3511-32-8

Usage

Uses

Used in Food Industry:
3(2H)-Furanone, 5-methylis used as a flavoring agent for its sweet, caramel-like odor, enhancing the taste and aroma of various food products.
Used in Pharmaceutical Industry:
3(2H)-Furanone, 5-methylis used as a potential therapeutic agent due to its antioxidant and antimicrobial properties, which can contribute to the development of new drugs for various health conditions.
Used in Cosmetic Industry:
3(2H)-Furanone, 5-methylis used as an ingredient in cosmetic products, leveraging its antioxidant properties to protect the skin from environmental damage and promote overall skin health.
Used in Cancer Prevention and Treatment Research:
3(2H)-Furanone, 5-methylis studied for its potential role in cancer prevention and treatment, as it has been shown to inhibit the growth of cancer cells, offering a promising avenue for further research and development in oncology.

InChI:InChI=1/C5H6O2/c1-4-2-5(6)3-7-4/h2H,3H2,1H3

Upstream product

• 79923-36-7 4-Methoxy-4-(2,2-dimethoxypropyl)-1,3-dioxolan 
• 7660-21-1 3-chloroacetyl acetone 
• 64454-96-2 1-bromo-2,4-dioxopentane 
• 63446-77-5 (Z)-2,2,4,8,8-pentamethyl-6-methylene-3,7-dioxa-2,8-disilanon-4-ene 
• 63446-76-4 1-methyl-1,3-bis(trimethylsilyloxy)buta-1,3-diene 
• 123-54-6 acetylacetone 

Downstream Products

• 906366-79-8 2-(2,4-dihydroxybenzylidene)-5-methylfuran-3-one 
• 1284249-40-6 inotilone 
• 1268690-73-8 2-[bis-(3-keto-5-methylfuranyl)]-3,5-di-tert-butyl-4-hydroxyphenylmethane 
• 14716-89-3 3-methyl-5-isoxazolemethanol 
• 35166-33-7 (5-methyl-isoxazol-3-yl)-methanol 

Relevant academic research and scientific papers

Convergent synthesis of potent COX-2 inhibitor inotilone

The first synthesis of potent COX-2 inhibitor inotilone is reported. The convergent route features a Mukaiyama aldol condensation that generates the target without the use of protecting groups or a separate dehydration step. The approach also highlights a

Highly Enantioselective Reduction of Carbonyl Compounds Using a Reductase Purified from Bakers' Yeast

An NADPH-dependent reductase that shows reducing activity for 1-chloro-2-hexanone has been purified from bakers' yeast. SDS-PAGE and gel filtration suggested that the purified reductase is a monomeric enzyme with a molecular weight of ca. 37 kDa. Asymmetric reduction of several carbonyl compounds using the purified reductase has been carried out. 1-Chloro-2-hexanone, 1-acetoxy-2-heptanone, methyl acetoacetate, ethyl pyruvate, 1-chloro-2,4-pentanedione, and 2,4-hexanedione were reduced to the corresponding alcohols with high enantiomeric purities (>98% ee). The reductase showed high specificity constants (kcat/Km = 103-105 s-1 M-1) and relatively low Michaelis constants (Km = 10-4-10-3 M) for all the substrates examined.

Stereochemical Determination of Tuscolid/Tuscorons and Total Synthesis of Tuscoron D and E: Insights into the Tuscolid/Tuscoron Rearrangement

The stereochemistry of the structurally unique myxobacterial polyketides tuscolid/tuscorons was determined by a combination of high-field NMR studies, molecular modeling, and chemical derivatization and confirmed by a modular total synthesis of tuscorons D and E. Together with the discovery of three novel tuscorons, this study provides detailed insight into the chemically unprecedented tuscolid/tuscoron rearrangement cascade.

Inotilone derivatives as coherent biological response modifier (cBMR)

Optimal compositions of derivatives of 5-methyl-3(2H)-furanone compounds and phenylpropanoid polyketides related to inotilone, that exert biological response modification in health and disease, and their method of preparation, are disclosed. Methods of tr

Short synthesis of COX-2 inhibitor inotilone

An efficient three-step synthesis of COX-2 inhibitor inotilone from acetaldoxime is described. The structure of inotilone was elucidated via an aldol reaction between 5-methyl-3(2H)-furanone and 3,4-dihydroxybenzaldehyde. This approach describes a convenient pathway to 5-alkyl-3-furanones through isoxazole chemistry.