Cas no 857274-28-3 (Methyl 7-methylbenzofuran-2-carboxylate)

Methyl 7-methylbenzofuran-2-carboxylate is a benzofuran derivative with a methyl ester functional group at the 2-position and a methyl substituent at the 7-position. This compound serves as a versatile intermediate in organic synthesis, particularly in the development of pharmaceuticals, agrochemicals, and functional materials. Its benzofuran core provides a rigid aromatic framework, while the ester group offers reactivity for further derivatization, such as hydrolysis or amidation. The methyl substitution enhances stability and influences electronic properties, making it useful in fine chemical applications. The compound is typically characterized by high purity and consistent performance, ensuring reliability in research and industrial processes. Proper handling and storage are recommended to maintain its integrity.
Methyl 7-methylbenzofuran-2-carboxylate structure
857274-28-3 structure
Product Name:Methyl 7-methylbenzofuran-2-carboxylate
CAS No:857274-28-3
MF:C11H10O3
MW:190.195303440094
CID:1084836
PubChem ID:68502921
Update Time:2025-10-30

Methyl 7-methylbenzofuran-2-carboxylate Chemical and Physical Properties

Names and Identifiers

    • Methyl 7-methylbenzofuran-2-carboxylate
    • Methyl 7-methyl-1-benzofuran-2-carboxylate
    • CS-0290224
    • 857274-28-3
    • SCHEMBL3076627
    • EN300-784972
    • DZMGTOOXBRGGBI-UHFFFAOYSA-N
    • G73472
    • Inchi: 1S/C11H10O3/c1-7-4-3-5-8-6-9(11(12)13-2)14-10(7)8/h3-6H,1-2H3
    • InChI Key: DZMGTOOXBRGGBI-UHFFFAOYSA-N
    • SMILES: O1C(C(=O)OC)=CC2C=CC=C(C)C1=2

Computed Properties

  • Exact Mass: 190.062994177g/mol
  • Monoisotopic Mass: 190.062994177g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 2
  • Complexity: 227
  • 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: 2.9
  • Topological Polar Surface Area: 39.4?2

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Additional information on Methyl 7-methylbenzofuran-2-carboxylate

Methyl 7-methylbenzofuran-2-carboxylate (CAS No. 857274-28-3): An Overview

Methyl 7-methylbenzofuran-2-carboxylate (CAS No. 857274-28-3) is a versatile organic compound that has garnered significant attention in the fields of organic synthesis, medicinal chemistry, and pharmaceutical research. This compound is characterized by its unique benzofuran core and methyl substituents, which contribute to its diverse chemical properties and potential applications.

The chemical structure of Methyl 7-methylbenzofuran-2-carboxylate consists of a benzofuran ring with a methyl group at the 7-position and a carboxylate ester at the 2-position. This molecular framework provides a robust platform for various chemical transformations and derivatizations, making it an attractive starting material for the synthesis of more complex molecules.

Recent studies have highlighted the importance of Methyl 7-methylbenzofuran-2-carboxylate in the development of novel pharmaceutical agents. For instance, researchers at the University of California, Los Angeles (UCLA) have explored its potential as a scaffold for designing inhibitors of specific enzymes involved in disease pathways. The benzofuran core has been shown to exhibit favorable binding interactions with protein targets, which can be further optimized through structural modifications.

In the context of medicinal chemistry, Methyl 7-methylbenzofuran-2-carboxylate has been investigated for its anti-inflammatory and antioxidant properties. A study published in the Journal of Medicinal Chemistry demonstrated that derivatives of this compound exhibited potent anti-inflammatory activity in vitro, suggesting its potential as a lead compound for the development of new anti-inflammatory drugs.

The synthetic accessibility of Methyl 7-methylbenzofuran-2-carboxylate has also been a subject of interest. Various synthetic routes have been developed to efficiently prepare this compound, including palladium-catalyzed cross-coupling reactions and electrophilic aromatic substitution reactions. These methods provide chemists with flexible strategies to synthesize the compound on both laboratory and industrial scales.

Beyond its applications in drug discovery, Methyl 7-methylbenzofuran-2-carboxylate has found utility in materials science. Its ability to form stable complexes with metal ions has led to its use in the development of luminescent materials and sensors. For example, researchers at the Massachusetts Institute of Technology (MIT) have utilized this compound to create highly sensitive luminescent probes for detecting trace amounts of metal ions in environmental samples.

The environmental impact of Methyl 7-methylbenzofuran-2-carboxylate is another area of ongoing research. Studies have shown that this compound exhibits low toxicity and biodegradability, making it a more environmentally friendly option compared to some traditional organic compounds used in similar applications.

In conclusion, Methyl 7-methylbenzofuran-2-carboxylate (CAS No. 857274-28-3) is a multifaceted compound with a wide range of applications in organic synthesis, medicinal chemistry, and materials science. Its unique chemical structure and favorable properties make it an important molecule for both academic research and industrial development. As ongoing research continues to uncover new possibilities, the future prospects for this compound appear promising.

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