Bemotrizinol

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Bemotrizinol
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
Abbreviations BEMT
CAS number [187393-00-6]
SMILES OC(C=C(OCC(CC)CCCC)C=C4)=C4C1=NC(C2=CC=C (OC)C=C2)=NC(C3=CC=C(OCC(CC)CCCC)C=C3O)=N1
Properties
Molecular formula C38H49N3O5
Molar mass 627.81
Except where noted otherwise, data are given for
materials in their standard state
(at 25 °C, 100 kPa)

Infobox disclaimer and references

Bemotrizinol (USAN[1], Tinosorb S, INCI bis-ethylhexyloxyphenol methoxyphenyl triazine) is an oil soluble organic compound which is added to sunscreens to absorb UV rays. Its marketed by Ciba Specialty Chemicals. It is a broad spectrum UV absorber, absorbing UVB as well as UVA rays. Bemotrizinol is highly photostable. Even after 50 MED (minimal edemal dose) 98.4% remains intact. It helps prevent photodegradation of other sunscreen actives.[2]

Bemotrizinol is the most effective UV absorber available measured by SPF, based on the maximum concentration permitted by European legislation.[3]

Bemotrizinol is not approved by the United States Food and Drug Administration, but is approved in the European Union since the year 2000[4] and other parts of the world, including Australia.[5][6]

Unlike some other organic sunscreen actives, it shows no estrogenic effects in vitro.[7]

[edit] See also

[edit] References

  1. ^ http://www.ama-assn.org/ama1/pub/upload/mm/365/bemotrizinol.doc
  2. ^ Chatelain E, Gabard B. (Sep 2001). "Photostabilization of Butyl methoxydibenzoylmethane (Avobenzone) and Ethylhexyl methoxycinnamate by Bis-ethylhexyloxyphenol methoxyphenyl triazine (Tinosorb S), a new UV broadband filter". Photochem Photobiol 74(3): 401–6. doi:10.1562/0031-8655(2001)074<0401:POBMAA>2.0.CO;2. PMID 11594052. 
  3. ^ Couteau C, Pommier M, Paparis E, Coiffard LJ (Jun 2007). "Study of the efficacy of 18 sun filters authorized in European Union tested in vitro". Pharmazie 62(6): 449–52. PMID 17663193. 
  4. ^ SpringerLink - Journal Article
  5. ^ 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
  6. ^ Australian Regulatory Guidelines for OTC Medicines - Chapter 10
  7. ^ Ashby J, Tinwell H, Plautz J, Twomey K, Lefevre PA (Dec 2001). "Lack of binding to isolated estrogen or androgen receptors, and inactivity in the immature rat uterotrophic assay, of the ultraviolet sunscreen filters Tinosorb M-active and Tinosorb S". Regul Toxicol Pharmacol 34(3): 287–91. doi:10.1006/rtph.2001.1511. PMID 11754532. 

[edit] External links