Bemotrizinol

Title: Bemotrizinol
CAS Registry Number: 187393-00-6
CAS Name: 2,2¢-[6-(4-Methoxyphenyl)-1,3,5-triazine-2,4-diyl]bis[5-[(2-ethylhexyl)oxy]phenol]
Additional Names: 2,4-bis-[4-(2-ethylhexyloxy)-2-hydroxy]phenyl-6-(4-methoxyphenyl)-1,3,5-triazine; bis-ethylhexyloxyphenol methoxyphenyl triazine; BEMT
Trademarks: Tinosorb S (Ciba)
Molecular Formula: C38H49N3O5
Molecular Weight: 627.81
Percent Composition: C 72.70%, H 7.87%, N 6.69%, O 12.74%
Literature References: Broad spectrum, photostable UV-A and UV-B filter in cosmetics and sunscreens. Prepn: D. Hüglin et al., EP 775698; eidem, US 5955060 (1997, 1999 both to Ciba Specialty Chem.). Lack of estrogenic or androgenic activity: J. Ashby et al., Regul. Toxicol. Pharmacol. 34, 287 (2001). Photostabilizing effects on avobenzone and ethylhexyl methoxycinnamate, q.q.v.: E. Chatelain, B. Gabard, Photochem. Photobiol. 74, 401 (2001). Comprehensive review: S. Mongiat et al., Cosmet. Toiletries 118, 47-54 (2003).
Properties: Slightly yellow crystals, mp 83-85° (Hüglin); also reported as mp 80° (Mongiat). Sol in oil. Absorption max (ethanol): 343 nm (e 47000). Absorption max (isopropanol): 341 nm (E1%1cm ³ 790).
Melting point: mp 83-85°; mp 80° (Mongiat)
Absorption maximum: Absorption max (ethanol): 343 nm (e 47000); Absorption max (isopropanol): 341 nm (E1%1cm ³ 790)
Therap-Cat: Ultraviolet screen.
Keywords: Ultraviolet Screen.
Benactyzine Benalaxyl Benapryzine Benazepril Bencyclane

Bemotrizinol
Bemotrizinol.png
Identifiers
Abbreviations BEMT
CAS number 187393-00-6 YesY
ChemSpider 10645286 YesY
UNII PWZ1720CBH YesY
ChEMBL CHEMBL2104956 N
Jmol-3D images Image 1
Properties
Molecular formula C38H49N3O5
Molar mass 627.81 g/mol
 N (verify) (what is: YesY/N?)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
Infobox references

Bemotrizinol (INN[1][2]/USAN,[3] INCI bis-ethylhexyloxyphenol methoxyphenyl triazine) is an oil-soluble organic compound that is added to sunscreens to absorb UV rays. It is marketed as Tinosorb S by BASF and as Escalol S by Ashland Inc. A recent development is Tinosorb S Aqua, which is bemotrizinol in a PMMA matrix dispersed in water. This makes it possible to add bemotrizinol to the water phase.[4]

Bemotrizinol is a broad-spectrum UV absorber, absorbing UVB as well as UVA rays. It has two absorption peaks, 310 and 340 nm.[5] It is highly photostable. Even after 50 MEDs (minimal erythemal doses), 98.4% remains intact. It helps prevent the photodegradation of other sunscreen actives like avobenzone.[6]

Bemotrizinol has strong synergistic effects on the SPF when formulated with bisoctrizole, ethylhexyl triazone or iscotrizinol.[7] It is the most effective UV absorber available measured by SPF, based on the maximum concentration permitted by European legislation.[8]

Bemotrizinol is not approved by the United States Food and Drug Administration, but is approved in the European Union since the year 2000[9] and other parts of the world, including Australia.[10][11]

Unlike some other organic sunscreen actives, it shows no estrogenic effects in vitro.[12]