Octyl methoxycinnamate sunscreen

Octyl methoxycinnamate (OMC) is the most common UV-B sunscreen that is on the market Eisenstadt, A. In Catalysis of Organic Reactions Herkes, F. E., Ed. Marcel Dekker New York, 1998 Chapter 33. 

Janjua NR, Mogensen B, Andersson AM. Systemic absorption of the sunscreens benzo-phenone-3, octyl-methoxycinnamate, and 3-(4-methyl-benzylidene) camphor after whole-body topical application and reproductive hormone levels in humans. J Invest Dermatol 2004 123 57-61. 

The industrial synthesis of octyl methoxycinnamate, a common ingredient in sunscreens. 

Very little is known about the distribution and metabolism of sunscreens in humans, but animal studies showed that benzophenone-3 undergoes substantial dermal metabolism and protein binding in rats (257, 258), and is excreted in both urine and feces. Excretion of several sunscreening agents (including benzophenone-3 and octyl methoxycinnamate) in human breast milk after normal use has been reported (259). 

Octyl methoxycinnamate Salicylates / Anthranilates Methyl salicylate Menthyl salicylate Menthyl anthranilate Octyl salicylate Physical Sunscreens... 

Many consumers desire the additional lip treatment feature of protection from damaging type A and/or B solar UV radiation. Added active sunscreen ingredients must be safe when ingested in small amounts and not interfere with product esthetic characteristics. These chemicals usually include UV-B protectors such as octyl methoxycinnamate and padimate O and UV-A protectors such as oxybenzone added at concentrations ranging from 7.5 to 1.5 percent. 

OMC (Octyl -methoxycinnamate) is the most common UV-B sunscreen on the market with an estimated world consumption of ca 5000 tons year The production of this compound is an example of the novel chemistry and economic attractiveness of the Heck reaction on an industrial scale. 

Suncare products Sunscreens Benzophenone-3, Homosalate, 4-methyl-benzylidene camphor (4-MBC), Octyl-methoxycinnamate, Oc ty 1-dim e thyl-PAB A, Octocrylene Hormone-disrupting chemicals known to affect the fertility of animals in the wild. Also found in moisturizers, lipsticks, and foundations. 

Many of the molecules used as sunscreens such as 4-methylbenzylidene camphor and octyl methoxycinnamate, in fact, show estrogenic activity and are potential endocrine disrupters. The product is normally supplied as aqueous white liquid dispersion containing approximately... 

Two UV filters (used to block UV-rays in sunscreens and other products), octyl-p-methoxycinnamate and octyl-dimethyl-p-aminobenzoate, reacted with chlorine, producing chlorine-substituted compounds as intermediates that finally cleaved to smaller ester products [121]. Some of the identified octyl-p-methoxycinnamate DBPs showed weak mutagenic properties. Chlorinated and brominated intermediates were formed during chlorination of 2-ethylhexyl-4-(dimethylamine)benzoate and 2-hydroxy-4-methoxybenzophenone, with trichloromethoxyphenol the most abundant DBP [122]. 

Nakajima M, Kawakami T, Niino T, Takahashi Y, Onodera S (2009) Aquatic fate of sunscreen agents octyl-4-methoxycinnamate and octyl-4-dimethylaminobenzoate in model swimming pools and the mutagenic assays of their chlorination byproducts. J Health Sci 55(3) 363-372... 

A UV-A and UV-B sunscreen product whose active ingredients are octyl 4-methoxycinnamate and 2-hydroxy-4-methoxy-benzophenone (oxybenzone). 

Ethyl-1-hexanol is used for the synthesis of the sunscreen octyl p-methoxycinnamate. (See Chemical Connections 14A.)This primary alcohol can be synthesized from butanal by the following series of steps ... 

Scalia [254] extracted five sunscreen agents (2-ethylhexyl-p-dimethylaminobenzo-ate, 2-hydroxy-4-methoxybenzophenone, 2-ethylhexyl-p-methoxycinnamate [octyl... 

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