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3-Chloro-6-fluoroisoquinoline

  • CAS No. 1041423-28-2

  • Cat. No. CS-0136553
  • Molecule weight181.59
  • Purity≥98%
  • MDL No.MFCD18837816

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

3-Chloro-6-fluoroisoquinoline|CS-0136553

Structure of 1041423-28-2

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General Information

  • CAS No. 1041423-28-2
  • Cat. No. CS-0136553
  • Purity ≥98%
  • MDL No. MFCD18837816
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₅ClFN
  • Molecular Weight 181.59
  • Synonym(s) 3-Chloro-6-fluoro-isoquinoline
  • SMILES FC1=CC2=C(C=NC(Cl)=C2)C=C1

Description

3-Chloro-6-fluoroisoquinoline is a heterocyclic scaffold featuring complementary halogen substituents that enable efficient cross-coupling reactions. The electron-deficient core facilitates palladium-catalyzed transformations, while the fluorine atom enhances metabolic stability and modulates electronic properties. This compound serves as a key building block in medicinal chemistry for constructing complex nitrogen-containing frameworks.

Application

3-Chloro-6-fluoroisoquinoline serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its orthogonal halogen reactivity. The chloro group facilitates C–C bond formation under standard Suzuki or Buchwald-Hartwig conditions, while the fluorine substituent enhances metabolic stability and modulates electronic properties. Bench-stable and compatible with common protecting group strategies, it supports efficient synthesis of complex heterocyclic scaffolds relevant to pharmaceutical development.

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-H317
Precautionary Statements : P261-P264-P270-P272-P280-P302+P352-P330-P362+P364-P501

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Computational Chemistry Data

  • TPSA   12.89
  • LogP   3.0273
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   0

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