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CS-W001157 4
Total: USD 88.00

4-Amino-3-ethylbenzoic acid

  • CAS No. 51688-75-6

  • Cat. No. CS-0028776
  • Molecule weight165.19
  • Purity≥95%
  • MDL No.MFCD04114098

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

4-Amino-3-ethylbenzoic acid|CS-0028776

Structure of 51688-75-6

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General Information

  • CAS No. 51688-75-6
  • Cat. No. CS-0028776
  • Purity ≥95%
  • MDL No. MFCD04114098
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₁NO₂
  • Molecular Weight 165.19
  • Synonym(s) None
  • SMILES O=C(O)C1=CC=C(N)C(CC)=C1

Description

4-Amino-3-ethylbenzoic acid features a conjugated aromatic core with strategically positioned amino and ethyl groups, enabling versatile integration into pharmaceutical intermediates and bioactive molecule scaffolds. The electron-donating amino substituent enhances reactivity in coupling processes, while the para-amino orientation supports predictable electronic modulation. This bench-stable derivative combines synthetic accessibility with functional group compatibility for use in medicinal chemistry campaigns.

Application

4-Amino-3-ethylbenzoic acid serves as a versatile building block for bioactive heterocycles and pharmaceutical intermediates, enabling efficient derivatization via amide coupling, electrophilic substitution, or reductive amination. The ortho-alkylated aromatic scaffold provides enhanced metabolic stability and modulates solubility, while the carboxylic acid and primary amine groups offer orthogonal handles for sequential functionalization. Bench-stable and readily purified by recrystallization, it supports scalable synthesis in medicinal chemistry campaigns.

Synthesis

  • Route1
    • N-(4-cyano-2-ethylphenyl)acetamide|CS-0323427
      34921-76-1
    • ~85%
    • In-stock
      4-Amino-3-ethylbenzoic acid|CS-0028776
      51688-75-6

    References

    • Shire Pharmaceuticals, Inc. Patent: US2011/190267 A1, 2011 ; Location in patent: Page/Page column 55-56 ;
  • Route2
    • null|null
      103796-17-4
    • ~%
    • In-stock
      4-Amino-3-ethylbenzoic acid|CS-0028776
      51688-75-6

    References

    • Werner; Ricca Journal of the American Chemical Society, 1958 , vol. 80, p. 2733,2736
  • Route3
    • N-(2-ethylphenyl)acetamide|CS-0316169
      33098-65-6
    • ~%
    • In-stock
      4-Amino-3-ethylbenzoic acid|CS-0028776
      51688-75-6

    References

    • Werner; Ricca Journal of the American Chemical Society, 1958 , vol. 80, p. 2733,2736

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   63.32
  • LogP   1.5294
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   2

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