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CS-W001157 4
Total: USD 88.00

8-Bromo-4-chloroquinoline

  • CAS No. 65340-71-8

  • Cat. No. CS-W012763
  • Purity≥95%
  • MDL No.MFCD01861852

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

8-Bromo-4-chloroquinoline|CS-W012763

Structure of 65340-71-8

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General Information

  • CAS No. 65340-71-8
  • Cat. No. CS-W012763
  • Purity ≥95%
  • MDL No. MFCD01861852
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₅BrClN
  • Molecular Weight 242.50
  • Synonym(s) 8-Bromo-4-chloro-1-azanaphthalene
  • SMILES ClC1=CC=NC2=C(Br)C=CC=C12

Description

8-Bromo-4-chloroquinoline is a halogenated quinoline derivative featuring complementary reactive sites for cross-coupling and functionalization. The electron-deficient aromatic core pairs with the bromine and chlorine substituents to enable selective metal-mediated transformations. This scaffold delivers high stability under standard conditions and integrates readily into complex molecular architectures for medicinal chemistry and materials applications.

Application

8-Bromo-4-chloroquinoline serves as a versatile building block in medicinal chemistry, enabling direct incorporation into diverse heterocyclic scaffolds via palladium-catalyzed cross-coupling reactions. Its orthogonal halogenation pattern supports sequential functionalization, while the quinoline core provides inherent stability and favorable pharmacophoric properties for drug discovery applications.

Synthesis

  • Route1

    References

    • TAIHO PHARMACEUTICAL CO., LTD.; Kitade, Makoto; Yamashita, Satoshi; Ohkubo, Shuichi Patent: US2013/296320 A1, 2013 ; Location in patent: Paragraph 0322 ;
  • Route2
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    • ~%
    • In-stock
      8-Bromo-4-chloroquinoline|CS-W012763
      65340-71-8

    References

    • US2013/296320 A1, ;

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS06
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301-H318
Precautionary Statements : P264-P270-P280-P330-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   12.89
  • LogP   3.6507
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   0

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