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CS-W001157 4
Total: USD 88.00

N-(4-Methoxybenzyl)-N-methylamine

  • CAS No. 702-24-9

  • Cat. No. CS-D0566
  • Molecule weight151.21
  • Purity≥95%
  • MDL No.MFCD04115407

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

N-(4-Methoxybenzyl)-N-methylamine|CS-D0566

Structure of 702-24-9

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General Information

  • CAS No. 702-24-9
  • Cat. No. CS-D0566
  • Purity ≥95%
  • MDL No. MFCD04115407
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₃NO
  • Molecular Weight 151.21
  • Synonym(s) (4-methoxyphenyl)-N-methylmethanaminium
  • SMILES CNCC1=CC=C(C=C1)OC

Description

N-(4-Methoxybenzyl)-N-methylamine features a methoxy-substituted benzyl scaffold paired with a tertiary amine, delivering enhanced solubility and stability under standard conditions. This configuration supports efficient coupling in synthetic workflows, particularly in the construction of bioactive heterocycles and peptide conjugates.

Application

N-(4-Methoxybenzyl)-N-methylamine serves as a versatile building block in medicinal chemistry, enabling efficient construction of bioactive scaffolds. Its methoxy-substituted benzyl group offers enhanced solubility and metabolic stability, while the tertiary amine functionality facilitates salt formation and modulates lipophilicity. The molecule exhibits excellent bench stability and compatibility with standard coupling and reductive amination protocols, simplifying purification and process development for API intermediates.

Synthesis

  • Route1
    • 4-Methoxybenzaldehyde, ≥ 99% GC|CS-0676496
      123-11-5
    • null|null
      74-89-5
    • ~95%
    • In-stock
      N-(4-Methoxybenzyl)-N-methylamine|CS-D0566
      702-24-9

    References

    • BRISTOL-MYERS SQUIBB COMPANY Patent: WO2004/106293 A2, 2004 ; Location in patent: Page 131 ; WO 2004/106293 A2
  • Route2
    • null|null
      824-94-2
    • null|null
      74-89-5
    • ~88%
    • In-stock
      N-(4-Methoxybenzyl)-N-methylamine|CS-D0566
      702-24-9

    References

    • Zishiri, Vincent K.; Hunter, Roger; Smith, Peter J.; Taylor, Dale; Summers, Robert; Kirk, Kiaran; Martin, Rowena E.; Egan, Timothy J. European Journal of Medicinal Chemistry, 2011 , vol. 46, # 5 p. 1729 - 1742
  • Route3
    • N-[(4-Methoxyphenyl)methylene]methanamine|CS-0702596
      13114-23-3
    • ~99%
    • In-stock
      N-(4-Methoxybenzyl)-N-methylamine|CS-D0566
      702-24-9

    References

    • Piazzi, Lorna; Belluti, Federica; Bisi, Alessandra; Gobbi, Silvia; Rizzo, Stefano; Bartolini, Manuela; Andrisano, Vincenza; Recanatini, Maurizio; Rampa, Angela Bioorganic and Medicinal Chemistry, 2007 , vol. 15, # 1 p. 575 - 585

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

Quality Control

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Computational Chemistry Data

  • TPSA   21.26
  • LogP   1.4146
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   3

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