888. Avobenzone

Nomenclature

CAS number: 70356-09-1
1-[4-(1,1-Dimethylethyl)phenyl]-3-(4-methoxyphenyl)-1,3-propanedione; butyl methoxydibenzoylmethane; 4-tert-butyl-4′-methoxydibenzoylmethane; Eusolex 9020 (Merck KGaA); Neo Heliopan 357 (Symrise); Parsol 1789 (DSM).
C20H22O3; mol wt 310.39.
C 77.39%, H 7.14%, O 15.46%.

Description and references

UV-A blocker. Prepn: K.-F. De Polo, DE 2945125; idem, US 4387089 (1980, 1983 both to Givaudan). Clinical efficacy as sunscreen: R. W. Gange et al., J. Am. Acad. Dermatol. 15, 494 (1986); K. Kaidbey, R. W. Gange, ibid. 16, 346 (1987); N. J. Lowe et al., ibid. 17, 224 (1987). Assessment of photostability: A. Deflandre, G. Lang, Int. J. Cosmet. Sci. 10, 53 (1988). Photodecomposition: N. M. Roscher et al., J. Photochem. Photobiol. A 80, 417 (1994). Photochemistry in solution: W. Schwack, T. Rudolph, Photochem. Photobiol. B 28, 229 (1995). HPLC determn in cosmetic products: L. Gagliardi et al., J. Chromatogr. 408, 409 (1987); P. Wallner, Dtsch. Lebensm. Rundsch. 89, 375 (1993). Effect of reflectance of light on protection of skin: G. J. Smith et al., Photochem. Photobiol. 75, 122 (2002).

Chemical structure

Properties

Crystals from methanol, mp 83.5°.

Therapeutic Category

Ultraviolet screen.

Keywords

Ultraviolet Screen