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CS-W001157 4
Total: USD 88.00

Methyl 4-(methylamino)benzoate

  • CAS No. 18358-63-9

  • Cat. No. CS-0094663
  • Purity≥98%
  • MDL No.MFCD00017198

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

Methyl 4-(methylamino)benzoate|CS-0094663

Structure of 18358-63-9

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General Information

  • CAS No. 18358-63-9
  • Cat. No. CS-0094663
  • Purity ≥98%
  • MDL No. MFCD00017198
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₁NO₂
  • Molecular Weight 165.19
  • Synonym(s) Methyl4-methylaminobenzoate = 4-Methylaminobenzoicacid methylester
  • SMILES O=C(OC)C1=CC=C(NC)C=C1

Description

Methyl 4-(methylamino)benzoate features a para-methylamino group that enhances electron density at the aromatic ring, enabling efficient coupling reactions. This bench-stable ester integrates readily into synthetic sequences requiring amine-functionalized aromatic intermediates.

Application

Methyl 4-(methylamino)benzoate serves as a versatile building block in medicinal chemistry, enabling efficient access to substituted benzamide and aniline derivatives. Its methyl ester functionality facilitates selective transformations, while the N-methyl aniline moiety provides enhanced metabolic stability compared to unsubstituted analogs. The compound exhibits good bench stability and is compatible with standard coupling and reduction protocols, supporting scalable synthesis of bioactive scaffolds.

Synthesis

  • Route1
    • null|null
      67-56-1
    • In-stock
      4-(Methylamino)benzoic acid|CS-0029513
      10541-83-0
    • ~99%
    • In-stock
      Methyl 4-(methylamino)benzoate|CS-0094663
      18358-63-9

    References

    • Jones, Paul; Villeneuve, Gerald B.; Fei, Chengpei; DeMarte, Josie; Haggarty, Allison J.; Nwe, Khin Than; Martin, Deborah A.; Lebuis, Anne-Marie; Finkelstein, Joshua M.; Gour-Salin, Barbara J.; Chan, Tak Hang; Leyland-Jones, Brian R. Journal of Medicinal Chemistry, 1998 , vol. 41, # 16 p. 3062 - 3077
  • Route2
    • In-stock
      4-(Carbomethoxy)aniline|CS-W009283
      619-45-4
    • null|null
      74-88-4
    • ~73%
    • In-stock
      Methyl 4-(methylamino)benzoate|CS-0094663
      18358-63-9

    References

    • Gray, Vincent James; Wilden, Jonathan D. Tetrahedron Letters, 2012 , vol. 53, # 1 p. 41 - 44
  • Route3
    • null|null
      959698-63-6
    • ~0%
    • null|null
      959699-03-7
    • null|null
      959699-04-8
    • In-stock
      Methyl 4-(methylamino)benzoate|CS-0094663
      18358-63-9

    References

    • Angewandte Chemie - International Edition, , vol. 46, # 38 p. 7270 - 7272

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   38.33
  • LogP   1.5149
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   2

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