Diethylamino hydroxybenzoyl hexyl benzoate

Diethylamino hydroxybenzoyl hexyl benzoate (INCI) is an organic compound used in sunscreens to absorb UVA radiation. It is marketed 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
CAS Number
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.103.916
PubChem CID
UNII
InChI
  • 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 Y
    Key: FDATWRLUYRHCJE-UHFFFAOYSA-N Y
  • 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
SMILES
  • CCCCCCOC(=O)C1=CC=CC=C1C(=O)C2=C(C(=CC=C2)N(CC)CC)O
Properties
Chemical formula
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).
Y verify (what is YN ?)
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 of 10 per cent[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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