Diethylamino hydroxybenzoyl hexyl benzoate

Diethylamino hydroxybenzoyl hexyl benzoate (INCI) is an organic compound used in sunscreens to absorb UVA radiation. It is marketed as Parsol DHHB by DSM and as Uvinul A Plus by BASF. DHHB has an absorption maximum of 354 nm.[1][2]

Diethylamino hydroxybenzoyl hexyl benzoate
Names
Preferred IUPAC name
Hexyl 2-[4-(diethylamino)-2-hydroxybenzoyl]benzoate
Other names
Uvinul A Plus
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.103.916
UNII
  • InChI=1S/C24H31NO4/c1-4-7-8-11-16-29-24(28)20-13-10-9-12-19(20)23(27)21-15-14-18(17-22(21)26)25(5-2)6-3/h9-10,12-15,17,26H,4-8,11,16H2,1-3H3 checkY
    Key: FDATWRLUYRHCJE-UHFFFAOYSA-N checkY
  • InChI=1/C24H31NO4/c1-4-7-8-11-16-29-24(28)20-13-10-9-12-19(20)23(27)21-15-14-18(17-22(21)26)25(5-2)6-3/h9-10,12-15,17,26H,4-8,11,16H2,1-3H3
    Key: FDATWRLUYRHCJE-UHFFFAOYAR
  • CCCCCCOC(=O)C1=CC=CC=C1C(=O)C2=C(C(=CC=C2)N(CC)CC)O
Properties
C24H31NO4
Molar mass 397.515 g·mol−1
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

DHHB has excellent photostability and compatibility with other UV absorbers and other cosmetic ingredients.[3]

DHHB has been approved for the use in sunscreens in the European Union since 2005 with a maximum concentration of 10%[4][5] and is also approved in South America, Mexico, Japan and Taiwan.[6] In the United States it can be used for product protection.[7]

References
  1. Vielhaber G, Grether-Beck S, Koch O, Johncock W, Krutmann J (March 2006). "Sunscreens with an absorption maximum of > or =360 nm provide optimal protection against UVA1-induced expression of matrix metalloproteinase-1, interleukin-1, and interleukin-6 in human dermal fibroblasts". Photochem Photobiol Sci. 5 (3): 275–82. doi:10.1039/b516702g. PMID 16520862.
  2. UV Absorber Portfolio Performance Data and Regulatory Status Archived 2010-10-11 at the Wayback Machine, cosmetics.basf.de
  3. "Science Links Japan | New raw materials and technologies for cosmetics. Functions and development of new UVA absorber". Archived from the original on 2012-02-10. Retrieved 2008-08-27.
  4. "BASF Group: Uvinul® A Plus - for safer sunbathing". Archived from the original on 2008-10-07. Retrieved 2008-08-25.
  5. "Archived copy" (PDF). Archived from the original (PDF) on 2008-08-14. Retrieved 2008-08-25.{{cite web}}: CS1 maint: archived copy as title (link)
  6. "Archived copy" (PDF). Archived from the original (PDF) on 2011-07-18. Retrieved 2008-08-25.{{cite web}}: CS1 maint: archived copy as title (link)
  7. "WebPublisher HTML Template". Archived from the original on 2011-07-21. Retrieved 2009-07-11.
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