Tris-biphenyl triazine

Tris-biphenyl triazine (INCI) is an organic compound used in sunscreens to absorb UVA and UVB radiation. It is marketed as Tinosorb A2B by BASF. Tris-biphenyl triazine is considered a broad-spectrum UV absorber, covering the UVA2 (320−340 nm) and UVB range (280−320 nm).[2][3][1][4][5]

Tris-biphenyl triazine
Names
IUPAC name
2,4,6-Tris(4-phenylphenyl)-1,3,5-triazine
Other names
Tinosorb A2B
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.105.262 Edit this at Wikidata
EC Number
  • 479-950-7
UNII
  • InChI=1S/C39H27N3/c1-4-10-28(11-5-1)31-16-22-34(23-17-31)37-40-38(35-24-18-32(19-25-35)29-12-6-2-7-13-29)42-39(41-37)36-26-20-33(21-27-36)30-14-8-3-9-15-30/h1-27H
    Key: CENPSTJGQOQKKW-UHFFFAOYSA-N
  • C1=CC=C(C=C1)C2=CC=C(C=C2)C3=NC(=NC(=N3)C4=CC=C(C=C4)C5=CC=CC=C5)C6=CC=C(C=C6)C7=CC=CC=C7
Properties
C39H27N3
Molar mass 537.666 g·mol−1
Appearance White solid
Melting point 281.3 °C
Hazards
GHS labelling:[1]
H413
P273, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Safety and regulation

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Tris-biphenyl triazine is approved for use up to a maximum concentration of 10% as a UV filter in cosmetics in the EU and Australia.[2][6] It is not currently recognised or approved by the FDA for use in cosmetics in the US.

References

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  1. ^ a b "Tris-biphenyl triazine". PubChem. U.S. National Library of Medicine.
  2. ^ a b "Opinion on 1,3,5-Triazine, 2,4,6-tris[1,1'-biphenyl]-4-yl-" (PDF). Scientific Committee on Consumer Safety (SCCS). Directorate D: Health Systems and Products; European Commission. December 2011. Retrieved 31 July 2024.
  3. ^ Couteau C, Paparis E, Chauvet C, Coiffard L (June 2015). "Tris-biphenyl triazine, a new ultraviolet filter studied in terms of photoprotective efficacy". International Journal of Pharmaceutics. 487 (1–2): 120–123. doi:10.1016/j.ijpharm.2015.03.077. PMID 25843762.
  4. ^ Bernerd F, Passeron T, Castiel I, Marionnet C (July 2022). "The Damaging Effects of Long UVA (UVA1) Rays: A Major Challenge to Preserve Skin Health and Integrity". International Journal of Molecular Sciences. 23 (15): 8243. doi:10.3390/ijms23158243. PMC 9368482. PMID 35897826.
  5. ^ Naumov S, Herzog B, Abel B (2023-09-01). "Spectra and photorelaxation of tris-biphenyl-triazine-type UV absorbers: from monomers to nanoparticles". Photochemical & Photobiological Sciences. 22 (9): 2143–2151. doi:10.1007/s43630-023-00436-y. ISSN 1474-9092. PMID 37277672.
  6. ^ "Australian regulatory guidelines for sunscreens" (PDF). Therapeutics Goods Administration. Australian Government. Retrieved 31 July 2024.