Ecamsule

Ecamsule
Space-filling model of the ecamsule molecule
Names
IUPAC name
[(3Z)-3-[[4-[(Z)-[7,7-Dimethyl-2-oxo-1-(sulfomethyl)-3-bicyclo[2.2.1]heptanylidene]methyl]phenyl]methylidene]-7,7-dimethyl-2-oxo-1-bicyclo[2.2.1]heptanyl]methanesulfonic acid
Other names
Mexoryl SX; Terephthalylidene dicamphor sulfonic acid
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
ECHA InfoCard 100.101.049 Edit this at Wikidata
UNII
  • InChI=1S/C28H34O8S2/c1-25(2)21-9-11-27(25,15-37(31,32)33)23(29)19(21)13-17-5-7-18(8-6-17)14-20-22-10-12-28(24(20)30,26(22,3)4)16-38(34,35)36/h5-8,13-14,21-22H,9-12,15-16H2,1-4H3,(H,31,32,33)(H,34,35,36)/b19-13-,20-14- checkY
    Key: HEAHZSUCFKFERC-AXPXABNXSA-N checkY
  • InChI=1/C28H34O8S2/c1-25(2)21-9-11-27(25,15-37(31,32)33)23(29)19(21)13-17-5-7-18(8-6-17)14-20-22-10-12-28(24(20)30,26(22,3)4)16-38(34,35)36/h5-8,13-14,21-22H,9-12,15-16H2,1-4H3,(H,31,32,33)(H,34,35,36)/b19-13-,20-14-
    Key: HEAHZSUCFKFERC-AXPXABNXBW
  • O=S(=O)(O)CC45C(=O)\C(=C/c1ccc(cc1)/C=C2\C(=O)C3(CCC2C3(C)C)CS(=O)(=O)O)C(CC4)C5(C)C
Properties
C28H34O8S2
Molar mass 562.69 g·mol−1
Melting point 255 °C (491 °F; 528 K) (dec) [1]
log P 1.35 [1]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)

Ecamsule (USAN, trade name Mexoryl SX, INCI terephthalylidene dicamphor sulfonic acid) is an organic compound which is added to many sunscreens to filter out UVA rays. It is a benzylidene camphor derivative, many of which are known for their excellent photostability.[2]

Although there are a few different UV absorbers with the trade name Mexoryl, only two of them are widely used where approved. Mexoryl SX (water-soluble) and Mexoryl XL (INCI Drometrizole trisiloxane, oil-soluble). Together they show a synergistic effect in protection.[3] The patents are held by L'Oréal. Sunscreens containing ecamsule are exclusive to L'Oréal and its brands.

  1. ^ a b "ecamsule". www.chemsrc.com.
  2. ^ Deflandre A, Lang G (April 1988). "Photostability assessment of sunscreens. Benzylidene camphor and dibenzoylmethane derivatives". International Journal of Cosmetic Science. 10 (2): 53–62. doi:10.1111/j.1467-2494.1988.tb00002.x. PMID 19456910. S2CID 35351113.
  3. ^ Moyal D. (October 2004). "Prevention of ultraviolet-induced skin pigmentation". Photodermatol Photoimmunol Photomed. 20 (5): 243–7. doi:10.1111/j.1600-0781.2004.00111.x. PMID 15379874. S2CID 22120937.