Methyl isoeugenol, chemical formula C11H14O2, CAS 93-16-3, It is a phenolic ether compound with a special aroma. In its name, 'isoeugenol' implies a certain association with eugenol, while 'methyl ether' reveals the presence of a characteristic functional group, methoxy (- OCH ∝), in its molecular structure. This compound naturally exists in certain plant essential oils, especially certain types of spice plants such as cloves and cinnamon. Although its content is not high, it is enough to give these plants a unique aroma and flavor. It is an important fragrance raw material in carnation, rose, lilac, ylang and other flower scented essence, and is widely used to prepare carnation and oriental essence. Its unique fragrance can give essence a richer sense of hierarchy and durability, and it is an indispensable ingredient in high-end perfume, cosmetics and daily chemical products.
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Chemical Formula |
C11H14O2 |
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Exact Mass |
178 |
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Molecular Weight |
178 |
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m/z |
178 (100.0%), 179 (11.9%) |
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Elemental Analysis |
C, 74.13; H, 7.92; O, 17.95 |
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Isoeugenol methyl ether, also known as methyl isoeugenol, with the chemical name 1,2-dimethoxy-4- (1-propenyl) benzene, is an organic compound.
Spice Usage
It is an important monomeric spice with a sweet and fragrant aroma, a tea like floral scent, a fragrance of carnation, and a woody background. The fragrance is clear, warm, peaceful, and long-lasting, with a longer lasting fragrance than eugenol methyl ether. The following are the specific applications of isoeugenol methyl ether in the field of fragrances:
(1) Daily chemical essence: it is an important fragrance raw material in floral essence such as carnation, rose, lilac, ylang, etc. Its unique fragrance can give essence a richer sense of hierarchy and durability, and it is an indispensable ingredient in high-end perfume and cosmetics.
(2) Edible essence: It is widely used in the food industry to add unique flavor and aroma to various foods. For example, it can be used in sweets such as candies, beverages, and pastries to enhance the taste and appeal of the product.
(3) Tobacco essence: in tobacco products, it is also used as a essence component to increase the aroma and taste of tobacco and enhance the experience of smokers.
Medical use
It has a wide range of application value in the medical field, mainly reflected in its pharmacological effects such as antifungal, antibacterial, anti-inflammatory, antioxidant, cough and phlegm relieving. The following are specific applications in the field of medicine:
(1) Antifungal effect
Mechanism of action: It can inhibit the synthesis of fungal cell membranes, affect the metabolic processes of fungi, and thus have antibacterial effects on superficial fungi.
Clinical application: It is mainly used to treat skin diseases caused by fungi, such as tinea manus, tinea pedis, tinea corporis, tinea pedis, and tinea versicolor. These diseases usually cause symptoms such as itching, redness, and peeling of the skin, but they can effectively alleviate these symptoms and promote the recovery of skin health.
(2) Antibacterial effect
Scope of action: It has inhibitory effects on various bacteria such as Escherichia coli, Salmonella typhi, Pseudomonas aeruginosa, and Proteus.
Clinical application: These bacteria often cause diseases such as skin infections, respiratory infections, and digestive tract infections. In clinical practice, it can be used to treat related diseases caused by these bacteria, such as skin inflammation, pneumonia, gastroenteritis, etc. By inhibiting the growth and reproduction of bacteria, it can effectively alleviate inflammatory symptoms and promote disease recovery.
(3) Anti inflammatory effect
Mechanism of action: Methyl isoeugenol has significant anti-inflammatory effects, can inhibit the release of inflammatory factors and the infiltration of inflammatory cells, thereby reducing the inflammatory response.
Clinical application: It has a certain therapeutic effect on diseases such as bronchitis, pneumonia, and gastroenteritis caused by inflammation. These diseases usually lead to symptoms such as cough, sputum production, difficulty breathing, abdominal pain, diarrhea, etc. And it can alleviate these symptoms and ease the pain of patients.
(4) Antioxidant effect
Mechanism of action: It has antioxidant properties, can clear free radicals in the body, reduce cell membrane damage, and protect cells from oxidative stress.
Health benefits: Through antioxidant effects, it helps to delay the aging process and prevent diseases related to oxidative stress, such as cardiovascular disease, cancer, etc.
(5) Cough relieving and phlegm resolving effects
Mechanism of action: It can stimulate the respiratory mucosa, promote sputum discharge, and alleviate cough symptoms.
Clinical application: It has a certain relieving effect on symptoms such as cough and sputum caused by upper respiratory tract infections. These symptoms usually affect the patient's daily life and work quality. And it can effectively alleviate these symptoms and improve the quality of life of patients.
Agricultural use
Isoeugenol methyl ether also has potential application value in the agricultural field. Here are its specific applications:
(1) Pest attractant: It has a special aroma and has an attractive effect on certain pests. Therefore, it can be used as an attractant for pests, helping farmers effectively monitor and control pest populations, reduce pesticide use, and lower agricultural production costs.
(2) Plant growth regulators: Studies have shown that they may have a certain regulatory effect on the growth and development of plants. Although research in this area is still in its infancy, it is expected to develop plant growth regulators based on isoeugenol methyl ether in the future to improve crop yield and quality.
