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CS-W001157 4
Total: USD 88.00

4-Chloroquinoline-6-carbonitrile

  • CAS No. 219763-83-4

  • Cat. No. CS-0054421
  • Purity≥96%
  • MDL No.MFCD08063204

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

4-Chloroquinoline-6-carbonitrile|CS-0054421

Structure of 219763-83-4

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General Information

  • CAS No. 219763-83-4
  • Cat. No. CS-0054421
  • Purity ≥96%
  • MDL No. MFCD08063204
  • Storage -20°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₅ClN₂
  • Molecular Weight 188.61
  • Synonym(s) 4-CHLORO-6-CYANOQUINOLINE
  • SMILES N#CC1=CC=C2N=CC=C(Cl)C2=C1

Description

4-Chloroquinoline-6-carbonitrile features a fused bicyclic core with complementary electron-withdrawing nitrile and chloro substituents at the 6- and 4-positions, respectively. This arrangement enhances its utility in transition metal-catalyzed cross-coupling reactions and as a building block for bioactive heterocycles. The molecule exhibits robust stability under standard conditions and facilitates efficient derivatization in synthetic medicinal chemistry workflows.

Application

4-Chloroquinoline-6-carbonitrile serves as a versatile building block in medicinal chemistry, enabling direct functionalization at the 2- and 8-positions via palladium-catalyzed cross-coupling reactions. Its chlorine and nitrile groups provide orthogonal reactivity for late-stage diversification, while its bench-stable crystalline nature facilitates handling and purification. Functions as a key scaffold for kinase inhibitors and other bioactive heterocycles.

Synthesis

  • Route1

    References

    • Bioorganic and Medicinal Chemistry Letters, , vol. 15, # 4 p. 1015 - 1018
  • Route2
    • 4-(((2,2-Dimethyl-4,6-dioxo-1,3-dioxan-5-ylidene)methyl)amino)benzonitrile|CS-0130733
      219763-81-2
    • ~%
    • In-stock
      4-Chloroquinoline-6-carbonitrile|CS-0054421
      219763-83-4

    References

    • Bioorganic and Medicinal Chemistry Letters, , vol. 15, # 4 p. 1015 - 1018

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   36.68
  • LogP   2.75988
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   0

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