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Bemotrizinol
"Descrizione"
by Al222 (19288 pt)
2024-Feb-23 12:15

Bemotrizinol (Bis-Ethylhexyloxyphenol Methoxyphenyl Triazine) is a chemical compound. The function of this compound is to act as an organic sunscreen filter. It absorbs and disperses harmful solar energy, providing protection against UVB and UVA rays. It is a common ingredient in sunscreens and sun protection products.

The name describes the structure of the molecule:

Bis. This prefix indicates the presence of two similar or identical functional groups in the molecule.

Ethylhexyloxyphenol. This represents an ethyl group attached to a phenol and to ethyl oxide, which is often used as an organic solvent.

Methoxyphenyl. This indicates the presence of a methoxyphenyl group in the molecule, meaning it consists of a phenyl ring attached to a methoxy group.

Triazine. This indicates the basic chemical structure of the molecule, which is a triazine derivative. Triazine is a six-membered aromatic ring containing three nitrogen atoms.

Chemical Industrial Synthesis Process

The production of Bis-Ethylhexyloxyphenol Methoxyphenyl Triazine, a broad-spectrum organic sunscreen agent used in sun protection products for its ability to absorb both UVA and UVB rays, follows a complex chemical process. This compound is also known by the INCI name Bis-Ethylhexyloxyphenol Methoxyphenyl Triazine. Here is a detailed overview of the process.

Synthesis. The synthesis begins with the preparation of chemical precursors, which include ethylhexyloxyphenol and methoxyphenyl triazine. These compounds are synthesized through specific chemical reactions that require catalysts and controlled reaction conditions.

  • Condensation. The precursors are then reacted together in a condensation reaction. This step may require the use of acid or base catalysts and strict control of temperature and reaction time to favor the formation of the desired product.
  • Purification. After the condensation reaction, the crude product may contain impurities or by-products that need to be removed. Purification is carried out using techniques such as crystallization, vacuum distillation, or chromatography to obtain a pure final product.
  • Quality Control. The purified Bis-Ethylhexyloxyphenol Methoxyphenyl Triazine undergoes rigorous quality control checks to verify its purity, chemical structure, and efficacy as a sunscreen agent. These tests can include UV spectroscopy, high-performance liquid chromatography (HPLC), and in vitro efficacy tests.

What it is for and where

Cosmetics - INCI Functions

It is a restricted ingredient as VI/25  a Relevant Item in the Annexes of the European Cosmetics Regulation 1223/2009. Substance or ingredient reported: 2,2'-(6-(4-Methoxyphenyl)-1,3,5-triazine-2,4-diyl)bis(5-((2-ethylhexyl)oxy)phenol) / Bemotrizinol

Maximum concentration in ready for use preparation    10%

Hair conditioning agent. A significant number of ingredients with specific and targeted purposes may co-exist in hair shampoo formulations: cleansers, conditioners, thickeners, matting agents, sequestering agents, fragrances, preservatives, special additives. However, the indispensable ingredients are the cleansers and conditioners as they are necessary and sufficient for hair cleansing and manageability. The others act as commercial and non-essential auxiliaries such as: appearance, fragrance, colouring, etc. Hair conditioning agents have the task of increasing shine, manageability and volume, and reducing static electricity, especially after treatments such as colouring, ironing, waving, drying and brushing. They are, in practice, dispersants that may contain cationic surfactants, thickeners, emollients, polymers. The typology of hair conditioning agents includes: intensive conditioners, instant conditioners, thickening conditioners, drying conditioners. They can perform their task generally accompanied by other different ingredients.

Light stabilizer. It prevents light from degrading light-sensitive components and slows down degradation reactions that have already begun. The mechanism is, in a way, similar to antioxidants and the effectiveness depends on the.complexity of the formulation and the density of the product.

UV absorber. It acts by intercepting ultraviolet light before it can cause damage by reducing its energy through dissipation and returning it to a lower energy state.

UV filter. It is the defining ingredient in sun creams that can mitigate the sun's ultraviolet (UV) radiation, which is a high risk factor for the development of skin cancer, erythema and photo-ageing. 

Safety

 Considered safe for use in cosmetic and sun protection products, following the guidelines and concentration limits established by regulatory authorities (1). 

However, cases of allergic contact dermatitis have been reported (2).


Molecular Formula  C38H49N3O5

Molecular Weight  627.8 g/mol

CAS  187393-00-6

UNII    PWZ1720CBH

EC Number   425-950-7    606-111-6

DTXSID40896984

Nikkaji   J1.824.435G   J3.006.203E

Synonyms

  • bemotrizinol
  • Tinosorb S

References_____________________________________________________________________

(1) D'Ruiz CD, Plautz JR, Schuetz R, Sanabria C, Hammonds J, Erato C, Klock J, Vollhardt J, Mesaros S. Preliminary clinical pharmacokinetic evaluation of bemotrizinol - A new sunscreen active ingredient being considered for inclusion under FDA's over-the-counter (OTC) sunscreen monograph. Regul Toxicol Pharmacol. 2023 Mar;139:105344. doi: 10.1016/j.yrtph.2023.105344. Epub 2023 Feb 3. PMID: 36738872.

(2) Suzuki K, Futamura K, Sugiyama M, Matsunaga K, Yagami A. Allergic contact dermatitis caused by dimethicodiethylbenzalmalonate (polysilicone-15,  Parsol  SLX) and bis-ethylhexyloxyphenol methoxyphenyl triazine (Tinosorb S) in sunscreen cream. Contact Dermatitis. 2022 Jul;87(1):108-110. doi: 10.1111/cod.14112. Epub 2022 Apr 11. PMID: 35306675.

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