Cas no 110514-99-3 (Ethyl 5-hydroxy-2-methylnaphtho[1,2-b]furan-3-carboxylate)

Ethyl 5-hydroxy-2-methylnaphtho[1,2-b]furan-3-carboxylate is a naphthofuran derivative with a carboxylate ester functional group, exhibiting potential utility in organic synthesis and pharmaceutical research. Its fused aromatic and heterocyclic structure imparts stability and reactivity, making it a valuable intermediate for constructing complex molecular frameworks. The presence of both hydroxyl and ester groups enhances its versatility in further chemical modifications, such as ester hydrolysis or nucleophilic substitution. This compound may also serve as a precursor for bioactive molecules due to its naphthofuran core, which is common in pharmacologically active compounds. Its well-defined structure ensures reproducibility in synthetic applications.
Ethyl 5-hydroxy-2-methylnaphtho[1,2-b]furan-3-carboxylate structure
110514-99-3 structure
Product Name:Ethyl 5-hydroxy-2-methylnaphtho[1,2-b]furan-3-carboxylate
CAS No:110514-99-3
MF:C16H14O4
MW:270.279964923859
CID:2885229
PubChem ID:678599
Update Time:2025-06-26

Ethyl 5-hydroxy-2-methylnaphtho[1,2-b]furan-3-carboxylate Chemical and Physical Properties

Names and Identifiers

    • ethyl 5-hydroxy-2-methylnaphtho[1,2-b]furan-3-carboxylate
    • ethyl 5-hydroxy-2-methylbenzo[g][1]benzofuran-3-carboxylate
    • MLS000090329
    • SMR000024939
    • 5-hydroxy-2-methyl-3-benzo[g]benzofurancarboxylic acid ethyl ester
    • Oprea1_354737
    • Oprea1_622996
    • cid_678599
    • BDBM114966
    • HMS2163H18
    • HMS3308M17
    • SBB038816
    • STL487736
    • UPCMLD0ENAT5468181:001
    • ST50072768
    • Q27197368
    • ethyl 2-methyl-5-oxida
    • CHEMBL1447964
    • ethyl 2-methyl-5-oxidanyl-benzo[g][1]benzofuran-3-carboxylate
    • MFCD00423680
    • 110514-99-3
    • SCHEMBL15296183
    • Z57300968
    • AKOS000267119
    • CHEBI:115515
    • 5-hydroxy-2-methyl-benzo[g]benzofuran-3-carboxylic acid ethyl ester
    • F1754-0013
    • CCG-309912
    • Ethyl 5-hydroxy-2-methylnaphtho[1,2-b]furan-3-carboxylate
    • Inchi: 1S/C16H14O4/c1-3-19-16(18)14-9(2)20-15-11-7-5-4-6-10(11)13(17)8-12(14)15/h4-8,17H,3H2,1-2H3
    • InChI Key: NAYMIPUFIQUKOS-UHFFFAOYSA-N
    • SMILES: O1C(C)=C(C(=O)OCC)C2C=C(C3C=CC=CC=3C1=2)O

Computed Properties

  • Exact Mass: 270.08920892g/mol
  • Monoisotopic Mass: 270.08920892g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 20
  • Rotatable Bond Count: 3
  • Complexity: 370
  • 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: 3.8
  • Topological Polar Surface Area: 59.7

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Additional information on Ethyl 5-hydroxy-2-methylnaphtho[1,2-b]furan-3-carboxylate

Ethyl 5-hydroxy-2-methylnaphtho[1,2-b]furan-3-carboxylate (CAS No. 110514-99-3): A Comprehensive Overview

Ethyl 5-hydroxy-2-methylnaphtho[1,2-b]furan-3-carboxylate (CAS No. 110514-99-3) is a complex organic compound that has garnered significant attention in the field of pharmaceutical chemistry and medicinal research. This compound, characterized by its unique structural framework, has been extensively studied for its potential biological activities and applications in drug development. The presence of both hydroxyl and carboxyl functional groups, along with its naphthofuran core, makes it a versatile molecule for further chemical modifications and derivations.

