Cinoxate

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 Edit this at Wikidata
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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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.

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. PMID 36442641.


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