1028. Bemotrizinol

Nomenclature

CAS number: 187393-00-6
2,2′-[6-(4-Methoxyphenyl)-1,3,5-triazine-2,4-diyl]bis[5-[(2-ethylhexyl)oxy]phenol]; 2,4-bis-[4-(2-ethylhexyloxy)-2-hydroxy]phenyl-6-(4-methoxyphenyl)-1,3,5-triazine; bis-ethylhexyloxyphenol methoxyphenyl triazine; BEMT; Tinosorb S (Ciba).
C38H49N3O5; mol wt 627.81.
C 72.70%, H 7.87%, N 6.69%, O 12.74%.

Description and references

Broad spectrum, photostable UV-A and UV-B filter in cosmetics and sunscreens. Prepn: D. Hüglin et al., EP 775698; eidem, US 5955060 (1997, 1999 both to Ciba Specialty Chem.). Lack of estrogenic or androgenic activity: J. Ashby et al., Regul. Toxicol. Pharmacol. 34, 287 (2001). Photostabilizing effects on avobenzone and ethylhexyl methoxycinnamate, q.q.v.: E. Chatelain, B. Gabard, Photochem. Photobiol. 74, 401 (2001). Comprehensive review: S. Mongiat et al., Cosmet. Toiletries 118, 47-54 (2003).

Chemical structure

Properties

Slightly yellow crystals, mp 83-85° (Hüglin); also reported as mp 80° (Mongiat). Sol in oil. Absorption max (ethanol): 343 nm (ε 47000). Absorption max (isopropanol): 341 nm (E1%1cm ≥ 790).

Therapeutic Category

Ultraviolet screen.

Keywords

Ultraviolet Screen