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甲氧基肉桂酸辛酯
Ethylhexyl Methoxycinnamate / Octyl Methoxycinnamate
Octyl Methoxycinnamate, also known as Ethylhexyl Methoxycinnamate, is an organic compound found in some sunscreens and lip balms. It is an ester formed from methoxycinnamic acid and 2-ethylhexanol, presenting as a liquid insoluble in water. This compound is primarily utilized in sunscreens and cosmetics to absorb UV-B rays from the sun, thereby protecting the skin from damage and also aiding in the reduction of scar appearance. It is commercially known under the names Eusolex 2292 and Uvinul MC80.
By Ed (Edgar181) - Own work, Public Domain, https://commons.wikimedia.org/w/index.php?curid=32914014
Effects in Cosmetics
Octyl Methoxycinnamate exhibits several effects and applications, including:
Being one of the most common active ingredients in sunscreens to combat UV-B rays.
It is often combined with oxybenzone and titanium oxide for enhanced sun protection.
Helps in reducing the formation of postoperative peritoneal adhesions.
Contains chromophore groups with loosely held electrons that absorb radiation effectively.
Source
Synthesized through cross-metathesis reaction using the efficient nitro-Grela catalyst.
Formed by the esterification of methoxycinnamic acid and 2-ethylhexanol.
Globally Harmonized System of Classification and Labelling of Chemicals
Toxicity and Safety Concerns:
A study in 2000 highlighted toxicity to mouse cells at concentrations lower than found in sunscreens.
Further research indicated that octyl methoxycinnamate (OMC) does not penetrate the skin deeply enough to harm underlying cells.
Biological Effects:
Estrogenic and neurological impacts observed in laboratory animals at sunscreen-relevant concentrations.
Studies suggest these effects are also possible in human cells in vitro.
Stability and Degradation:
OMC is sensitive to light, leading to decreased effectiveness in UV protection upon exposure.
It transforms structurally when exposed to light, but remains stable in dark conditions.
Genotoxic Potential:
Research from 2017 by Masaryk University showed that OMC might damage DNA when exposed to sunlight, raising concerns about potential health risks.
Environmental and Chemical Reactions:
In chlorinated water, such as swimming pools, OMC can form chlorine-substituted by-products.
These by-products have shown weak mutagenic effects on certain bacterial strains, with the reaction's extent varying by pH, structure, and chlorine concentration.
注意事項: