Cas no 14702-32-0 (2,5-Furandione, dihydro-3,3-diphenyl-)

2,5-Furandione, dihydro-3,3-diphenyl-, is a cyclic dicarboxylic anhydride with a furan backbone substituted with two phenyl groups at the 3-position. This compound is of interest in organic synthesis due to its reactivity as a dienophile in Diels-Alder reactions and its potential as a precursor for functionalized heterocycles. The diphenyl substitution enhances steric and electronic properties, influencing its reactivity and stability. It may serve as an intermediate in the preparation of specialty polymers, pharmaceuticals, or fine chemicals. Its structural features offer versatility in modifying reaction pathways, making it valuable for researchers exploring novel synthetic routes or material applications. Proper handling is advised due to its anhydride functionality.
2,5-Furandione, dihydro-3,3-diphenyl- structure
14702-32-0 structure
Product Name:2,5-Furandione, dihydro-3,3-diphenyl-
CAS No:14702-32-0
MF:C16H12O3
MW:252.264684677124
CID:1323308
PubChem ID:12935844
Update Time:2025-06-08

2,5-Furandione, dihydro-3,3-diphenyl- Chemical and Physical Properties

Names and Identifiers

    • 2,5-Furandione, dihydro-3,3-diphenyl-
    • 3,3-diphenyloxolane-2,5-dione
    • 2,2-diphenylsuccinic acid anhydride
    • starbld0023194
    • SCHEMBL21847988
    • 14702-32-0
    • DTXSID40513386
    • 3,3-Diphenyldihydrofuran-2,5-dione
    • Inchi: 1S/C16H12O3/c17-14-11-16(15(18)19-14,12-7-3-1-4-8-12)13-9-5-2-6-10-13/h1-10H,11H2
    • InChI Key: OXTDWIZJGOVNAZ-UHFFFAOYSA-N
    • SMILES: O1C(CC(C1=O)(C1C=CC=CC=1)C1C=CC=CC=1)=O

Computed Properties

  • Exact Mass: 252.078644241g/mol
  • Monoisotopic Mass: 252.078644241g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 19
  • Rotatable Bond Count: 2
  • Complexity: 344
  • 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: 2.7
  • Topological Polar Surface Area: 43.4?2

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Additional information on 2,5-Furandione, dihydro-3,3-diphenyl-

Introduction to 2,5-Furandione, dihydro-3,3-diphenyl- (CAS No. 14702-32-0) and Its Emerging Applications in Chemical Biology

The compound 2,5-Furandione, dihydro-3,3-diphenyl-, identified by its Chemical Abstracts Service (CAS) number 14702-32-0, represents a fascinating molecular entity with significant potential in the realm of chemical biology and pharmaceutical research. This heterocyclic compound, characterized by a furan core with dihydro and diphenyl substituents, has garnered attention due to its unique structural features and promising biological activities. The synthesis and exploration of such derivatives offer valuable insights into the development of novel therapeutic agents.

At the heart of this compound’s appeal lies its dihydro-3,3-diphenyl moiety, which imparts distinct electronic and steric properties. The presence of two phenyl groups at the 3-position enhances the molecule’s lipophilicity while introducing rigidity, making it a suitable scaffold for designing bioactive molecules. This structural motif has been extensively studied in medicinal chemistry for its ability to modulate enzyme activity and interact with biological targets.

Recent advancements in computational chemistry have enabled researchers to predict the binding affinities and mechanisms of action of such compounds with remarkable accuracy. Studies indicate that derivatives of 2,5-Furandione, dihydro-3,3-diphenyl- exhibit inhibitory effects on various enzymes implicated in metabolic pathways and inflammatory responses. For instance, computational modeling has suggested that certain analogs may interfere with the activity of cytochrome P450 enzymes, which are crucial in drug metabolism and detoxification processes.

The furan core of this compound is particularly noteworthy for its versatility in biological interactions. Furan derivatives are known to exhibit a wide range of pharmacological effects, including antimicrobial, anti-inflammatory, and anticancer properties. The dihydro substitution at the 2-5 positions enhances the stability of the furan ring while allowing for further functionalization. This balance between reactivity and stability makes 2,5-Furandione, dihydro-3,3-diphenyl- an attractive candidate for drug discovery initiatives.

In vitro studies have demonstrated that certain derivatives of this compound exhibit significant inhibitory activity against kinases and other signaling proteins involved in cancer progression. The diphenyl group at the 3-position appears to play a critical role in binding to these targets by forming hydrophobic interactions and π-stacking interactions. These findings have prompted researchers to explore synthetic routes that optimize these interactions while maintaining overall molecular diversity.

The pharmaceutical industry has increasingly recognized the importance of heterocyclic compounds in drug development. Among these, furan derivatives stand out due to their ability to mimic natural biomolecules and interact with biological systems in a highly specific manner. The structural complexity of 2,5-Furandione, dihydro-3,3-diphenyl- allows for the creation of a diverse library of analogs with tailored biological activities. This has led to several high-throughput screening campaigns aimed at identifying lead compounds for further optimization.

One particularly intriguing aspect of this compound is its potential application in developing treatments for neurological disorders. Preliminary research suggests that derivatives may modulate neurotransmitter receptors and ion channels, offering a novel approach to managing conditions such as epilepsy and Alzheimer’s disease. The ability to fine-tune the pharmacophore through structural modifications opens up avenues for designing molecules with improved efficacy and reduced side effects.

The synthesis of 2,5-Furandione, dihydro-3,3-diphenyl- involves multi-step organic reactions that highlight the ingenuity of modern synthetic chemistry. Key steps include cyclization reactions to form the furan ring followed by functionalization at the 3-position with phenyl groups. Advances in catalytic methods have enabled more efficient and scalable synthesis routes, reducing costs and improving yields. These developments are crucial for translating laboratory discoveries into viable therapeutic options.

Environmental considerations also play a significant role in the development of new chemical entities. Researchers are increasingly focusing on green chemistry principles to minimize waste and energy consumption during synthesis. The production of 2,5-Furandione, dihydro-3,3-diphenyl- exemplifies this trend through its synthesis using renewable feedstocks and catalytic processes that enhance atom economy.

The future prospects for this compound are bright, with ongoing research aimed at uncovering new biological activities and optimizing its pharmacological profile. Collaborative efforts between academic institutions and pharmaceutical companies are essential for advancing these initiatives from bench science to clinical applications. As our understanding of biological systems continues to grow, compounds like 2,5-Furandione, dihydro-3,3-diphenyl- will undoubtedly play a pivotal role in shaping the next generation of therapeutics.

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