Other uses
In addition to the main uses mentioned above, it also has other potential application values:
Synthetic raw materials: can be used as raw materials for synthesizing other organic compounds and for preparing chemical products with specific functions. For example, it can be used to synthesize drug molecules with antibacterial, anti-inflammatory, and other activities, providing strong support for new drug development.
Cosmetic additives: In the cosmetics industry, they can be used as additives to add unique aroma and moisturizing effects to cosmetics. This helps to enhance the attractiveness and market competitiveness of cosmetics.
Specific application examples
Here are some application examples of isoeugenol methyl ether in specific fields:
Skin disease treatment:
A patient developed tinea pedis due to fungal infection, resulting in symptoms such as itching, redness, and peeling of the skin. The doctor prescribed an ointment containing isoeugenol methyl ether for treatment. After a period of application, the patient's symptoms were significantly relieved and the skin gradually regained its health.
Respiratory infection treatment:
A patient developed pneumonia due to bacterial infection, resulting in symptoms such as cough, sputum production, and difficulty breathing. The doctor prescribed antibiotics containing isoeugenol methyl ether for treatment. After treatment, the patient's symptoms were effectively controlled and the condition gradually improved.
Antioxidant health products:
A certain health product company has launched an antioxidant health product containing isoeugenol methyl ether. This health product aims to help consumers resist the damage of oxidative stress and delay the aging process. After market promotion and consumer feedback, this health product has achieved good sales performance in the market.
Pest control:
A certain farm uses a pest attractant containing isoeugenol methyl ether for pest monitoring and control. By regularly inspecting and replacing attractants, the farm has successfully reduced the number of pests, decreased pesticide use, and improved crop yield and quality.
side effect
Methylisoeugenol (chemical name: 1,2-dimethoxy-4- (1-propenyl) benzene) is a naturally occurring aromatic compound widely found in various plant essential oils, such as ylang ylang ylang, carnations, and nutmeg. Because of its unique aroma characteristics, methyl isoeugenol is widely used in essence, cosmetics, food additives and traditional medicine. However, with the in-depth study of its chemical properties and biological activity, the potential side effects of methyl isoeugenol have gradually attracted attention. The following is a detailed explanation of its side effects:
Potential side effects
Neurotoxicity: The neurotoxicity of methyl isoeugenol is still controversial, but some studies suggest that it may have certain effects on the nervous system.
Dizziness and headache: Individual case reports have shown that exposure to methyl isoeugenol may cause neurological symptoms such as dizziness and headache.
Neurobehavioral effects: Animal experiments have shown that high doses of methyl isoeugenol may affect the neurobehavior of animals, such as decreased motor coordination and impaired learning and memory abilities. However, further research is needed to determine the applicability of these results in humans.
Carcinogenicity and Genotoxicity: The carcinogenicity and genotoxicity of methyl isoeugenol have been a hot research topic in recent years.Some studies suggest that methyl isoeugenol may be carcinogenic, especially under high-dose long-term exposure. However, currently the International Agency for Research on Cancer (IARC) has not listed it as a clear human carcinogen, and its carcinogenic risk remains controversial. In vitro experiments have shown that methyl isoeugenol may have genotoxicity and can induce DNA damage and chromosomal aberrations. However, the applicability of these results in vivo still needs further validation.
Special population risk: Methyl isoeugenol may pose a higher risk to certain special populations. Pregnant and lactating women may have increased sensitivity to methyl isoeugenol, and long-term or high-dose exposure may have adverse effects on the fetus or infant. Therefore, it is recommended that pregnant and lactating women avoid contact with or ingestion of products containing methyl isoeugenol. Children's metabolic and immune systems are not yet fully developed, and their tolerance to methyl isoeugenol may be low. Therefore, caution should be exercised when using children's products and foods containing methyl isoeugenol. The liver and kidney function of elderly people may decrease, and their metabolism and excretion ability of methyl isoeugenol may be weakened. Therefore, elderly people should pay attention to dosage control when using products containing methyl isoeugenol.
Frequently Asked Questions
What is methyl isoeugenol used for?
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This phenolether is used in perfume compositions as part of Carnation bases, as a fixative in spicy fragrances, as a mildly spicy note in Rose, Ylang and other florals. It is commonly used in variations of L'Origan' type fragrances, Oriental perfumes, etc.
What is methyl eugenol used for?
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Methyleugenol is used as a flavouring agent in jellies, baked goods, non-alcoholic beverages, chewing gum, candy, puddings, relishes and ice cream. It is also widely used as a fragrance ingredient in perfumes, toiletries and detergents. Methyleugenol has been used as an anaesthetic in rodents.
Is isoeugenol safe in perfume?
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About its safety
This means that isoeugenol has the potential to cause a skin reaction (such as red, bumpy, or itchy skin). These reactions can be hard to identify, and they are just as likely to be caused by natural ingredients as synthetic ingredients.
What ingredient makes perfume smell stronger?
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The concentration of any fragrance is determined by the amount of alcohol used in its creation. Alcohol is light an volatile, which makes it vital to both the lifting and dissemination of fragrance notes. Perfumers rely on alcohol as a powerful solvent that evaporates quickly and is invisible.
What does isoeugenol smell like?
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Odour Profile: Isoeugenol has a warm, sweet spicy-floral aroma with distinctive carnation and clove-like characteristics, underpinned by subtle woody and balsamic facets.
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