64047-87-6

Usage

Uses

Used in Flavoring and Fragrance Industry:
2,6-Diallyl-4-methoxyphenol is used as a flavoring agent for its strong, pleasant odor, adding a unique taste to various food products and beverages. It is also employed as a fragrance in perfumes and cosmetics, where its aromatic qualities enhance the sensory experience of these products.
Used in Traditional Medicine and Natural Remedies:
In the field of traditional medicine, 2,6-Diallyl-4-methoxyphenol is used as an antimicrobial, antioxidant, and anti-inflammatory agent. Its natural healing properties make it a popular ingredient in various herbal treatments and home remedies, particularly for conditions such as inflammation and microbial infections.
Used in Dental Products:
2,6-Diallyl-4-methoxyphenol is used as an analgesic in dental products, specifically for its numbing effect. It is often incorporated into toothpaste, mouthwashes, and other oral care products to provide relief from toothaches and other dental discomforts.
Used in Insecticides and Herbicides:
Eugenol has been studied for its potential as an insecticide and herbicide, with research indicating that it may be effective in controlling pests and weeds. This application is still under investigation, but it highlights the compound's potential for use in agricultural and horticultural settings.
Used in Pharmaceutical Industry:
2,6-Diallyl-4-methoxyphenol is used in the pharmaceutical industry for its analgesic, anti-inflammatory, and antimicrobial properties. It is often incorporated into medications and supplements designed to alleviate pain, reduce inflammation, and combat infections.
Used in Cosmetic Industry:
In the cosmetic industry, 2,6-Diallyl-4-methoxyphenol is used for its antioxidant and anti-inflammatory properties, which can help protect the skin from environmental damage and promote a healthy, youthful appearance. It is often included in skincare products such as creams, lotions, and serums.

InChI:InChI=1/C13H16O2/c1-4-6-10-8-12(15-3)9-11(7-5-2)13(10)14/h4-5,8-9,14H,1-2,6-7H2,3H3

Upstream product

• 123-31-9 hydroquinone 
• 150-76-5 4-methoxy-phenol 
• 584-82-7 2-allyl-4-methoxyphenol 
• 13391-35-0 allyl (4-methoxyphenyl) ether 
• 205433-77-8 2-allyl-1-allyloxy-4-methoxy-benzene 

Downstream Products

• 141988-91-2 4,4-dimethoxy-2,6-dipropyl-2,5-cyclohexadienone 
• 72944-19-5 artepillin C 
• 107390-44-3 3-[4-acetoxy-3,5-bis(3-methyl-2-butenyl)phenyl]-(2E)-propenoic acid methyl ester 
• 67903-03-1 2,6-di(3-methyl-2-butenyl)benzene-1,4-diol 
• 141989-06-2 4-methoxy-2,6-dipropylphenol 
• 1262758-80-4 C₂₀H₂₆O₆ 
• 1262758-82-6 C₁₆H₂₀Br₂O₃ 
• 1262758-95-1 C₁₅H₁₈Br₂O₂ 
• 1262758-81-5 C₁₆H₂₀Br₂O₂ 
• 1262758-94-0 C₁₆H₂₂O₄ 
• 1262758-88-2 C₂₃H₂₆Br₂O₃ 

Relevant academic research and scientific papers

Allylphenols as a new class of human 15-lipoxygenase-1 inhibitors

In this study, a series of mono- and diallylphenol derivative were designed, synthesized, and evaluated as potential human 15-lipoxygenase-1 (15-hLOX-1) inhibitors. Radical scavenging potency of the synthetic allylphenol derivatives was assessed and the results were in accordance with lipoxygenase (LOX) inhibition potency. It was found that the electronic natures of allyl moiety and para substituents play the main role in radical scavenging activity and subsequently LOX inhibition potency of the synthetic inhibitors. Among the synthetic compounds, 2,6-diallyl-4-(hexyloxy)phenol (42) and 2,6-diallyl-4-aminophenol (47) showed the best results for LOX inhibition (IC50 = 0.88 and 0.80 μM, respectively).

New synthesis of artepillin C, a prenylated phenol, utilizing lipase-catalyzed regioselective deacetylation as the key step

We have synthesized artepillin C, a diprenylated p-hydroxycinnamate originally isolated from Brazilian propolis and exhibiting antioxidant and antitumor activities, from 2,6-diallylphenol. Replacement of the terminal vinyl with 2,2-dimethylvinyl group by olefin cross-metathesis and subsequent transformation yielded 2,6-diprenyl-1,4-hydroquinone diacetate. Candida antarctica lipase B-catalyzed deacetylation in 2-propanol regioselectively removed the less hindered acetyl group to give 2,6-diprenyl-1,4-hydroquinone 1-monoacetate. After triflation of the liberated 4-hydroxy group, a three-carbon side chain was introduced by palladium-mediated alkenylation with methyl acrylate. Final hydrolysis of the esters furnished artepillin C.

Photochemistry of Substituted 4,4-Dimethoxy-2,5-Cyclohexadienones

4,4-Dimethoxy-2,5-cyclohexadienones 9-14 were prepared from the corresponding hydroquinone monomethyl ethers by oxidation with thallium trinitrate in methanol. Irradiation of solutions of 9-13 in methanol with a broad band of UV light centered at 350 nm in a Rayonet reactor afforded 2-cyclopentenone derivatives 15-19 in moderate to excellent yields, whereas irradiation of 14 in methanol gave phenol 8 along with other unidentified products. Irradiation of 11-14 in benzene yielded substituted phenols. The plausible reaction pathways for the product formation are discussed.