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Names | |
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Preferred IUPAC name 2,2′-Methylenebis[6-(2H-1,2,3-benzotriazol-2-yl)-4-(2,4,4-trimethylpentan-2-yl)phenol] | |
Other names UV-360 | |
Identifiers | |
3D model (JSmol) | |
ChEMBL | |
ChemSpider | |
ECHA InfoCard | 100.100.550 |
PubChem CID | |
UNII | |
CompTox Dashboard (EPA) | |
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Properties | |
C41H50N6O2 | |
Molar mass | 658.88 g/mol |
Melting point | 195.7 °C (384.3 °F; 468.8 K) |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). |
Bisoctrizole (INN [1] /USAN, [2] marketed by BASF as Tinosorb M, by DSM Nutritional Products as Parsol Max, by Everlight Chemical as Eversorb M, and by MPI as Milestab 360, INCI methylene bis-benzotriazolyl tetramethylbutylphenol) is a phenolic benzotriazole that is added to sunscreens to absorb UV rays. [3] It is a broad-spectrum ultraviolet radiation absorber, absorbing UVB as well as UVA rays. [3] It also reflects and scatters UV.[ citation needed ]
Bisoctrizole is what is termed is a hybrid UV absorber, which has been described as an organic UV filter produced in microfine organic particles (< 200 nm),[ verification needed ] [4] [ better source needed ] [5] [ non-primary source needed ] like microfine zinc oxide and titanium dioxide.[ dubious – discuss ][ citation needed ] Where other organic UV absorbers dissolved in either the oily or aqueous phases, bisoctrizole dissolves poorly in both.[ citation needed ]
Hence, bisoctrizole is formulated in sunscreen preparations as a 50% suspension, the absorber added to the water phase,[ contradictory ] and mineral micropigments usually added to the oil phase.[ citation needed ] The bisoctrizole particles are stabilized by the surfactant decyl glucoside.[ citation needed ] The compound shows very little photodegradation, and has a stabilizing effect on other UV absorbers, octyl methoxycinnamate (octinoxate) in particular.[ citation needed ]
In primary research reports, bisoctrizole has been reported to minimally penetrate skin, [6] [ non-primary source needed ] and has been described as lacking estrogenic effects in vitro. [7] [ non-primary source needed ]
Bisoctrizole has not yet been approved by the U.S. Food and Drug Administration (FDA),[ citation needed ] but is approved in the EU and other parts of the world. [8] [ better source needed ] [9] [10] [ full citation needed ]