Cas no 14282-64-5 (5-Hydroxymethyl-2-thiophenecarboxylic acid)

5-Hydroxymethyl-2-thiophenecarboxylic acid is a heterocyclic organic compound featuring both hydroxymethyl and carboxylic acid functional groups on a thiophene ring. This structure imparts versatility in synthetic applications, particularly as a building block in pharmaceuticals, agrochemicals, and material science. The hydroxymethyl group offers a reactive site for further derivatization, while the carboxylic acid enables coupling reactions or salt formation. Its thiophene core contributes to electronic properties useful in conjugated systems. The compound is valued for its stability and compatibility with diverse reaction conditions, making it a practical intermediate in organic synthesis. Proper handling requires standard precautions for carboxylic acids and hydroxymethyl-containing compounds.
5-Hydroxymethyl-2-thiophenecarboxylic acid structure
14282-64-5 structure
Product Name:5-Hydroxymethyl-2-thiophenecarboxylic acid
CAS No:14282-64-5
MF:C6H6O3S
MW:158.175040721893
MDL:MFCD06202911
CID:1312399
PubChem ID:22649561
Update Time:2025-11-01

5-Hydroxymethyl-2-thiophenecarboxylic acid Chemical and Physical Properties

Names and Identifiers

    • 2-Thiophenecarboxylic acid, 5-(hydroxymethyl)-
    • 5-(hydroxymethyl)thiophene-2-carboxylic acid
    • 5-Hydroxymethyl-2-thiophene carbocylic acid
    • 5-Hydroxymethyl-2-thiophenecarboxylic acid
    • GXXSPHXNQIGROW-UHFFFAOYSA-N
    • Z1134175383
    • AKOS012686214
    • 5-(hydroxymethyl)thiophene-2-carboxylicacid
    • CS-0245093
    • EN300-2990740
    • 14282-64-5
    • DB-063443
    • 5-hydroxymethyl-thiophene-2-carboxylic acid
    • SCHEMBL1401537
    • DTXSID70627344
    • MDL: MFCD06202911
    • Inchi: 1S/C6H6O3S/c7-3-4-1-2-5(10-4)6(8)9/h1-2,7H,3H2,(H,8,9)
    • InChI Key: GXXSPHXNQIGROW-UHFFFAOYSA-N
    • SMILES: S1C(C(=O)O)=CC=C1CO

Computed Properties

  • Exact Mass: 158.00376522g/mol
  • Monoisotopic Mass: 158.00376522g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 10
  • Rotatable Bond Count: 2
  • Complexity: 137
  • 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: 0.6
  • Topological Polar Surface Area: 85.8?2

Experimental Properties

  • Density: 1.5±0.1 g/cm3
  • Boiling Point: 376.6±32.0 °C at 760 mmHg
  • Flash Point: 181.6±25.1 °C
  • Vapor Pressure: 0.0±0.9 mmHg at 25°C

5-Hydroxymethyl-2-thiophenecarboxylic acid Security Information

5-Hydroxymethyl-2-thiophenecarboxylic acid Pricemore >>

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Additional information on 5-Hydroxymethyl-2-thiophenecarboxylic acid

Recent Advances in the Application of 5-Hydroxymethyl-2-thiophenecarboxylic acid (CAS: 14282-64-5) in Chemical Biology and Pharmaceutical Research

5-Hydroxymethyl-2-thiophenecarboxylic acid (CAS: 14282-64-5) is a thiophene derivative that has garnered significant attention in recent years due to its versatile applications in chemical biology and pharmaceutical research. This compound, characterized by its hydroxymethyl and carboxylic acid functional groups, serves as a key intermediate in the synthesis of various bioactive molecules. Recent studies have highlighted its potential in drug discovery, particularly in the development of enzyme inhibitors, anticancer agents, and antimicrobial compounds. The unique structural features of 5-Hydroxymethyl-2-thiophenecarboxylic acid make it a valuable scaffold for designing novel therapeutic agents with improved efficacy and selectivity.

One of the most notable advancements in the application of 5-Hydroxymethyl-2-thiophenecarboxylic acid is its role in the synthesis of small-molecule inhibitors targeting specific enzymes. A 2023 study published in the Journal of Medicinal Chemistry demonstrated the use of this compound as a precursor for developing potent inhibitors of histone deacetylases (HDACs), a class of enzymes implicated in cancer progression. The researchers modified the hydroxymethyl group to introduce various pharmacophores, resulting in compounds with enhanced binding affinity and reduced off-target effects. These findings underscore the potential of 5-Hydroxymethyl-2-thiophenecarboxylic acid as a versatile building block for drug design.

In addition to its applications in enzyme inhibition, 5-Hydroxymethyl-2-thiophenecarboxylic acid has been explored for its antimicrobial properties. A recent study in Bioorganic & Medicinal Chemistry Letters reported the synthesis of thiophene-based derivatives using this compound as a starting material. The resulting derivatives exhibited broad-spectrum activity against Gram-positive and Gram-negative bacteria, with minimal cytotoxicity to human cells. The researchers attributed this activity to the ability of the thiophene ring to disrupt bacterial cell membranes, highlighting the compound's potential as a lead for developing new antibiotics.

Another promising area of research involves the use of 5-Hydroxymethyl-2-thiophenecarboxylic acid in the development of anticancer agents. A 2022 study in the European Journal of Medicinal Chemistry described the synthesis of thiophene-containing analogs that selectively target cancer cells by inhibiting key signaling pathways. The hydroxymethyl group was found to play a critical role in enhancing the solubility and bioavailability of these analogs, addressing a common challenge in anticancer drug development. These results suggest that 5-Hydroxymethyl-2-thiophenecarboxylic acid could serve as a valuable scaffold for designing next-generation anticancer therapies.

Beyond its pharmacological applications, 5-Hydroxymethyl-2-thiophenecarboxylic acid has also been investigated for its utility in chemical biology. A 2023 publication in ACS Chemical Biology detailed its use as a probe for studying protein-ligand interactions. The carboxylic acid group was conjugated to fluorescent tags, enabling real-time visualization of binding events in live cells. This approach provides a powerful tool for elucidating the mechanisms of action of various bioactive compounds, further expanding the potential applications of 5-Hydroxymethyl-2-thiophenecarboxylic acid in research.

In conclusion, recent studies have demonstrated the multifaceted applications of 5-Hydroxymethyl-2-thiophenecarboxylic acid (CAS: 14282-64-5) in chemical biology and pharmaceutical research. Its unique structural features make it a valuable intermediate for synthesizing enzyme inhibitors, antimicrobial agents, and anticancer compounds. Additionally, its utility as a chemical probe highlights its potential in advancing our understanding of biological processes. As research in this area continues to evolve, 5-Hydroxymethyl-2-thiophenecarboxylic acid is poised to play an increasingly important role in drug discovery and development.

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