Drometrizole trisiloxane

Chemical compound From Wikipedia, the free encyclopedia

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). Drometrizole trisiloxane and ecamsule (Mexoryl SX) are often used together, because they show a synergistic effect in UV protection.[1]

Quick facts Names, Identifiers ...
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
3D model (JSmol)
ChemSpider
DrugBank
ECHA InfoCard 100.121.988 Edit this at Wikidata
EC Number
  • 919-634-2
UNII
  • 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
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).
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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.

See also

  • Ecamsule (Mexoryl SX)  A UV filter often used with drometrizole trisiloxane

References

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