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CS-W001157 4
Total: USD 88.00

1-Phenylisoquinoline

  • CAS No. 3297-72-1

  • Cat. No. CS-W015371
  • Purity≥95%
  • MDL No.MFCD00093934

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

1-Phenylisoquinoline|CS-W015371

Structure of 3297-72-1

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General Information

  • CAS No. 3297-72-1
  • Cat. No. CS-W015371
  • Purity ≥95%
  • MDL No. MFCD00093934
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₅H₁₁N
  • Molecular Weight 205.25
  • Synonym(s) 1-Phenyl-isoquinoline
  • SMILES C1(C2=CC=CC=C2)=NC=CC3=C1C=CC=C3

Description

1-Phenylisoquinoline is a nitrogen-rich heterocyclic scaffold featuring a fused benzene and pyridine ring system with a phenyl substituent at the isoquinoline nitrogen. This structure imparts enhanced π-conjugation and electron density, enabling effective integration into organic semiconductors, photoredox catalysts, and bioactive molecules. The compound exhibits good solubility in common organic solvents and stability under ambient conditions, facilitating handling in synthetic workflows.

Application

1-Phenylisoquinoline serves as a versatile heterocyclic scaffold in medicinal chemistry and materials science, enabling efficient access to bioactive molecules through palladium-catalyzed cross-coupling reactions. Its electron-rich aromatic system facilitates functionalization at multiple positions, while its structural rigidity enhances target binding affinity. The compound exhibits good bench stability and is readily purified by column chromatography, making it well-suited for iterative synthesis workflows in API development and probe design.

Synthesis

  • Route1

    References

    • Ackermann, Lutz; Born, Robert Angewandte Chemie - International Edition, 2005 , vol. 44, # 16 p. 2444 - 2447
  • Route2
    • In-stock
      1-chloroisoquinoline|CS-W002145
      19493-44-8
    • null|null
      100-59-4
    • ~90%
    • In-stock
      1-Phenylisoquinoline|CS-W015371
      3297-72-1

    References

    • Korn, Tobias J.; Schade, Matthias A.; Cheemala, Murthy N.; Wirth, Stefan; Guevara, Simon A.; Cahiez, Gerard; Knochel, Paul Synthesis, 2006 , # 21 p. 3547 - 3574
  • Route3
    • In-stock
      Isoquinoline|CS-W013448
      119-65-3
    • null|null
      1078-58-6
    • ~90%
    • In-stock
      1-Phenylisoquinoline|CS-W015371
      3297-72-1

    References

    • Hyodo, Isao; Tobisu, Mamoru; Chatani, Naoto Chemistry - An Asian Journal, 2012 , vol. 7, # 6 p. 1357 - 1365

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS07
Signal Word : Danger
UN#: 1759
Class : 8
Packing Group : Ⅲ
Hazard Statements : H302-H315-H318-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   12.89
  • LogP   3.9018
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   1

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