Bemotrizinol

Source: Wikipedia, the free encyclopedia.
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).
☒N verify (what is checkY☒N ?)

Bemotrizinol (

INCI bis-ethylhexyloxyphenol methoxyphenyl triazine) is an oil-soluble organic compound that is added to sunscreens to absorb UV
rays. It is marketed as Parsol Shield, Tinosorb S, and Escalol S.

Bemotrizinol is a broad-spectrum UV absorber, absorbing UVB as well as UVA rays. It has two absorption peaks, 310 and 340 nm.

erythemal doses), 98.4% remains intact. It helps prevent the photodegradation of other sunscreen actives like avobenzone.[5] 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.[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]

As of 2022,[9] bemotrizinol is not approved by the United States Food and Drug Administration for use in sunscreens, but has been approved in the European Union since 2000[10] and some other parts of the world, including Australia.[11][12]

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

References

  1. ^ "Home" (PDF). Archived from the original (PDF) on 2007-09-19. Retrieved 2008-09-19.
  2. ^ "Home" (PDF). Archived from the original (PDF) on 2009-10-16. Retrieved 2008-09-28.
  3. ^ "Archived copy". Archived from the original on 2007-09-29. Retrieved 2007-08-19.{{cite web}}: CS1 maint: archived copy as title (link)
  4. PMID 16520862
    .
  5. .
  6. ^ "basf-chemtrade.de" (PDF). www.basf-chemtrade.de. Archived from the original (PDF) on 2011-09-05. Retrieved 2011-04-15.
  7. ^ "BASF – Global Home" (PDF). [dead link]
  8. PMID 17663193
    .
  9. ^ Mull, Amanda (1 July 2022). "You're Not Allowed to Have the Best Sunscreens in the World". The Atlantic. Retrieved 2 July 2022.
  10. S2CID 36985446
    .
  11. .
  12. ^ "Australian Regulatory Guidelines for OTC Medicines - Chapter 10" (PDF). Archived from the original (PDF) on August 31, 2007.
  13. PMID 11754532
    .