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CS-W001157 4
Total: USD 88.00

2-(2,3-Dihydrobenzo[b][1,4]dioxin-6-yl)acetic acid

  • CAS No. 17253-11-1

  • Cat. No. CS-0102793
  • Purity≥98%
  • MDL No.MFCD00066923

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

2-(2,3-Dihydrobenzo[b][1,4]dioxin-6-yl)acetic acid|CS-0102793

Structure of 17253-11-1

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General Information

  • CAS No. 17253-11-1
  • Cat. No. CS-0102793
  • Purity ≥98%
  • MDL No. MFCD00066923
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₀O₄
  • Molecular Weight 194.18
  • Synonym(s) 2,3-Dihydro-1,4-benzodioxin-6-ylacetic acid
  • SMILES O=C(O)CC1=CC=C(OCCO2)C2=C1

Description

This acetic acid derivative features a fused dihydrobenzodioxin core, offering enhanced stability and solubility in polar solvents. The pendant carboxylic acid group enables direct conjugation or derivatization in synthetic routes. Its rigid aromatic system provides defined spatial orientation for molecular assembly in medicinal chemistry applications.

Application

2-(2,3-Dihydrobenzo[b][1,4]dioxin-6-yl)acetic acid serves as a versatile building block for bioactive molecule synthesis, offering a rigid, oxygen-rich heterocyclic core with a pendant carboxylic acid for derivatization. The dihydrobenzodioxin moiety provides metabolic stability and enhanced solubility, while the acetic acid side chain enables straightforward amide coupling, esterification, or salt formation. Its bench-stable nature and compatibility with standard peptide and small-molecule workflows make it ideal for medicinal chemistry campaigns targeting CNS-active compounds and kinase inhibitors.

Synthesis

  • Route1

    References

    • SLOAN-KETTERING INSTITUTE FOR CANCER RESEARCH; CHIOSIS, Gabriela; TALDONE, Tony; SUN, Weilin Patent: WO2011/44394 A1, 2011 ; Location in patent: Page/Page column 113-114 ;
  • Route2
    • 2-(2,3-Dihydrobenzo[b][1,4]dioxin-6-yl)-2-oxoacetic acid|CS-0521571
      193885-37-9
    • ~84%
    • In-stock
      2-(2,3-Dihydrobenzo[b][1,4]dioxin-6-yl)acetic acid|CS-0102793
      17253-11-1

    References

    • GRUeNENTHAL GMBH; FRANK, Robert; BAHRENBERG, Gregor; CHRISTOPH, Thomas; SCHIENE, Klaus; DE VRY, Jean; DAMANN, Nils; FRORMANN, Sven; LESCH, Bernhard; LEE, Jeewoo; KIM, Yong-Soo; KIM, Myeong-Seop Patent: WO2010/127855 A1, 2010 ; Location in patent: Page/Page column 116; 117 ;
  • Route3
    • null|null
      79-08-3
    • In-stock
      6-Bromo-2,3-dihydrobenzo[b][1,4]dioxine|CS-W002191
      52287-51-1
    • ~40%
    • In-stock
      2-(2,3-Dihydrobenzo[b][1,4]dioxin-6-yl)acetic acid|CS-0102793
      17253-11-1

    References

    • Harrak; Rosell; Daidone; Plescia; Schillaci; Pujol Bioorganic and Medicinal Chemistry, 2007 , vol. 15, # 14 p. 4876 - 4890

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-H319
Precautionary Statements : P264-P270-P280-P330-P501

Quality Control

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Computational Chemistry Data

  • TPSA   55.76
  • LogP   1.0849
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   2

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