Identification | Back Directory | [Name]
BIS-ETHYLHEXYLOXYPHENOL METHOXYPHENYL TRIAZINE | [CAS]
187393-00-6 | [Synonyms]
LGB-TS uv-627 CGF 1607 FAT 70'884 JADEWIN UV-S BEMOTRIZINOL Dsunpro Bemt JADEWIN UV 627 Tinosorb S BEMT Tinosorb S Aqua uv absorber UV-S Bemotrizinol / UV S Bemotrizinol (200 mg) Bemotrizinol (1048572) Piraxostat Impurity 15 Tinosorb S Bemotrizinol Bemotrizinol(Tinosorb S) UV ABSORBER TRUELICHT UV S 2-HYDROXYETHYLUREA 2078-71-9 BIS-ETHYLHEXYLOXYPHENOL METHOXYPHENYL Bi-ethylhexoxyphenol methoxyphenyltriquine Bi-ethylhexoxyphenol methoxyphenyltriazine BISETHYLHEXYLOXYPHENOLMETHOXYPHENOLTRIAZINE Diethyl hexoxyphenol methoxyphenyl triazine IS-ETHYLHEXYLOXYPHENOL METHOXYPHENYL TRIAZINE BIS-ETHYLHEXYLOXYPHENOL METHOXYPHENYL TRIAZINE Bis-ethylhexyloxyphenol methoxyphenyl triazine(BEMT) BIS-ETHYLHEXYLOXYPHENOL METHOXYPHENYL TRIAZINE (TINOSARB) Bemotrizinol/Bis Ethyl Hexyl Oxyphenolmethoxyphenyl Triazine Bemotrizinol(Bis-Ethylhexyloxyphenol Methoxyphenyl Triazine)/BEMT Tinosorb S Bis-Ethylhexyloxyphenol Methoxyphenyl Triazine CAS 187393-00-6 Phenol, 2,2-6-(4-methoxyphenyl)-1,3,5-triazine-2,4-diylbis5-(2-ethylhexyl)oxy- 2,4-Bis[4-(2-ethylhexyloxy)-2-hydroxyphenyl]-6-(4-methoxyphenyl)-1,3,5-triazine 6,6'-(6-(4-Methoxyphenyl)-1,3,5-triazine-2,4-diyl)bis(3-(2-ethylhexyloxy)phenol) 2,2′-[6-(4-Methoxyphenyl)- 1,3,5-triazine-2,4-diyl] bis{5-[(2-ethylhexyl)oxy]phenol} 2,4-bis-{[4-(2-ethyl-hexyloxy)-2-hydrody]-phenyl}-6-(4-methoxyphenyl)-(1,3,5)-triazine Bis-ethylhexyloxyphenol methoxyphenyl triazine Solution in Methanol/THF/Water, 1000μg/mL (6Z)-3-(2-Ethylhexoxy)-6-[(4Z)-4-[4-(2-ethylhexoxy)-6-oxo-1-cyclohexa-2,4-dienylidene]-6-(4-methoxyphenyl)-1H-1,3,5-triazin-2-ylidene]cyclohexa-2,4-dien-1-one | [EINECS(EC#)]
223-346-6 | [Molecular Formula]
C38H49N3O5 | [MDL Number]
MFCD08435974 | [MOL File]
187393-00-6.mol | [Molecular Weight]
627.813 |
Chemical Properties | Back Directory | [Melting point ]
83-85°; mp 80° (Mongiat) | [Boiling point ]
782.0±70.0 °C(Predicted) | [density ]
1.109±0.06 g/cm3(Predicted) | [storage temp. ]
Refrigerator | [solubility ]
Chloroform (Slightly), Ethyl Acetate (Slightly) | [form ]
neat | [pka]
8.08±0.40(Predicted) | [color ]
Light Yellow to Yellow | [Odor]
Odorless | [BRN ]
11322254 | [InChIKey]
SUKLKCPPDPQLNJ-UHFFFAOYSA-N | [SMILES]
N1=C(C2=CC=C(OC)C=C2)N=C(C2=CC=C(OCC(CC)CCCC)C=C2O)N=C1C1=CC=C(OCC(CC)CCCC)C=C1O | [LogP]
7.647 (est) |
Hazard Information | Back Directory | [Description]
Bemotrizinol, or bis-ethylhexyloxyphenol methoxyphenyl triazine, is an organic UV filter found in over-the-counter sunscreen products. It primarily absorbs UV-A rays. Compared to older broad-spectrum chemical agents, bemotrizinol is more more fat soluble (oil soluble in cosmetic oils) to aid in efficacy and broad-spectrum activity. It is claimed to be photostable, which increases its onset of action and its efficiency in providing protection against UV-rays upon topical application. Bemotrizinol is commonly marketed as Tinosorb S and Escalol S. | [Uses]
Bemotrizinol is a broad-spectrum UV absorber, absorbing both UVA and UVB. Bemotrizinol is added to various sunscreens to absorb UV rays. | [Application]
