Cinoxate

Cinoxate is an organic compound used as an ingredient in some types of sunscreens. It is an ester formed from methoxycinnamic acid and 2-ethoxyethanol. It is a slightly yellow viscous liquid that is insoluble in water, but miscible with alcohols, esters, and vegetable oils.

Cinoxate[1]
Ball-and-stick model of the cinoxate molecule
Space-filling model of the cinoxate molecule
Names
Preferred IUPAC name
2-Ethoxyethyl (2E)-3-(4-methoxyphenyl)prop-2-enoate
Other names
2-Ethoxyethyl p-methoxycinnamate
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
ECHA InfoCard 100.002.901
KEGG
UNII
  • InChI=1S/C14H18O4/c1-3-17-10-11-18-14(15)9-6-12-4-7-13(16-2)8-5-12/h4-9H,3,10-11H2,1-2H3/b9-6+ checkY
    Key: CMDKPGRTAQVGFQ-RMKNXTFCSA-N checkY
  • InChI=1/C14H18O4/c1-3-17-10-11-18-14(15)9-6-12-4-7-13(16-2)8-5-12/h4-9H,3,10-11H2,1-2H3/b9-6+
    Key: CMDKPGRTAQVGFQ-RMKNXTFCBV
  • O=C(OCCOCC)\C=C\c1ccc(OC)cc1
Properties
C14H18O4
Molar mass 250.294 g·mol−1
Density 1.102 g/cm3
Melting point −25 °C (−13 °F; 248 K)
Boiling point 184 to 187 °C (363 to 369 °F; 457 to 460 K) at 2 mmHg
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

It was approved as UV filter in the USA by the FDA in 1961, but it is not commonly used in cosmetic formulations anymore.[2]

See also

References
  1. Merck Index, 11th Edition, 2312.
  2. Pantelic, Molly N.; Wong, Nikita; Kwa, Michael; Lim, Henry W. (24 February 2023). "Ultraviolet filters in the United States and European Union: A review of safety and implications for the future of US sunscreens". Journal of the American Academy of Dermatology. 88 (3): 632–646. doi:10.1016/j.jaad.2022.11.039.


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