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Tetramethyluric acid

  • CAS No. 2309-49-1

  • Cat. No. CS-0069995
  • Purity≥97%
  • MDL No.MFCD00042781

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

Tetramethyluric acid|CS-0069995

Structure of 2309-49-1

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General Information

  • CAS No. 2309-49-1
  • Cat. No. CS-0069995
  • Purity ≥97%
  • MDL No. MFCD00042781
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₂N₄O₃
  • Molecular Weight 224.22
  • Synonym(s) 1,3,7,9-Tetramethyluric acid; Theacrine
  • SMILES O=C1C2=C(N(C)C(N2C)=O)N(C)C(N1C)=O

Description

Tetramethyluric acid features four methyl groups appended to the uric acid scaffold, enhancing solubility and stability under standard conditions. This derivative serves as a robust building block in synthetic organic chemistry, particularly for constructing heterocyclic systems and evaluating electronic effects in model compounds.

Application

Tetramethyluric acid serves as a versatile building block in synthetic organic chemistry, enabling the construction of heterocyclic scaffolds through well-documented condensation reactions. Its four methyl groups enhance solubility and stability, facilitating straightforward purification and handling. The molecule functions effectively in nucleophilic substitution and cycloaddition protocols, offering predictable reactivity for applications in medicinal chemistry and materials science.

Synthesis

  • Route1
    • 3-Methyluric acid|CS-0644172
      605-99-2
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    • In-stock
      Tetramethyluric acid|CS-0069995
      2309-49-1

    References

    • Fischer,E.; Ach Chemische Berichte, 1899 , vol. 32, p. 2736 Chem. Zentralbl., 1899 , vol. 70, # II p. 423 Full Text Show Details Fischer,E. Patent: DE91811 ; Fortschr. Teerfarbenfabr. Verw. Industriezweige, vol. 4, p. 1253
  • Route2
    • null|null
      74-88-4
    • ~%
    • In-stock
      Tetramethyluric acid|CS-0069995
      2309-49-1

    References

    • Boehringer and Soehne Patent: DE90309 ; Fortschr. Teerfarbenfabr. Verw. Industriezweige, vol. 4, p. 1252
  • Route3
    • 8-Chloro caffeine|CS-0239431
      4921-49-7
    • ~%
    • In-stock
      Tetramethyluric acid|CS-0069995
      2309-49-1

    References

    • Huston; Allen Journal of the American Chemical Society, 1934 , vol. 56, p. 1358

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
Precautionary Statements : P264-P270-P330-P501

Quality Control

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Computational Chemistry Data

  • TPSA   70.93
  • LogP   -1.7256
  • H_Acceptors   7
  • H_Donors   0
  • Rotatable_Bonds   0

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