Cas no 290294-61-0 (1,3-thiazole-2,4,5-tricarboxylic acid)

1,3-Thiazole-2,4,5-tricarboxylic acid is a heterocyclic compound featuring a thiazole core substituted with three carboxylic acid functional groups at the 2, 4, and 5 positions. This structure imparts high reactivity and versatility, making it a valuable intermediate in organic synthesis, particularly for the preparation of pharmaceuticals, agrochemicals, and coordination complexes. The presence of multiple carboxyl groups enhances its chelating properties, facilitating applications in metal-organic frameworks (MOFs) and catalysis. Its rigid thiazole ring contributes to thermal and chemical stability, while the carboxylic acids allow for further functionalization. The compound is typically supplied as a high-purity solid, ensuring consistent performance in research and industrial processes.
1,3-thiazole-2,4,5-tricarboxylic acid structure
290294-61-0 structure
Product Name:1,3-thiazole-2,4,5-tricarboxylic acid
CAS No:290294-61-0
MF:C6H3NO6S
MW:217.156120538712
MDL:MFCD24481720
CID:2839449
PubChem ID:53960322
Update Time:2025-06-08

1,3-thiazole-2,4,5-tricarboxylic acid Chemical and Physical Properties

Names and Identifiers

    • 1,3-thiazole-2,4,5-tricarboxylic acid
    • DTXSID40707985
    • Thiazoletricarboxylic acid
    • DTXCID10658733
    • 290294-61-0
    • SCHEMBL4429697
    • 2,4,5-Thiazoletricarboxylic acid
    • thiazole-2,4,5-tricarboxylic acid
    • EN300-8776330
    • MDL: MFCD24481720
    • Inchi: 1S/C6H3NO6S/c8-4(9)1-2(5(10)11)14-3(7-1)6(12)13/h(H,8,9)(H,10,11)(H,12,13)
    • InChI Key: JKMPXGJJRMOELF-UHFFFAOYSA-N
    • SMILES: S1C(C(=O)O)=NC(C(=O)O)=C1C(=O)O

Computed Properties

  • Exact Mass: 216.96810799Da
  • Monoisotopic Mass: 216.96810799Da
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 3
  • Hydrogen Bond Acceptor Count: 8
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 3
  • Complexity: 292
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 0.5
  • Topological Polar Surface Area: 153?2

1,3-thiazole-2,4,5-tricarboxylic acid Pricemore >>

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Additional information on 1,3-thiazole-2,4,5-tricarboxylic acid

Comprehensive Overview of 1,3-Thiazole-2,4,5-tricarboxylic Acid (CAS No. 290294-61-0): Properties, Applications, and Research Insights

1,3-Thiazole-2,4,5-tricarboxylic acid (CAS No. 290294-61-0) is a heterocyclic organic compound featuring a thiazole core substituted with three carboxyl groups at positions 2, 4, and 5. This unique structure endows it with versatile chemical reactivity, making it a valuable intermediate in pharmaceutical, agrochemical, and material science research. The compound's tricarboxylic acid functionality enables diverse derivatization pathways, attracting attention for applications in drug design, coordination chemistry, and polymer synthesis.

In recent years, the demand for functionalized thiazole derivatives has surged due to their role in developing bioactive molecules and metal-organic frameworks (MOFs). Researchers frequently search for "synthesis methods for 1,3-thiazole-2,4,5-tricarboxylic acid" or "applications of tricarboxylic thiazoles in catalysis," reflecting its interdisciplinary relevance. The compound's ability to act as a multidentate ligand is particularly noteworthy, facilitating the construction of novel coordination polymers with potential uses in gas storage and sensors.

From a synthetic chemistry perspective, 290294-61-0 serves as a precursor for high-value heterocycles. Its carboxyl groups allow for esterification, amidation, and decarboxylation reactions, enabling the creation of libraries of thiazole-based small molecules. This aligns with trends in fragment-based drug discovery, where researchers seek modular building blocks to accelerate lead optimization. Environmental scientists also explore its derivatives as biodegradable chelating agents, addressing concerns about persistent pollutants.

The thermal stability and solubility profile of 1,3-thiazole-2,4,5-tricarboxylic acid make it suitable for advanced material engineering. Recent patents highlight its incorporation into conductive polymers and photoactive coatings, capitalizing on the electron-withdrawing nature of the thiazole ring. Analytical chemists utilize its derivatives as chromatographic standards or fluorescent probes, demonstrating cross-disciplinary utility. These applications respond to growing market needs for multifunctional organic materials in electronics and diagnostics.

Quality control of CAS 290294-61-0 requires rigorous characterization via HPLC, NMR, and mass spectrometry, topics frequently queried in academic forums. The compound's structure-activity relationships continue to be investigated, particularly in antimicrobial and anticancer research, where thiazole motifs show pronounced pharmacological effects. Sustainable production methods using green chemistry principles represent another active research frontier, minimizing waste generation during synthesis.

In conclusion, 1,3-thiazole-2,4,5-tricarboxylic acid exemplifies how functionalized heterocycles drive innovation across scientific domains. Its balanced lipophilicity-hydrophilicity profile and structural tunability position it as a key player in developing next-generation smart materials and therapeutic agents. Ongoing studies exploring its supramolecular chemistry and biological activity ensure its continued relevance in addressing contemporary scientific challenges.

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