Drometrizole trisiloxane

Drometrizole trisiloxane
Skeletal formula of drometrizole trisiloxane
Space-filling model of the drometrizole trisiloxane molecule
Names
Preferred IUPAC name
2-(2H-Benzotriazol-2-yl)-4-methyl-6-[2-methyl-3-[1,3,3,3-tetramethyl-1-[(trimethylsilyl)oxy]-1-disiloxanyl]propyl]phenol
Systematic IUPAC name
2-(2H-1,2,3-Benzotriazol-2-yl)-4-methyl-6-[2-methyl-3-(2,2,4,6,6-pentamethyl-3,5-dioxa-2,4,6-trisilaheptan-4-yl)propyl]phenol
Other names
2-(1,2,3-Benzotriazol-2-yl)-4-methyl-6-[2-methyl-3-(2,2,4,6,6-pentamethyl-3,5-dioxa-2,4,6-trisilaheptan-4-yl)propyl]phenol
Silatrizole
Identifiers
CAS Number
  • 155633-54-8 ☒N
3D model (JSmol)
  • Interactive image
  • Interactive image
ChemSpider
  • 8024601 checkY
ECHA InfoCard 100.121.988 Edit this at Wikidata
PubChem CID
  • 9848888
UNII
  • HC22845I1X checkY
CompTox Dashboard (EPA)
  • DTXSID40431753 Edit this at Wikidata
InChI
  • InChI=1S/C24H39N3O3Si3/c1-18-14-20(15-19(2)17-33(9,29-31(3,4)5)30-32(6,7)8)24(28)23(16-18)27-25-21-12-10-11-13-22(21)26-27/h10-14,16,19,28H,15,17H2,1-9H3
    Key: HUVYTMDMDZRHBN-UHFFFAOYSA-N
  • CC(CC1=C(O)C(=CC(C)=C1)N1N=C2C=CC=CC2=N1)C[Si](C)(O[Si](C)(C)C)O[Si](C)(C)C
  • CC1=CC(N3N=C2C=CC=CC2=N3)=C(O)C(CC(C)C[Si](O[Si](C)(C)C)(O[Si](C)(C)C)C)=C1
Properties
Chemical formula
 C24H39N3O3Si3
Molar mass 501.849 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references
Chemical compound

Drometrizole trisiloxane (INCI) is a lipophilic benzotriazole derivative marketed as Mexoryl XL by L'Oréal and is used in sunscreens to absorb UV radiation. It is a broad-spectrum UV absorber with two absorption peaks, one at 303 nm (UVB) and one at 344 nm (UVA). Just like Mexoryl SX (ecamsule), it is used exclusively in products by L'Oréal owned brands. Drometrizole trisiloxane and ecamsule are often used together, because they show a synergistic effect in protection.[1]

Availability

Sunscreens with drometrizole trisiloxane are approved within the EU,[2] Canada,[3] Australia,[4] Japan,[5] and other countries, but not in the United States.

References

  1. ^ Moyal D. (October 2004). "Prevention of ultraviolet-induced skin pigmentation". Photodermatol Photoimmunol Photomed. 20 (5): 243–7. doi:10.1111/j.1600-0781.2004.00111.x. PMID 15379874. S2CID 22120937.
  2. ^ COUNCIL DIRECTIVE of 27 July 1976 on the approximation of the laws of the Member States relating to cosmetic products
  3. ^ Sunburn Protectants Archived March 11, 2009, at the Wayback Machine, Health Canada
  4. ^ Australian Regulatory Guidelines for OTC Medicines - Chapter 10
  5. ^ Forestier, S.; Ortiz, S; Jitsukawa Setsuko (2004). "Mexoryl XL: A new UV protective agent". Fragr J. 32 (4): 59–64. Archived from the original on 2009-10-28. Retrieved 2008-08-01.
  • v
  • t
  • e
Sunscreening agents approved by the US FDA or other agencies
  • UVA: 400–315 nm
  • UVB: 315–290 nm
  • Chemical agents unless otherwise noted
UVA filtersUVB filtersUVA+UVB filters
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