The structural motif of Ethyl 5-hydroxy-2-methylnaphtho[1,2-b]furan-3-carboxylate is reminiscent of natural products found in various plant species, which have been traditionally used for their therapeutic properties. The naphthofuran scaffold is particularly interesting due to its ability to interact with biological targets in a manner that can lead to the development of novel therapeutic agents. Recent studies have highlighted the compound's potential in inhibiting certain enzymes and receptors that are implicated in various diseases, including cancer and inflammatory disorders.

In the realm of drug discovery, the synthesis and characterization of Ethyl 5-hydroxy-2-methylnaphtho[1,2-b]furan-3-carboxylate have been a subject of intense research. The compound's ability to undergo selective functionalization at multiple sites has made it a valuable intermediate in the synthesis of more complex molecules. For instance, researchers have explored its use in creating derivatives that exhibit enhanced bioavailability and improved pharmacokinetic profiles. These advancements underscore the importance of this compound in the development of next-generation pharmaceuticals.

One of the most compelling aspects of Ethyl 5-hydroxy-2-methylnaphtho[1,2-b]furan-3-carboxylate is its potential as a lead compound for further drug design. Its unique structural features have been leveraged to develop molecules that target specific disease pathways with high precision. For example, recent studies have demonstrated its efficacy in inhibiting certain kinases that are overexpressed in cancer cells. This has opened up new avenues for the development of targeted therapies that can selectively kill cancer cells while minimizing side effects on healthy tissues.

The chemical properties of Ethyl 5-hydroxy-2-methylnaphtho[1,2-b]furan-3-carboxylate also make it an attractive candidate for use in materials science applications. Its ability to form stable complexes with other molecules has been exploited in the development of novel catalysts and sensors. These applications are particularly relevant in industries where precise control over chemical reactions is essential for optimizing processes and improving product quality.

From a synthetic chemistry perspective, the preparation of Ethyl 5-hydroxy-2-methylnaphtho[1,2-b]furan-3-carboxylate involves a series of well-defined reactions that highlight the ingenuity of modern synthetic methodologies. The use of palladium-catalyzed cross-coupling reactions has been particularly instrumental in constructing the naphthofuran core. Additionally, the introduction of functional groups such as hydroxyl and carboxyl has been achieved through selective oxidation and esterification techniques. These synthetic strategies not only showcase the versatility of current chemical tools but also provide valuable insights into how complex molecules can be built from simpler precursors.

The pharmacological profile of Ethyl 5-hydroxy-2-methylnaphtho[1,2-b]furan-3-carboxylate continues to be an area of active investigation. Preclinical studies have revealed promising results regarding its ability to modulate various biological pathways. For instance, its interaction with certain nuclear receptors has been shown to influence gene expression patterns associated with inflammation and cell proliferation. These findings suggest that this compound could be developed into a therapeutic agent for conditions such as rheumatoid arthritis and certain types of cancer.

The future prospects for Ethyl 5-hydroxy-2-methylnaphtho[1,2-b]furan-3-carboxylate are vast and exciting. As research progresses, new synthetic routes will likely be developed that allow for more efficient production scales and greater chemical diversity. Furthermore, advancements in computational chemistry will enable researchers to predict the biological activity of derivatives with greater accuracy before they are synthesized in the lab. This synergy between experimental chemistry and computational modeling holds great promise for accelerating the discovery and development of novel drugs.

In conclusion, Ethyl 5-hydroxy-2-methylnaphtho[1,2-b]furan-3-carboxylate (CAS No. 110514-99-3) represents a significant advancement in pharmaceutical chemistry. Its unique structural features and versatile reactivity make it an invaluable tool for drug discovery and materials science applications. As research continues to uncover new biological activities and synthetic possibilities, this compound is poised to play a crucial role in shaping the future of medicine.

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