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CS-W001157 4
Total: USD 88.00

4-Carboxyphenylacetic acid

  • CAS No. 501-89-3

  • Cat. No. CS-W002735
  • Purity≥98%
  • MDL No.MFCD01074834

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

4-Carboxyphenylacetic acid|CS-W002735

Structure of 501-89-3

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General Information

  • CAS No. 501-89-3
  • Cat. No. CS-W002735
  • Purity ≥98%
  • MDL No. MFCD01074834
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₈O₄
  • Molecular Weight 180.16
  • Synonym(s) None
  • SMILES O=C(O)C1=CC=C(C=C1)CC(=O)O

Description

4-Carboxyphenylacetic acid features a carboxylic acid group directly attached to a phenyl ring, enabling straightforward conjugation and solubility enhancement in aqueous systems. This structure supports integration into bioconjugation workflows, particularly for linker design in antibody-drug conjugates and diagnostic probes. The para-substituted arrangement ensures predictable electronic effects and stability under standard reaction conditions.

Application

4-Carboxyphenylacetic acid serves as a versatile building block for the synthesis of functionalized aromatic compounds and heterocyclic scaffolds. Its dual functionality—carboxylic acid and benzylic position—enables straightforward derivatization via esterification, amidation, or decarboxylative coupling. The molecule exhibits good bench stability and facilitates efficient purification, making it well-suited for medicinal chemistry campaigns and process-scale applications.

Synthesis

  • Route1

    References

    • Piper, James R.; DeGraw, Joseph I.; Colwell, William T.; Johnson, Cheryl A.; Smith, R. Lane; Waud, William R.; Sirotnak, Francis M. Journal of Medicinal Chemistry, 1997 , vol. 40, # 3 p. 377 - 384
  • Route2
    • Ethyl 2-(4-acetylphenyl)acetate|CS-0216299
      1528-42-3
    • ~50%
    • In-stock
      4-Carboxyphenylacetic acid|CS-W002735
      501-89-3

    References

    • N30 PHARMACEUTICALS, LLC; SUN, Xicheng; QIU, Jian; WASLEY, Jan Patent: WO2011/99978 A1, 2011 ; Location in patent: Page/Page column 37-38 ; WO 2011/099978 A1
  • Route3

    References

    • Schaper, Klaus; Abdollah Madani Mobarekeh; Grewer, Christof European Journal of Organic Chemistry, 2002 , # 6 p. 1037 - 1046

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   74.6
  • LogP   1.0119
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   3

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