4467-30-5

Usage

Uses

Used in Pharmaceutical Industry:
2H-Pyran-2-one, 4-methyl-6-phenylis used as an intermediate in the synthesis of various pharmaceuticals for its ability to contribute to the development of new drugs with potential therapeutic applications. Its biological activities, such as antimicrobial and antifungal properties, make it a promising candidate for the creation of treatments targeting infectious diseases.
Used in Flavor and Fragrance Industry:
In the flavor and fragrance industry, 2H-Pyran-2-one, 4-methyl-6-phenylis used as a key component in the development of unique scents and flavors. Its distinct aromatic properties allow it to enhance the sensory experience of various consumer products, including perfumes, cosmetics, and food items.
Used in Antimicrobial Applications:
2H-Pyran-2-one, 4-methyl-6-phenylis utilized as an antimicrobial agent, particularly effective against a range of bacteria and fungi. Its ability to inhibit microbial growth makes it suitable for use in various applications, such as preservatives in food products, sanitizing agents in healthcare settings, and as an additive in materials to prevent microbial contamination.
Used in Antifungal Applications:
Similarly, 2H-Pyran-2-one, 4-methyl-6-phenylis employed as an antifungal agent, targeting various fungal species. This application is beneficial in agricultural settings to protect crops from fungal infections, in medical applications to treat fungal infections, and in industrial settings to prevent fungal growth in materials and products.

Upstream product

• 924-50-5 Methyl 3,3-dimethylacrylate 
• 91909-95-4 3-Methyl-5-phenyl-5-oxo-penten-⁽²⁾-saeure-⁽¹⁾-methylester 
• 536-74-3 phenylacetylene 
• 308357-39-3 (E)-ethyl 3-methyl-5-phenylpent-2-en-4-ynoate 
• 124-38-9 carbon dioxide 
• 65-85-0 benzoic acid 
• 82343-51-9 ethyl 3-methyl-5-oxo-5-phenyl-2-pentenoate 
• 98-88-4 benzoyl chloride 
• 82343-39-3 ethyl 2-(trimethylsilyl)-3-methyl-3-butenoate 

Downstream Products

• 94079-07-9 4-Methyl-2-(2-phenyl-2-oxoethyl)thio-6-phenylthiopyryliumbromid 
• 94079-09-1 4-Methyl-2-methylthio-6-phenylthiopyryliumiodid 
• 94079-11-5 2-(4-Methyl-6-phenyl-2H-thiopyran-2-yliden)-1-phenylethanon 
• 94079-05-7 4-Methyl-6-phenyl-2H-thiopyran-2-thion 
• 94079-27-3 4-Methyl-6-phenyl-2H-thiopyran-2-on 
• 83469-48-1 2-(4-Methyl-6-phenyl-2H-thiopyran-2-yliden)-1-phenylethanthion 
• 2939-13-1 5-phenyl-3-methyl-2-pentanoic acid 
• 7039-56-7 3-methyl-1,3,5-triphenyl-1,5-pentadione 
• 25552-25-4 4,6,6-Trimethyl-2-phenyl-5,6-dihydro-2H-pyran-2-ol 
• 94079-25-1 4-Methyl-6-phenyl-2H-pyran-2-thion 
• 50405-77-1 6-phenyl-4-methyl-1-hydroxypyridin-2(1H)-one 

Relevant academic research and scientific papers

Development of Novel N-hydroxypyridone Derivatives as Potential Anti-Ischemic Stroke Agents

Our previous study had identified ciclopirox (CPX) as a promising lead compound for treatment of ischemic stroke. To find better neuroprotective agents, a series of N-hydroxypyridone derivatives based on CPX were designed, synthesized, and evaluated in this study. Among these derivatives, compound 11 exhibits significant neuroprotection against oxygen glucose deprivation and oxidative stress-induced injuries in neuronal cells. Moreover, compound 11 possesses good blood-brain barrier permeability and superior antioxidant capability. In addition, a complex of compound 11 with olamine-11·Ola possesses good water solubility, negligible hERG inhibition, and superior metabolic stability. The in vivo experiment demonstrates that 11·Ola significantly reduces brain infarction and alleviates neurological deficits in middle cerebral artery occlusion rats. Hence, compound 11·Ola is identified in our research as a prospective prototype in the innovation of stroke treatment.

