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CS-W001157 4
Total: USD 88.00

5-AIQ

  • CAS No. 93117-08-9

  • Cat. No. CS-W006566
  • Purity≥98%
  • MDL No.MFCD06198896

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

5-AIQ|CS-W006566

Structure of 93117-08-9

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General Information

  • CAS No. 93117-08-9
  • Cat. No. CS-W006566
  • Purity ≥98%
  • MDL No. MFCD06198896
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₈N₂O
  • Molecular Weight 160.18
  • Synonym(s) 5-Aminoisoquinolin-1-one
  • SMILES O=C1NC=CC2=C1C=CC=C2N

Description

5-AIQ delivers a robust, bench-stable scaffold for constructing complex heterocycles. This electron-deficient isoquinoline derivative integrates seamlessly into cross-coupling and cycloaddition workflows, offering high functional group tolerance and predictable regiochemistry under standard conditions.

Application

5-AIQ serves as a versatile building block for constructing biologically relevant heterocyclic scaffolds, particularly in the synthesis of indole and carbazole derivatives. Its electron-rich aromatic core facilitates efficient Pd-catalyzed coupling reactions and electrophilic substitution, enabling rapid access to complex molecular architectures. The molecule exhibits excellent bench stability and compatibility with common functional groups, simplifying purification and scale-up in medicinal chemistry campaigns.

Synthesis

  • Route1

    References

    • Rehwinkel, Hartmut; Baeurle, Stefan; Berger, Markus; Schmees, Norbert; Schaecke, Heike; Krolikiewicz, Konrad; Mengel, Anne; Nguyen, Duy; Jaroch, Stefan; Skuballa, Werner Patent: US2005/131226 A1, 2005 ; Location in patent: Page/Page column 8-9 ;
  • Route2

    References

    • US5177075 A1, ;

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   58.88
  • LogP   1.1103
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   0

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