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CS-W001157 4
Total: USD 88.00

2-Aminoquinoline

  • CAS No. 580-22-3

  • Cat. No. CS-W007524
  • Purity≥97%
  • MDL No.MFCD00038079

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

2-Aminoquinoline|CS-W007524

Structure of 580-22-3

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General Information

  • CAS No. 580-22-3
  • Cat. No. CS-W007524
  • Purity ≥97%
  • MDL No. MFCD00038079
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₈N₂
  • Molecular Weight None
  • Synonym(s) 2-Quinolinamine
  • SMILES NC1=NC2=CC=CC=C2C=C1

Description

2-Aminoquinoline is a heterocyclic compound featuring a quinoline core with an amino group at the 2-position, delivering enhanced electron density and reactivity. This scaffold serves as a pivotal building block in medicinal chemistry and materials science, enabling efficient integration into fluorescent probes, catalytic ligands, and bioactive molecules due to its planar structure and strong π-conjugation.

Application

2-Aminoquinoline serves as a versatile building block in medicinal chemistry and catalysis, enabling efficient construction of heterocyclic scaffolds. Its dual functionality—amine and quinoline ring—facilitates diverse transformations including Pd-catalyzed couplings, electrophilic substitutions, and metal complexation. The compound exhibits good bench stability and compatibility with common protecting groups, simplifying purification and integration into multi-step syntheses. Widely employed in kinase inhibitor development and photoredox catalyst design, it functions as a key structural motif in bioactive molecule discovery.

Synthesis

  • Route1

    References

    • Pereira, David E.; Clauson, Gary L.; Leonard, Nelson J. Tetrahedron, 1987 , vol. 43, # 21 p. 4931 - 4946
  • Route2
    • null|null
      204773-15-9
    • ~69%
    • In-stock
      2-Aminoquinoline|CS-W007524
      580-22-3

    References

    • Jaime-Figueroa, Saul; Liu, Yanzhou; Muchowski, Joseph M.; Putman, David G. Tetrahedron Letters, 1998 , vol. 39, # 11 p. 1313 - 1316
  • Route3

    References

    • Fantasia, Serena; Windisch, Johannes; Scalone, Michelangelo Advanced Synthesis and Catalysis, 2013 , vol. 355, # 4 p. 627 - 631

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   38.91
  • LogP   1.817
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   0

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