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6-Chloroisoquinoline

  • CAS No. 62882-02-4

  • Cat. No. CS-W003710
  • Molecule weight163.60
  • Purity≥98%
  • MDL No.MFCD09991646

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

6-Chloroisoquinoline|CS-W003710

Structure of 62882-02-4

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General Information

  • CAS No. 62882-02-4
  • Cat. No. CS-W003710
  • Purity ≥98%
  • MDL No. MFCD09991646
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₆ClN
  • Molecular Weight 163.60
  • Synonym(s) 6-chloro-Isoquinoline
  • SMILES Clc1ccc2c(c1)ccnc2

Description

6-Chloroisoquinoline delivers a versatile heterocyclic scaffold with enhanced reactivity at the C-6 position, enabling efficient coupling and functionalization in synthetic transformations. This bench-stable, moisture-tolerant compound integrates readily into complex molecular architectures, particularly in medicinal chemistry and materials science applications.

Application

6-Chloroisoquinoline serves as a versatile building block in medicinal chemistry and materials science, enabling direct functionalization at the C6 position via palladium-catalyzed cross-coupling reactions. Its stability under standard reaction conditions and compatibility with diverse nucleophiles facilitate efficient access to substituted isoquinoline scaffolds. The chlorine substituent provides a reliable handle for further derivatization, making it a practical choice for constructing bioactive heterocycles and advanced synthetic intermediates.

Synthesis

  • Route1

    References

    • Jacobs, Christoph; Frotscher, Martin; Dannhardt, Gerd; Hartmann, Rolf W. Journal of Medicinal Chemistry, 2000 , vol. 43, # 9 p. 1841 - 1851
  • Route2
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    • In-stock
      6-Chloroisoquinoline|CS-W003710
      62882-02-4

    References

    • Journal of Medicinal Chemistry, , vol. 23, # 5 p. 506 - 511
  • Route3

    References

    • Journal of Medicinal Chemistry, , vol. 23, # 5 p. 506 - 511

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   12.89
  • LogP   2.8882
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   0

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