- Drometrizole trisiloxane
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Drometrizole trisiloxane 2-(2H-Benzotriazol-2-yl)-4-methyl-6-[2-methyl-3-[1,3,3,3-tetramethyl-1-[(trimethylsilyl)oxy]-1-disiloxanyl]propyl]phenolSystematic name2-(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]phenolOther names2-(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
SilatrizoleIdentifiers CAS number 155633-54-8 PubChem 9848888 ChemSpider 8024601 Jmol-3D images Image 1
Image 2- 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
- 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
Properties Molecular formula C24H39N3O3Si3 Molar mass 501.84 g mol−1 Exact mass 501.229921728 g mol-1 Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) Infobox references 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
- ^ 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.
- ^ COUNCIL DIRECTIVE of 27 July 1976 on the approximation of the laws of the Member States relating to cosmetic products
- ^ Sunburn Protectants, Health Canada
- ^ Australian Regulatory Guidelines for OTC Medicines - Chapter 10
- ^ Forestier, S.; Ortiz, S,; Jitsukawa Setsuko (2004). "Mexoryl XL: A new UV protective agent". Fragr J 32 (4): 59–64. http://sciencelinks.jp/j-east/article/200411/000020041104A0360702.php.
Sunscreening agents approved by the US FDA or other agencies UVA: 400–315 nm • UVB: 315–290 nm • chemical agents unless otherwise notedUVA filters UVB filters 4-Aminobenzoic acid (PABA) • Cinoxate • Ethylhexyl triazone (Uvinul T 150) • Homosalate • 4-Methylbenzylidene camphor (Parsol 5000) • Octyl methoxycinnamate (Octinoxate) • Octyl salicylate (Octisalate) • Padimate O (Escalol 507) • Phenylbenzimidazole sulfonic acid (Ensulizole) • Polysilicone-15 (Parsol SLX) • Trolamine salicylateUVA+UVB filters Bemotrizinol (Tinosorb S) • Benzophenones 1–12 • Dioxybenzone • Drometrizole trisiloxane (Mexoryl XL) • Iscotrizinol (Uvasorb HEB) • Octocrylene • Oxybenzone (Eusolex 4360) • Sulisobenzone • hybrid (chemical/physical): Bisoctrizole (Tinosorb M) • physical: Titanium dioxide, Zinc oxideCategories:- Benzotriazoles
- Phenols
- Siloxanes
- Sunscreening agents
- 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
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