Bemotrizinol

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Bemotrizinol
200px
Names
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
187393-00-6 YesY
Abbreviations BEMT
ChEMBL ChEMBL2104956 N
ChemSpider 10645286 YesY
Jmol 3D model Interactive image
UNII PWZ1720CBH YesY
  • 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 YesY
    Key: XVAMCHGMPYWHNL-UHFFFAOYSA-N YesY
  • 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 627.81 g/mol
Vapor pressure {{{value}}}
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YesYN ?)
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]

References

  1. ↑ http://whqlibdoc.who.int/druginfo/18_4_2004_INN92.pdf
  2. ↑ http://whqlibdoc.who.int/druginfo/INN_2005_list54.pdf
  3. ↑ http://www.ama-assn.org/ama1/pub/upload/mm/365/bemotrizinol.doc
  4. ↑ Tinosorb S Aqua info[1]
  5. ↑ Lua error in package.lua at line 80: module 'strict' not found.
  6. ↑ Lua error in package.lua at line 80: module 'strict' not found.
  7. ↑ http://www.ciba.com/tinosorb-s_brochure.pdf
  8. ↑ Lua error in package.lua at line 80: module 'strict' not found.
  9. ↑ .SpringerLink - Journal Article
  10. ↑ NEW-WAVE SUNSCREENS: Active ingredient makers are frustrated by the long list of sunscreens and UV-A testing protocols that are still awaiting FDA decisions, Chemical & Engineering News, April 11, 2005, Volume 83, Number 15, pp. 18–22. Online version
  11. ↑ Australian Regulatory Guidelines for OTC Medicines - Chapter 10
  12. ↑ Lua error in package.lua at line 80: module 'strict' not found.
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