Bemotrizinol is an active sunscreen agent used in Europe and Australia and will often be paired with less photostable UV blockers such as avobenzone, as the combination creates a much more stable sunscreen that will not degrade and lose its efficacy when exposed to sunlight. In Australia, we need to wear sunscreen every day due to our high rates of skin cancer, and the fact that bemotrizinol can absorb both UVA and UVB rays, providing protection from skin diseases while also not losing effectiveness is an important consideration to make when purchasing sunscreen. Software's Daily Sun Defence SPF50+ protects against both UVA and UVB rays, helping to prevent photoageing, sun spots, and some skin cancers. The lightweight formulation blends seamlessly into the skin, sitting nicely under makeup without leaving a white cast.
| [Definition]
ChEBI: Bemotrizinol is a member of methoxybenzenes. | [Brand name]
Tinosorb S (Ciba
Specialty Chemicals). | [Flammability and Explosibility]
Nonflammable | [Safety]
Because bemotrizinol is relatively new to the sunscreen market there are few reports or studies available documenting its adverse effects and long term use. Studies to date have shown it to have a good safety profile. It is not significantly absorbed into the skin and rarely causes skin irritation. Unlike some other organic sunscreen agents, in vitro studies show that bemotrizinol does not appear to have hormonal effects. Further long-term human safety studies are required. | [Synthesis]
In a three-necked flask equipped with a stirrer, a thermometer and a condenser, 40.30 g (0.1 mol) of 2,4-bis(2,4-dihydroxyphenyl)-6-(4-methoxyphenyl)-1,3,5-triazine, 29.02 g (0.21 mol) of potassium carbonate and 105 mL of N, N-dimethylformamide were added in sequence, and the temperature was raised to 100°C. Reflux and stir for 30 minutes; add 46.35g (0.24mol) of DMF solution containing isooctane bromide at a uniform rate within 1 hour, continue to reflux and stir at 100°C after the addition is complete, and monitor the reaction progress with a thin layer chromatography; after the reaction of the raw materials is completed, stop stirring, cool to room temperature, filter, add ethyl acetate to the filtrate for extraction, wash with saturated brine, dry the organic phase with anhydrous sodium sulfate, filter, and spin-dry the filtrate to obtain a colourless transparent oil, i.e. 50.4g of a crude product of bis-ethylhexyloxyphenol methoxyphenyl triazine (Bemotrizinol), with a yield of 80.2% and a purity of 89.90% detected by HPLC. | [storage]
Store at -20°C | [Advantages]
The bis-ethylhexyloxyphenol methoxyphenyl triazine (Bemotrizinol) is a triazine ultraviolet absorbent, has efficient absorption in ultraviolet bands of UVA (320-400 nm) and UVB (280-320), has high molecular weight, is not easy to be absorbed by skin, has strong stability, and is widely applied to personal care and cosmetic products. | [Regulations]
Bemotrizinol is approved for use in Europe and Australasia. It is marketed under the brand names Tinosorb S and Escalol S. It is currently awaiting FDA approval so is not available in the USA. |
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