. No. CS-0060572
  • Purity ≥97%
  • MDL No. MFCD00234511
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₇ClN₂
  • Molecular Weight 178.62
  • Synonym(s) 3-Amino-4-chloroquinoline
  • SMILES NC1=C(Cl)C2=CC=CC=C2N=C1

Description

4-Chloroquinolin-3-amine is a heterocyclic amine featuring a chlorine substituent at the 4-position of the quinoline core. This electron-deficient scaffold integrates readily into pharmaceutical intermediates and functional materials, offering enhanced reactivity in cross-coupling transformations. The pendant amino group enables further derivatization, while the planar aromatic system supports π-stacking interactions in supramolecular systems.

Application

4-Chloroquinolin-3-amine serves as a versatile building block in medicinal chemistry, enabling direct functionalization at the 3-position via palladium-catalyzed cross-coupling reactions. Its chlorine atom facilitates efficient derivatization under mild conditions, while the amine group provides a handle for conjugation or salt formation. The scaffold exhibits excellent bench stability and compatibility with diverse reaction environments, making it well-suited for iterative synthesis of quinoline-based pharmaceutical candidates.

Synthesis

  • Route1
    • 4-Chloro-3-nitroquinoline|CS-W008830
      39061-97-7
    • ~%
    • In-stock
      4-Chloroquinolin-3-amine|CS-0060572
      58401-43-7

    References

    • Surrey; Cutler Journal of the American Chemical Society, 1951 , vol. 73, p. 2413,2414
  • Route2

    References

    • Surrey; Cutler Journal of the American Chemical Society, 1951 , vol. 73, p. 2413,2414
  • Route3

    References

    • Surrey; Cutler Journal of the American Chemical Society, 1951 , vol. 73, p. 2413,2414

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   2.4704
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   0

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