Bemotrizinol

Chemical compound From Wikipedia, the free encyclopedia

Bemotrizinol (INN, USAN, INCI name bis-ethylhexyloxyphenol methoxyphenyl triazine, BEMT;[1][2][3] marketed as Escalol S, Parsol Shield, and Tinosorb S) is an oil-soluble organic compound that is added to sunscreens to absorb UV rays.

Quick facts Names, Identifiers ...
Bemotrizinol
Names
Preferred IUPAC name
2,2′-[6-(4-Methoxyphenyl)-1,3,5-triazine-2,4-diyl]bis{5-[(2-ethylhexyl)oxy]phenol}
Other names
Tinosorb S
Bis-ethylhexyloxyphenol methoxyphenyl triazine
Anisotriazine
Identifiers
3D model (JSmol)
Abbreviations BEMT
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.109.468 Edit this at Wikidata
EC Number
  • 606-111-6
UNII
  • InChI=1S/C38H49N3O5/c1-6-10-12-26(8-3)24-45-30-18-20-32(34(42)22-30)37-39-36(28-14-16-29(44-5)17-15-28)40-38(41-37)33-21-19-31(23-35(33)43)46-25-27(9-4)13-11-7-2/h14-23,26-27,42-43H,6-13,24-25H2,1-5H3 checkY
    Key: XVAMCHGMPYWHNL-UHFFFAOYSA-N checkY
  • InChI=1/C38H49N3O5/c1-6-10-12-26(8-3)24-45-30-18-20-32(34(42)22-30)37-39-36(28-14-16-29(44-5)17-15-28)40-38(41-37)33-21-19-31(23-35(33)43)46-25-27(9-4)13-11-7-2/h14-23,26-27,42-43H,6-13,24-25H2,1-5H3
    Key: XVAMCHGMPYWHNL-UHFFFAOYAK
  • CCC(CCCC)COc4ccc(c1nc(nc(n1)c2ccc(cc2O)OCC(CC)CCCC)c3ccc(OC)cc3)c(O)c4
Properties
C38H49N3O5
Molar mass 627.826 g·mol−1
Hazards
GHS labelling:
H413
P273, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Bemotrizinol is a broad-spectrum UV absorber, absorbing both UVB and UVA rays. It has two absorption peaks, 310 and 340 nm.[4] 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.[5] Tinosorb S Aqua, recently developed by BASF, is bemotrizinol in a PMMA matrix dispersed in water. This makes it possible to add bemotrizinol to the water phase.[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]

It has been approved in the European Union since 2000,[9] and some other parts of the world,[which?] including Australia.[10][11] In June 2026, bemotrizinol was approved for use in sunscreens in the United States.[12]

Unlike some other organic sunscreen actives, it shows no estrogenic effects in vitro.[13]

References

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