Dimethylmethoxy Chromanol

동의어: Lipochroman-6, 2,2-dimethyl-6-methoxy-7-(3,5,5-trimethylhexyl)chroman, 6-methoxy-2,2-dimethyl-7-(3,5,5-trimethylhexyl)chroman, dimethylmethoxy chromanol

Dimethylmethoxy Chromanol belongs to the chromanol family, sharing the fused benzopyran core of vitamin E but with a distinct substitution pattern: a methoxy group at C-6, a 3,5,5-trimethylhexyl side chain at C-7, and gem-dimethyl groups at C-2. This structural arrangement creates a potent lipophilic antioxidant that scavenges reactive oxygen and nitrogen species (ROS/RNS) with high efficiency, particularly peroxyl and alkoxyl radicals. Unlike tocopherols, it lacks the free phenolic hydrogen that can act as a pro-oxidant under certain conditions, making it a more stable and predictable performer in formulations.

Also known as Lipochroman-6, this compound is produced synthetically to high purity and is supplied as a colorless to pale yellow liquid. It is oil-soluble and readily incorporated into anhydrous systems, emulsions, and surfactant-based products. Its primary commercial use is in personal care and cosmetic formulations, where it functions as a primary antioxidant, protecting both the formula and the skin from oxidative damage. It is also used in pharmaceutical and nutraceutical research for its ability to modulate oxidative stress pathways.

In the personal care industry, formulators value Dimethylmethoxy Chromanol for its broad-spectrum antioxidant capacity and its compatibility with other actives. It helps stabilize sensitive ingredients such as retinol, polyunsaturated fatty acids, and natural oils, extending product shelf life and maintaining efficacy. Beyond preservation, it contributes to anti-aging and skin-conditioning benefits by reducing oxidative stress in the skin, which is linked to collagen degradation and inflammation. Its low usage levels (typically 0.01–0.1%) make it a cost-effective addition to high-performance skincare, sun care, and color cosmetics.

Chemical Structure & Properties

Dimethylmethoxy Chromanol features a chromanol ring system with a methoxy substituent at the 6-position and a bulky 3,5,5-trimethylhexyl chain at the 7-position. The gem-dimethyl groups at C-2 increase steric hindrance, enhancing oxidative stability. The molecule is highly lipophilic (logP ~6.5) and practically insoluble in water, but miscible with most cosmetic oils and organic solvents. It is stable under normal storage conditions, with a recommended shelf life of at least 24 months when kept in a cool, dry place away from direct light.

작용 기전

• Free radical scavenging: Neutralizes peroxyl, alkoxyl, and hydroxyl radicals by donating a hydrogen atom from the phenolic OH group, forming a stable phenoxyl radical that is further stabilized by the methoxy and alkyl substituents.
• Singlet oxygen quenching: Physically quenches singlet oxygen, preventing oxidative damage to lipids and proteins.
• Lipid peroxidation inhibition: Interrupts chain reactions of lipid peroxidation in cell membranes and formulated oils, protecting polyunsaturated fatty acids.
• Enzymatic antioxidant support: Upregulates endogenous antioxidant enzymes such as superoxide dismutase (SOD) and catalase in skin cells, as shown in in vitro studies.

Quality Specifications

Supply & Documentation

• Capacity: Up to 5 metric tons per year
• 리드 타임: 3-5 business days (stock items)
• 문서: COA, MSDS, TDS available upon request
• 포장: 1 kg, 5 kg, and 25 kg in amber glass bottles or HDPE drums

견적 요청

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