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CS-W001157 4
Total: USD 88.00

Chelidonic acid

  • CAS No. 99-32-1

  • Cat. No. CS-W022229
  • Purity≥95%
  • MDL No.MFCD00006577

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

Chelidonic acid|CS-W022229

Structure of 99-32-1

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General Information

  • CAS No. 99-32-1
  • Cat. No. CS-W022229
  • Purity ≥95%
  • MDL No. MFCD00006577
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₄O₆
  • Molecular Weight 184.10
  • Synonym(s) None
  • SMILES O=C(C1=CC(C=C(C(O)=O)O1)=O)O

Description

Chelidonic acid (CA) is a -pyrone. It is reported as constituent of the rhizome of Chelidonium majus L. It has many pharmacological effects, such as mild analgesic and antimicrobial effects. Therapeutic potential of CA for the treatment of intestinal inflammation has been investigated. CA is reported as inhibitor of the rat brain glutamate decarboxylase. Biosynthesis of CA in cell suspension cultures of Leucojum aestivum has been studied.Chelidonic acid is suitable for use a in homogeneous preparation of native dihydrodipicolinate synthase from pea. It may be used as endocyclic oxygen-containing ligand in the synthesis of aqua[bis(2-pyridylmethyl)amine][chelidonato(1.5-)]-copper(II) chelidonate(0.5-) monohydrate.

Application

Chelidonic acid serves as a versatile β,γ-unsaturated dicarboxylic acid scaffold for synthetic applications, enabling efficient Michael additions and cycloaddition reactions. Its well-defined reactivity profile supports the construction of substituted heterocycles and functionalized intermediates in medicinal chemistry workflows. The compound exhibits bench stability and facilitates straightforward purification, making it a practical building block for complex molecule synthesis.

Synthesis

  • Route1
    • null|null
      95-92-1
    • null|null
      67-64-1
    • ~88%
    • In-stock
      Chelidonic acid|CS-W022229
      99-32-1

    References

    • Terazzi, Emmanuel; Zaim, Amir; Bocquet, Bernard; Varin, Johan; Guenee, Laure; Dutronc, Thibault; Lemonnier, Jean-Francois; Floquet, Sebastien; Cadot, Emmanuel; Heinrich, Benoit; Donnio, Bertrand; Piguet, Claude European Journal of Inorganic Chemistry, 2013 , # 19 p. 3323 - 3333
  • Route2
    • Diethyl 2,4,6-trioxoheptanedioate|CS-0580348
      68854-18-2
    • ~84%
    • In-stock
      Chelidonic acid|CS-W022229
      99-32-1

    References

    • Gan, Xin-Min; Paine, Robert T.; Duesler, Eileen N.; Noeth, Heinrich Dalton Transactions, 2003 , # 1 p. 153 - 159
  • Route3

    References

    • Organic Letters, , vol. 13, # 12 p. 3194 - 3197

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   104.81
  • LogP   0.0362
  • H_Acceptors   4
  • H_Donors   2
  • Rotatable_Bonds   2

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