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CS-W001157 4
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2-Methylquinolin-6-amine

  • CAS No. 65079-19-8

  • Cat. No. CS-0152745
  • Purity≥97%
  • MDL No.MFCD00052600

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

2-Methylquinolin-6-amine|CS-0152745

Structure of 65079-19-8

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General Information

  • CAS No. 65079-19-8
  • Cat. No. CS-0152745
  • Purity ≥97%
  • MDL No. MFCD00052600
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₀N₂
  • Molecular Weight 158.20
  • Synonym(s) 6-Quinolinamine, 2-methyl-
  • SMILES CC1=NC2=CC=C(C=C2C=C1)N

Description

2-Methylquinolin-6-amine features a fused heterocyclic core with a strategically positioned amine and methyl group, enabling direct incorporation into pharmaceutical scaffolds. The electron-rich quinoline framework supports efficient metal-catalyzed coupling reactions, while the ortho-methyl substitution enhances metabolic stability. This compound serves as a key intermediate in the synthesis of kinase inhibitors and fluorescent probes.

Application

2-Methylquinolin-6-amine serves as a versatile building block in medicinal chemistry, enabling efficient access to quinoline-based scaffolds through palladium-catalyzed cross-coupling reactions. Its ortho-directing amine group facilitates regioselective functionalization, while the methyl substituent enhances metabolic stability and modulates electronic properties. The compound exhibits excellent bench stability and compatibility with standard purification protocols, making it well-suited for both lead optimization and process-scale synthesis.

Synthesis

  • Route1

    References

    • Russian Journal of Organic Chemistry, , vol. 40, # 11 p. 1662 - 1668
  • Route2
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      100-01-6
    • ~%
    • In-stock
      2-Methylquinolin-6-amine|CS-0152745
      65079-19-8

    References

    • Journal of Medicinal Chemistry, , vol. 48, # 24 p. 7847 - 7859
  • Route3
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      106-50-3
    • ~%
    • In-stock
      2-Methylquinolin-6-amine|CS-0152745
      65079-19-8

    References

    • Arkiv foer Kemi, , vol. 5, p. 251,252 Justus Liebigs Annalen der Chemie, , vol. 578, p. 188,193

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   38.91
  • LogP   2.12542
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   0

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