669-04-5

Usage

Uses

Used in Fragrance and Flavor Industry:
7-Methyl-3(2H)-benzofuranone is used as a fragrance and flavoring agent due to its sweet, woody, and caramel-like odor. Its natural presence in essential oils from plants such as clove, Styrax, and cinnamon makes it a preferred choice for enhancing the aroma and taste of various products in this industry.
Used in Antioxidant Applications:
7-Methyl-3(2H)-benzofuranone is used as an antioxidant in various applications, including food preservation and pharmaceuticals. Its potential antioxidant properties help in preventing oxidation and spoilage, thereby extending the shelf life of products and maintaining their quality.
Used in Antimicrobial Applications:
7-Methyl-3(2H)-benzofuranone is used as an antimicrobial agent in different industries, such as food preservation and cosmetics. Its antimicrobial properties help in inhibiting the growth of harmful microorganisms, ensuring the safety and efficacy of the products.
Used in Natural Food Preservatives:
7-Methyl-3(2H)-benzofuranone is used as a natural food preservative due to its potential antioxidant and antimicrobial properties. It helps in maintaining the freshness and quality of food products while providing a natural alternative to synthetic preservatives.
Used in Medicinal Applications:
7-Methyl-3(2H)-benzofuranone is studied for its diverse biological activities and potential use in medicinal applications. Its antioxidant and antimicrobial properties, along with other biological activities, make it a promising candidate for the development of new drugs and therapies.

InChI:InChI=1/C9H8O2/c1-6-3-2-4-7-8(10)5-11-9(6)7/h2-4H,5H2,1H3

Upstream product

• 1878-49-5 o-methylphenoxyacetic acid 
• 60770-28-7 3-acetoxy-7-methyl-benzofuran 
• 824-42-0 2-methoxy-3-methylbenzaldehyde 
• 75717-51-0 2-chloro-1-(2-hydroxy-3-methylphenyl)ethanone 
• 83-40-9 3-methylsalicylic acid 

Relevant academic research and scientific papers

A Hg(OTf)2-Catalyzed Enolate Umpolung Reaction Enables the Synthesis of Coumaran-3-ones and Indolin-3-ones

The potential of mercury catalysis has been extended to the arena of enolate umpolung reactions for the first time by the generation of enolonium species via Hg(OTf)2-catalyzed N-oxide addition to alkynes. The enolonium species formed can undergo intramolecular nucleophilic attack by hydroxyl or amino groups, leading to the synthesis of various coumaran-3-ones and indolin-3-ones.

Microwave-Assisted Synthesis of Benzofuran-3(2H)-ones

A new method for the synthesis of benzofuran-3(2H)-ones under microwave conditions was developed. The reaction conditions were screened, and the scope of benzoate substrates was investigated. The results showed that our method could provide rapid access to these important dihydrobenzofuranones in 43% to 58% yields.

ANTICANCER AGENT

An anticancer agent comprising a compound represented by the formula (I) [R1 represents hydrogen atom, hydroxyl group, a C1-6alkoxy group and the like; R2 and R3 represents hydrogen atom, a halogen atom, a C1-6alkyl group and the like; R4 represents hydrogen atom, a C1-6alkyl group, a C1-6alkylsulfonyl group and the like; R5 represents hydrogen atom or a substituent; .... represents a single bond or a double bond; R6 and R7 represents hydrogen atom, a C1-6alkyl group and the like; R8 represents hydrogen atom, a C1-6alkyl group and the like; A represents -O-, -S-, or - CH2-; D represents -C= or -N=; X represents methylene group, -O-, or -CO-; Q represents -N= or -C(R8)=; and Y represents a heterocyclic group or amino group], which shows a superior inhibitory activity against pim-1 kinase.

Rational evolution of a novel type of potent and selective proviral integration site in moloney murine leukemia virus kinase 1 (PIM1) inhibitor from a screening-hit compound

Serine/threonine kinase PIM1 is an emerging therapeutic target for hematopoietic and prostate cancer therapy. To develop a novel PIM1 inhibitor, we focused on 1, a metabolically labile, nonselective kinase inhibitor discovered in our previous screening study. We adopted a rational optimization strategy based mainly on structural information for the PIM1-1 complex to improve the potency and selectivity. This approach afforded the potent and metabolically stable PIM1-selective inhibitor 14, which shows only a marginal increase in molecular weight compared with 1 but has a significantly decreased cLogP. The validity of our design concept was confirmed by X-ray structure analysis. In a cellular study, 14 potently inhibited the growth of human leukemia cell line MV4-11 but had a negligible effect on the growth of WI-38 (surrogate for general toxicity). These results demonstrate the effectiveness of our design strategy for evolving the screening-hit compound 1 into a novel type of PIM1 inhibitor, 14.

Synthesis, antibacterial activity, and quantitative structure-activity relationships of new (Z)-2-(nitroimidazolylmethylene)-3(2 H)-benzofuranone derivatives

A new series of (Z)-2-(1-methyl-5-nitroimidazole-2-ylmethylene)-3(2 H)-benzofuranones (11a-p) and (Z)-2-(1-methyl-4-nitroimidazole-5-ylmethylene)-3(2 H)-benzofuranones (12a-m) were synthesized and assayed for their antibacterial activity against Gram-positive and Gram-negative bacteria. Most of the 5-nitroimidazole analogues (11a-p) showed a remarkable inhibition of a wide spectrum of Gram-positive bacteria (Staphylococcus aureus, Streptococcus epidermidis, MRSA, and Bacillus subtilis) and Gram-negative Klebsiella pneumoniae, whereas 4-nitroimidazole analogues (12a-m) were not effective against selected bacteria. The quantitative structure-activity relationship investigations were applied to find out the correlation between the experimentally evaluated activities with various parameters of the compounds studied. The QSAR models built in this work had reasonable predictive power and could be explained by the observed trends in activities.