Discovery of a novel series of N-hydroxypyridone derivatives protecting astrocytes against hydrogen peroxide-induced toxicity via improved mitochondrial functionality

Astrocytes play a key role in brain homeostasis, protecting neurons against neurotoxic stimuli such as oxidative stress. Therefore, the neuroprotective therapeutics that enhance astrocytic functionality has been regarded as a promising strategy to reduce brain damage. We previously reported that ciclopirox, a well-known antifungal N-hydroxypyridone compound, protects astrocytes from oxidative stress by enhancing mitochondrial function. Using the N-hydroxypyridone scaffold, we have synthesized a series of cytoprotective derivatives. Mitochondrial activity assay showed that N-hydroxypyridone derivatives with biphenyl group have comparable to better protective effects than ciclopirox in astrocytes exposed to H2O2. N-hydroxypyridone derivatives, especially 11g, inhibited H2O2-induced deterioration of mitochondrial membrane potential and oxygen consumption rate, and significantly improved cell viability of astrocytes. The results indicate that the N-hydroxypyridone motif can provide a novel cytoprotective scaffold for astrocytes via enhancing mitochondrial functionality.

SilverCatalyzed Cascade Carboxylation and Cyclization of Trimethyl(2-methylenebut-3-yn-1-yl)silane Derivatives

C-C bond-forming carboxylation and cyclization of trimethyl(2-methylenebut-3-yn-1-yl)silane derivatives and carbon dioxide was developed. Silver catalysts and CsF promoted the reaction to afford the corresponding 2-furanone and 2-pyrone derivatives in goo

Crystallographic investigation and selective inhibition of mutant isocitrate dehydrogenase

Mutations in isocitrate dehydrogenase (IDH), a key enzyme in the tricarboxylic acid cycle, have recently been found in ～75% glioma and ～20% acute myeloid leukemia. Different from the wild-type enzyme, mutant IDH1 catalyzes the reduction of α-ketoglutaric

Selective γ-Substitution of α,β-Unsaturated Esters via α-Trimethylsilyl β,γ-Unsaturated Esters

In order to achieve selective γ-substitution of α,β-unsaturated esters, we investigated the directive effect of silicon in the reaction of various electrophiles with α-trimethylsilyl β,γ-unsaturated esters.These esters were prepared by nickel-catalyzed vinylation reactions of the lithium enolate of ethyl α-(trimethylsilyl)acetate.The α-silyl β,γ-unsaturated esters reacted with a variety of electrophiles (aldehydes, ketones, acetals, ketals, acid chlorides, and chloro thioethers) in the presence of Lewis acids (titanium tetrachloride and trimethylsilyl trifluoromethanesulfonate) to give exclusively the γ-substituted product in moderate to good yields.In some cases, the primary substitution products underwent additional conversions under the reaction conditions, such as the cyclization of the δ-hydroxyl or δ-keto enoates to dihydropyrones or pyrones, respectively.These α-silyl β,γ-unsaturated esters are effective reagents for achieving complete γ-selective substitution of α,β-unsaturated ester systems.

SILICON-DIRECTED SELECTIVE GAMMA SUBSTITUTION OF AN Α,Β-UNSATURATED ESTER

Ethyl 3-methyl-2-trimethylsilyl-3-butenoate (3) undergoes reaction selectively at carbon 4, upon treatment with a Lewis acid and carbonyl compounds, acetals, ketals, acid chlorides, and chloromethyl phenyl sulfide.This overall conversion represents a high