Tris-Biphenyl Triazine

Tris-biphenyl triazine
Names
	IUPAC name 2,4,6-Tris(4-phenylphenyl)-1,3,5-triazine
	Other names Tinosorb A2B
Identifiers
CAS Number	31274-51-8;
3D model (JSmol)	Interactive image;
ChemSpider	9802774;
EC Number	479-950-7;
PubChem CID	11628027;
UNII	FQK9A410YB;
CompTox Dashboard (EPA)	DTXSID30185197;
	InChI 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;
	SMILES 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
Chemical formula	C39H27N3
Molar mass	537.666 g·mol−1
Appearance	White solid
Melting point	281.3 °C
Hazards
GHS hazard statements	H413
GHS precautionary statements	P273, P501
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
	Infobox references

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]

Safety and regulation

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

↑ ^1.0 ^1.1 "Tris-biphenyl triazine" (in en). PubChem. U.S. National Library of Medicine. https://pubchem.ncbi.nlm.nih.gov/compound/11628027.
↑ ^2.0 ^2.1 "Opinion on 1,3,5-Triazine, 2,4,6-tris[1,1'-biphenyl-4-yl-"]. Scientific Committee on Consumer Safety (SCCS). Directorate D: Health Systems and Products; European Commission. December 2011. https://ec.europa.eu/health/scientific_committees/consumer_safety/docs/sccs_o_070.pdf.
↑ "Tris-biphenyl triazine, a new ultraviolet filter studied in terms of photoprotective efficacy". International Journal of Pharmaceutics 487 (1–2): 120–123. June 2015. doi:10.1016/j.ijpharm.2015.03.077. PMID 25843762.
↑ "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. July 2022. doi:10.3390/ijms23158243. PMID 35897826.
↑ Naumov, Sergej; Herzog, Bernd; Abel, Bernd (2023-09-01). "Spectra and photorelaxation of tris-biphenyl-triazine-type UV absorbers: from monomers to nanoparticles" (in en). Photochemical & Photobiological Sciences 22 (9): 2143–2151. doi:10.1007/s43630-023-00436-y. ISSN 1474-9092. PMID 37277672. Bibcode: 2023PhPhS..22.2143N.
↑ "Australian regulatory guidelines for sunscreens". Therapeutics Goods Administration. Australian Government. https://www.tga.gov.au/sites/default/files/australian-regulatory-guidelines-for-sunscreens.pdf.

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[PubChem-1] 1.0 ^1.1 "Tris-biphenyl triazine" (in en). PubChem. U.S. National Library of Medicine. https://pubchem.ncbi.nlm.nih.gov/compound/11628027.

[SCCS-2] 2.0 ^2.1 "Opinion on 1,3,5-Triazine, 2,4,6-tris[1,1'-biphenyl-4-yl-"]. Scientific Committee on Consumer Safety (SCCS). Directorate D: Health Systems and Products; European Commission. December 2011. https://ec.europa.eu/health/scientific_committees/consumer_safety/docs/sccs_o_070.pdf.

[3] "Tris-biphenyl triazine, a new ultraviolet filter studied in terms of photoprotective efficacy". International Journal of Pharmaceutics 487 (1–2): 120–123. June 2015. doi:10.1016/j.ijpharm.2015.03.077. PMID 25843762.

[4] "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. July 2022. doi:10.3390/ijms23158243. PMID 35897826.

[5] Naumov, Sergej; Herzog, Bernd; Abel, Bernd (2023-09-01). "Spectra and photorelaxation of tris-biphenyl-triazine-type UV absorbers: from monomers to nanoparticles" (in en). Photochemical & Photobiological Sciences 22 (9): 2143–2151. doi:10.1007/s43630-023-00436-y. ISSN 1474-9092. PMID 37277672. Bibcode: 2023PhPhS..22.2143N.

[6] "Australian regulatory guidelines for sunscreens". Therapeutics Goods Administration. Australian Government. https://www.tga.gov.au/sites/default/files/australian-regulatory-guidelines-for-sunscreens.pdf.

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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 filters	Avobenzone (Parsol 1789) Bisdisulizole disodium (Neo Heliopan AP) Diethylamino hydroxybenzoyl hexyl benzoate (Uvinul A Plus) Ecamsule (Mexoryl SX) Menthyl anthranilate
UVB filters	Amiloxate 4-Aminobenzoic acid (PABA) Cinoxate Ethylhexyl triazone (Uvinul T 150) Homosalate 4-Methylbenzylidene camphor (Enzacamene) Octyl methoxycinnamate (Octinoxate) Octyl salicylate (Octisalate) Padimate O (Escalol 507) Phenylbenzimidazole sulfonic acid (Ensulizole) Polysilicone-15 (Parsol SLX) Trolamine salicylate
UVA+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 / Eversorb M) physical: Titanium dioxide Zinc oxide
See also: Photoprotection, Sun protective clothing, Sun tanning, and Sunburn