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2-Fluoro-5-((4-oxo-3,4-dihydrophthalazin-1-yl)methyl)benzoic acid

  • CAS No. 763114-26-7

  • Cat. No. CS-M1900
  • Purity≥97%
  • MDL No.MFCD14636678

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

2-Fluoro-5-((4-oxo-3,4-dihydrophthalazin-1-yl)methyl)benzoic acid|CS-M1900

Structure of 763114-26-7

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General Information

  • CAS No. 763114-26-7
  • Cat. No. CS-M1900
  • Purity ≥97%
  • MDL No. MFCD14636678
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₆H₁₁FN₂O₃
  • Molecular Weight 298.27
  • Synonym(s) 2-Fluoro-5-[(4-oxo-3,4-dihydrophthalazin-1-yl)methyl]benzoic acid
  • SMILES O=C1NN=C(CC2=CC=C(F)C(C(O)=O)=C2)C3=CC=CC=C13

Description

This fluoro-substituted phthalazinylbenzoic acid integrates a sterically hindered dihydrophthalazine core with a strategically positioned carboxylic acid, enabling direct conjugation in bioconjugation workflows. The electron-deficient aryl system enhances reactivity in nucleophilic substitution cascades, while the bench-stable scaffold supports modular derivatization under mild conditions.

Application

2-Fluoro-5-((4-oxo-3,4-dihydrophthalazin-1-yl)methyl)benzoic acid serves as a versatile building block for phthalazinone-based pharmaceutical scaffolds. The carboxylic acid group enables direct derivatization via amide coupling or esterification, while the fluoro substituent provides enhanced metabolic stability and modulates electronic properties. The dihydrophthalazinone core offers a rigid, planar structure suitable for target binding interactions. This compound exhibits bench stability and compatibility with standard synthetic workflows, facilitating integration into medicinal chemistry campaigns targeting kinase inhibitors and other bioactive molecules.

Synthesis

  • Route1

    References

    • WO2012/71684 A1, ; Page/Page column 23-24 ; WO 2012/071684 A1
  • Route2
    • 2-Fluoro-5-((4-oxo-3,4-dihydrophthalazin-1-yl)methyl)benzonitrile|CS-0143439
      1021298-68-9
    • ~%
    • In-stock
      2-Fluoro-5-((4-oxo-3,4-dihydrophthalazin-1-yl)methyl)benzoic acid|CS-M1900
      763114-26-7

    References

    • WO2008/47082 A2, ; Page/Page column 28 ; WO 2008/047082 A2
  • Route3
    • null|null
      96-36-6
    • Phthalaldehydic acid Butylphthalide  Impurity|CS-0228924
      119-67-5
    • ~97%
    • In-stock
      2-Fluoro-5-((4-oxo-3,4-dihydrophthalazin-1-yl)methyl)benzoic acid|CS-M1900
      763114-26-7
    • In-stock
      Dimethyl 3-oxo-1,3-dihydroisobenzofuran-1-ylphosphonate|CS-M0104
      61260-15-9

    References

    • Kudos Pharmaceuticals Limited; Maybridge Limited Patent: US2005/59663 A1, 2005 ; US 20050059663 A1

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   83.05
  • LogP   2.3512
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   3

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