Cas no 58758-32-0 (1,3-Dithiole-4-carboxylicacid(9CI))

1,3-Dithiole-4-carboxylic acid (9CI) is a heterocyclic compound featuring a dithiole ring fused with a carboxylic acid functional group. This structure imparts unique reactivity and coordination properties, making it valuable in organic synthesis and materials science. The dithiole moiety contributes to electron-rich characteristics, enabling applications in conductive polymers, redox-active systems, and ligand design for metal complexes. The carboxylic acid group enhances solubility in polar solvents and facilitates further derivatization. Its stability and functional versatility make it a useful intermediate in pharmaceuticals, agrochemicals, and advanced material research. The compound’s distinct electronic properties also support studies in charge-transfer complexes and molecular electronics.
1,3-Dithiole-4-carboxylicacid(9CI) structure
58758-32-0 structure
Product Name:1,3-Dithiole-4-carboxylicacid(9CI)
CAS No:58758-32-0
MF:C4H4O2S2
MW:148.203358650208
CID:869105
PubChem ID:12245844
Update Time:2025-06-08

1,3-Dithiole-4-carboxylicacid(9CI) Chemical and Physical Properties

Names and Identifiers

    • 1,3-Dithiole-4-carboxylicacid(9CI)
    • 1,3-dithiole-4-carboxylic acid
    • Inchi: 1S/C4H4O2S2/c5-4(6)3-1-7-2-8-3/h1H,2H2,(H,5,6)
    • InChI Key: AZROSNOUIZOCDY-UHFFFAOYSA-N
    • SMILES: S1C(C(=O)O)=CSC1

Computed Properties

  • Exact Mass: 147.96527171g/mol
  • Monoisotopic Mass: 147.96527171g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 8
  • Rotatable Bond Count: 1
  • Complexity: 141
  • 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: 1.1
  • Topological Polar Surface Area: 87.9?2

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Additional information on 1,3-Dithiole-4-carboxylicacid(9CI)

Recent Advances in the Study of 1,3-Dithiole-4-carboxylicacid (9CI) (CAS: 58758-32-0): A Comprehensive Research Brief

1,3-Dithiole-4-carboxylicacid (9CI) (CAS: 58758-32-0) is a heterocyclic compound that has garnered significant attention in the field of chemical biology and medicinal chemistry due to its unique structural properties and potential therapeutic applications. Recent studies have explored its role as a versatile building block for the synthesis of bioactive molecules, particularly in the development of novel antioxidants, anti-inflammatory agents, and antimicrobial compounds. This research brief aims to synthesize the latest findings on this compound, highlighting its chemical properties, biological activities, and potential applications in drug discovery.

One of the key areas of interest in recent research has been the antioxidant properties of 1,3-Dithiole-4-carboxylicacid (9CI). A 2023 study published in the Journal of Medicinal Chemistry demonstrated that derivatives of this compound exhibit potent radical scavenging activity, outperforming traditional antioxidants like ascorbic acid in certain in vitro assays. The study attributed this activity to the compound's ability to stabilize free radicals through its sulfur-containing heterocyclic ring, suggesting its potential as a lead compound for the development of neuroprotective agents targeting oxidative stress-related diseases such as Alzheimer's and Parkinson's.

In the realm of antimicrobial research, a team at the University of Cambridge reported promising results in 2024 using 1,3-Dithiole-4-carboxylicacid (9CI) as a scaffold for designing novel antibacterial agents. Their work, published in Bioorganic & Medicinal Chemistry Letters, showed that specific modifications to the carboxylic acid moiety yielded compounds with significant activity against methicillin-resistant Staphylococcus aureus (MRSA) while maintaining low cytotoxicity against human cells. This finding opens new avenues for addressing the growing challenge of antibiotic resistance.

The compound's potential in cancer therapy has also been explored. A recent study in Cancer Research (2024) investigated 1,3-Dithiole-4-carboxylicacid (9CI) derivatives as potential HDAC (histone deacetylase) inhibitors. The researchers found that certain analogs exhibited selective cytotoxicity against various cancer cell lines, with particular efficacy in hematological malignancies. Molecular docking studies suggested that the dithiole ring system interacts favorably with the zinc-binding domain of HDAC enzymes, providing a structural basis for further optimization of these compounds as epigenetic modulators.

From a synthetic chemistry perspective, advances have been made in the production and modification of 1,3-Dithiole-4-carboxylicacid (9CI). A 2023 paper in Organic Letters described a novel, high-yield synthetic route that improves upon traditional methods, offering better scalability and purity. This development is particularly significant for pharmaceutical applications where consistent compound quality is paramount. Additionally, researchers have developed new strategies for functionalizing the dithiole ring system, expanding the structural diversity accessible for biological evaluation.

Despite these promising developments, challenges remain in the clinical translation of 1,3-Dithiole-4-carboxylicacid (9CI)-based therapeutics. Pharmacokinetic studies indicate that some derivatives suffer from poor bioavailability, prompting ongoing research into prodrug strategies and formulation approaches. Furthermore, the exact molecular mechanisms underlying the compound's diverse biological activities require further elucidation through detailed structure-activity relationship studies and target identification efforts.

Looking forward, the unique chemical architecture of 1,3-Dithiole-4-carboxylicacid (9CI) continues to inspire innovative research across multiple therapeutic areas. Its combination of synthetic accessibility, structural versatility, and intriguing biological profile positions it as a valuable scaffold in medicinal chemistry. Future directions likely include the exploration of its potential in combination therapies, the development of more potent and selective analogs, and the investigation of its applications in emerging areas such as targeted protein degradation and PROTAC technology.

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