5840. Menthyl Anthranilate

Nomenclature

CAS number: 134-09-8
5-Methyl-2-(1-methylethyl)cyclohexanol 2-aminobenzoate; anthranilic acid p-menth-3-yl ester; menthyl o-aminobenzoate; meradimate; Neo Heliopan MA (Symrise).
C17H25NO2; mol wt 275.39.
C 74.14%, H 9.15%, N 5.09%, O 11.62%.

Description and references

UV-A absorber in cosmetics and sunscreens. Prepn: H. G. Rule, W. E. MacGillivray, J. Chem. Soc. 1929, 401; M. S. Carpenter, US 2170185 (1939 to Givaudan-Delawanna). Photophysical properties and use as sunscreen: A. Beeby, A. E. Jones, Photochem. Photobiol. 72, 10 (2000). Photostability study: O. Ozer et al., Cosmet. Toiletries 116, 67 (2001). Review of sunscreen formulations: K. Klein, H. A. Finkelmeier, ibid. 105, 75-77 (1990).

Chemical structure

Properties

Colorless or pale yellow oil with distinct bluish fluorescence, bp3 177-179° (Carpenter). Also reported as mp 62.5-63.5°; bp0.33 156° (Rule, MacGillivray). d35 1.037. Sol in oil. Dissolves readily in alcohol, dilute aq acids. uv max (ethanol): 220, 249, 340 nm. Fluorescence emission max (ethanol): 405 nm.

Therapeutic Category

Ultraviolet screen.

Keywords

Ultraviolet Screen