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CS-W001157 4
Total: USD 88.00

2-(4-Oxo-3,4-dihydrophthalazin-1-yl)acetic acid

  • CAS No. 25947-11-9

  • Cat. No. CS-0052406
  • Purity≥98%
  • MDL No.None

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

2-(4-Oxo-3,4-dihydrophthalazin-1-yl)acetic acid|CS-0052406

Structure of 25947-11-9

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General Information

  • CAS No. 25947-11-9
  • Cat. No. CS-0052406
  • Purity ≥98%
  • MDL No. None
  • Storage -20°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₈N₂O₃
  • Molecular Weight 204.18
  • Synonym(s) (4-Oxo-3,4-dihydrophthalazin-1-yl)acetic acid
  • SMILES OC(=O)CC1=NNC(=O)C2=CC=CC=C12

Description

This phthalazinone-derived carboxylic acid integrates a reactive acetic acid handle with a rigid, electron-deficient core. The structure enables direct conjugation in bioconjugation workflows and provides enhanced metabolic stability in pharmaceutical intermediates.

Application

2-(4-Oxo-3,4-dihydrophthalazin-1-yl)acetic acid serves as a versatile building block for the synthesis of phthalazinone-based pharmaceuticals and bioactive heterocycles. Its carboxylic acid functionality enables direct derivatization via amide, ester, or amidation reactions, while the dihydrophthalazinone core provides a rigid, electron-deficient scaffold suitable for medicinal chemistry exploration. The compound exhibits good bench stability and facilitates straightforward purification, making it well-suited for iterative synthesis campaigns in API development.

Synthesis

  • Route1
    • Ethyl 4-oxo-3H-phthalazin-1-ylacetate|CS-0089661
      25947-13-1
    • ~49%
    • In-stock
      2-(4-Oxo-3,4-dihydrophthalazin-1-yl)acetic acid|CS-0052406
      25947-11-9

    References

    • Agrawal, Madhavi; Kharkar, Prashant; Moghe, Sonali; Mahajan, Tushar; Deka, Vaishali; Thakkar, Chandni; Nair, Amrutha; Mehta, Chirag; Bose, Julie; Kulkarni-Almeida, Asha; Bhedi, Dilip; Vishwakarma, Ram A. Bioorganic and Medicinal Chemistry Letters, 2013 , vol. 23, # 20 p. 5740 - 5743
  • Route2
    • 2-(3-Oxoisobenzofuran-1(3H)-ylidene)acetic acid|CS-0323094
      4743-57-1
    • ~%
    • In-stock
      2-(4-Oxo-3,4-dihydrophthalazin-1-yl)acetic acid|CS-0052406
      25947-11-9

    References

    • European Journal of Medicinal Chemistry, , vol. 45, # 11 p. 4983 - 4989
  • Route3
    • null|null
      85-44-9
    • ~%
    • In-stock
      2-(4-Oxo-3,4-dihydrophthalazin-1-yl)acetic acid|CS-0052406
      25947-11-9

    References

    • Bioorganic and Medicinal Chemistry Letters, , vol. 23, # 4 p. 1004 - 1007

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

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Computational Chemistry Data

  • TPSA   83.05
  • LogP   0.5502
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   2

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