Cinoxate : Wikipedia, the free encyclopedia

Cinoxate

UV filter used in sunscreens

Cinoxate^[1]
Names


Preferred IUPAC name 2-Ethoxyethyl (2E)-3-(4-methoxyphenyl)prop-2-enoate
Other names 2-Ethoxyethyl p-methoxycinnamate
Identifiers
CAS Number	104-28-9^Y
3D model (JSmol)	Interactive image
ChEMBL	ChEMBL2104045^N
ChemSpider	4523729^Y
ECHA InfoCard	100.002.901
KEGG	D03512^Y
PubChem CID	5373773
UNII	5437O7N5BH^Y
CompTox Dashboard (EPA)	DTXSID101167513 DTXSID2025264, DTXSID101167513
InChI 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+^Y Key: CMDKPGRTAQVGFQ-RMKNXTFCSA-N^Y 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
SMILES O=C(OCCOCC)\C=C\c1ccc(OC)cc1
Properties
Chemical formula	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). N verify (what is ^YN ?) Infobox references

Chemical compound

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]

References

^ Merck Index, 11th Edition, 2312.
^ 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.