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CS-W001157 4
Total: USD 88.00

2-(4-Chloro-phenoxy)-phenylacetic acid

  • CAS No. 25563-04-6

  • Cat. No. CS-B0045
  • Purity≥98%
  • MDL No.MFCD15528958

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

2-(4-Chloro-phenoxy)-phenylacetic acid|CS-B0045

Structure of 25563-04-6

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General Information

  • CAS No. 25563-04-6
  • Cat. No. CS-B0045
  • Purity ≥98%
  • MDL No. MFCD15528958
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₄H₁₁ClO₃
  • Molecular Weight 262.69
  • Synonym(s) None
  • SMILES O=C(O)CC1=CC=CC=C1OC2=CC=C(Cl)C=C2

Description

2-(2-(4-Chlorophenoxy)phenyl)acetic acid features a rigid biphenyl scaffold linked by an ether bridge, delivering enhanced metabolic stability. The para-chloro substituent imparts electron-withdrawing character, while the acetic acid terminus enables facile derivatization. This compound serves as a key intermediate in synthesizing bioactive molecules with targeted pharmacological profiles.

Application

2-(2-(4-Chlorophenoxy)phenyl)acetic acid serves as a versatile building block in medicinal chemistry, enabling the synthesis of bioactive arylacetic acid derivatives. Its structure features a chlorinated phenoxy moiety attached to a phenylacetic acid core, offering enhanced lipophilicity and metabolic stability. The carboxylic acid group facilitates straightforward derivatization via esterification, amidation, or salt formation, while the aromatic framework supports further functionalization through electrophilic substitution. This compound exhibits good bench stability and is compatible with standard purification techniques, making it well-suited for high-throughput screening and lead optimization workflows.

Synthesis

  • Route1
    • null|null
      1037313-34-0
    • ~88%
    • In-stock
      2-(4-Chloro-phenoxy)-phenylacetic acid|CS-B0045
      25563-04-6

    References

    • Organon Ireland Ltd.; Pfizer Inc. Patent: US2006/229352 A1, 2006 ; Location in patent: Page/Page column 7-8 ;
  • Route2
    • In-stock
      Methyl 2-(2-bromophenyl)acetate|CS-W004685
      57486-69-8
    • null|null
      106-48-9
    • ~76%
    • In-stock
      2-(4-Chloro-phenoxy)-phenylacetic acid|CS-B0045
      25563-04-6

    References

    • Medichem, S.A. Patent: EP2468751 A2, 2012 ; Location in patent: Page/Page column 15-16 ;
  • Route3
    • In-stock
      NSC 4613|CS-W020113
      2444-36-2
    • null|null
      106-48-9
    • ~77%
    • In-stock
      2-(4-Chloro-phenoxy)-phenylacetic acid|CS-B0045
      25563-04-6

    References

    • MSN LABORATORIES LIMITED; SATYANARAYANA REDDY, Manne; THIRUMALAI RAJAN, Srinivasan; ESWARAIAH, Sajja; MADHU, Elevathingal Nicholas; SATYANARAYANA, Komati; SEETHA RAMA SARMA, Peri Patent: WO2012/38975 A2, 2012 ; Location in patent: Page/Page column 35 ;

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H413
Precautionary Statements : P264-P273-P280-P302+P352-P362-P501

Quality Control

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Computational Chemistry Data

  • TPSA   46.53
  • LogP   3.7594
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   4

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