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4-Methoxyquinolin-8-amine

  • CAS No. 59665-93-9

  • Cat. No. CS-0150283
  • Purity≥97%
  • MDL No.MFCD09261105

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

4-Methoxyquinolin-8-amine|CS-0150283

Structure of 59665-93-9

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General Information

  • CAS No. 59665-93-9
  • Cat. No. CS-0150283
  • Purity ≥97%
  • MDL No. MFCD09261105
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₀N₂O
  • Molecular Weight 174.20
  • Synonym(s) 8-Amino-4-methoxyquinoline
  • SMILES COC1=CC=NC2=C(C=CC=C12)N

Description

4-Methoxyquinolin-8-amine features a quinoline core with strategically positioned methoxy and amine groups, enabling dual hydrogen-bonding interactions. This electron-rich scaffold enhances solubility and stability under standard conditions, facilitating integration into pharmaceutical intermediates and functional materials.

Application

4-Methoxyquinolin-8-amine serves as a versatile building block in medicinal chemistry, enabling efficient construction of quinoline-based scaffolds. Its ortho-amino functionality facilitates direct coupling reactions and metal-catalyzed transformations, while the methoxy group provides moderate electron donation and enhances solubility. The compound exhibits bench stability and is compatible with standard purification methods, making it well-suited for iterative synthesis workflows in API development.

Synthesis

  • Route1
    • 7-Chloro-4-methoxyquinolin-8-amine|CS-0736079
      1394083-96-5
    • ~63%
    • In-stock
      4-Methoxyquinolin-8-amine|CS-0150283
      59665-93-9

    References

    • VIFOR (INTERNATIONAL) AG Patent: US2012/214803 A1, 2012 ; Location in patent: Page/Page column 131 ; US 20120214803 A1
  • Route2
    • 4-Methoxy-8-nitroquinoline|CS-0287201
      89770-28-5
    • ~72%
    • In-stock
      4-Methoxyquinolin-8-amine|CS-0150283
      59665-93-9

    References

    • Zhang, Yu; Guo, Xiangfeng; Jia, Lihua; Xu, Shicheng; Xu, Zhihui; Zheng, Libo; Qian, Xuhong Dalton Transactions, 2012 , vol. 41, # 38 p. 11776 - 11782
  • Route3

    References

    • Baker et al. Journal of the American Chemical Society, 1946 , vol. 68, p. 1532,1534

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   48.14
  • LogP   1.8256
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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