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16633

Supelco

1-(4-Methoxyphenyl)-3-(4-tert-butylphenyl)-1,3-propanedione

analytical standard

Sinonimo/i:

Avobenzone, Butylmethoxydibenzoylmethane

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About This Item

Formula empirica (notazione di Hill):
C20H22O3
Numero CAS:
70356-09-1
Peso molecolare:
310.39
Numero CE:
274-581-6
Numero MDL:
MFCD00210252
Codice UNSPSC:
41116107
ID PubChem:
329751311
NACRES:
NA.24

Grado

analytical standard

Livello qualitativo

100

Saggio

≥99.0% (GC)

tecniche

HPLC: suitable
gas chromatography (GC): suitable

Punto di fusione

81-84 °C

applicazioni

cleaning products
cosmetics
environmental
food and beverages
personal care

Formato

neat

Stringa SMILE

COc1ccc(cc1)C(=O)CC(=O)c2ccc(cc2)C(C)(C)C

InChI

1S/C20H22O3/c1-20(2,3)16-9-5-14(6-10-16)18(21)13-19(22)15-7-11-17(23-4)12-8-15/h5-12H,13H2,1-4H3
XNEFYCZVKIDDMS-UHFFFAOYSA-N

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Categorie correlate

Descrizione generale

Avobenzone is an UVA filter. It is used in sunscreen lotions and cosmetic formulations. It has maximum absorption at ca 340–350 nm, decreasing under UV irradiation resulting in loss of the UVA protecting effect. Its photostability is very sensitive as it is stable in polar protic solvent and is photolabile in nonpolar solvents.

Applicazioni

Avobenzone may be used as an analytical reference standard for the quantification of the analyte in the following:
  • Sunscreen formulations using reversed-phase high-performance liquid chromatography with diode array detection (RP-HPLC-DAD).
  • Freshwater, saline water samples, rat plasma and skin layers using liquid chromatography-positive electrospray ionization-tandem mass spectrometry (LC-ESI-MS/MS) in multiple reaction monitoring mode (MRM).

Avobenzone may be used to study the photophysical characteristics, photosensitizing activity of a blocked diketo form derived from 4-tert-butyl-4′-methoxydibenzoylmethane (BM-DBM).
Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Indicazioni di pericolo

H413

Consigli di prudenza

P273 - P501

Classi di pericolo

Aquatic Chronic 4

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 2

Dispositivi di protezione individuale

Eyeshields, Gloves

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Certificati d'analisi (COA)

Lot/Batch Number

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A sensitive LC?ESI-MS/MS method for the quantification of avobenzone in rat plasma and skin layers: Application to a topical administration study
Kim GM, et al.
Journal of Chromatography. B, Biomedical Sciences and Applications, 1003, 41-46 (2015)
Serge Forestier
Journal of the American Academy of Dermatology, 58(5 Suppl 2), S133-S138 (2008-04-25)
The risks associated with cumulative or overexposure to ultraviolet (UV) radiation are now well identified. They involve both UVB (290-320 nm) and UVA (320-400 nm) components. UVB radiation is still considered to be the major factor responsible for most harmful
Ibrahim Hanno et al.
Pharmaceutical research, 29(2), 559-573 (2011-09-23)
To prepare polyamide nanocapsules for skin photo-protection, encapsulating α-tocopherol, Parsol®MCX (ethylhexyl methoxycinnamate) and/or Parsol®1789 (butyl methoxydibenzoylmethane). Nanocapsules were obtained by combining spontaneous emulsification and interfacial polycondensation reaction between sebacoyl chloride and diethylenetriamine. Nano-emulsions used as control were obtained by the
Esther J H Collaris et al.
International journal of dermatology, 47 Suppl 1, 35-37 (2008-11-15)
Over the last decade, a change in the public awareness regarding the possible danger of excessive sunlight exposure has resulted in an increased consumption of sunscreens. These products contain a broad spectrum of putative sensitizers that can cause contact dermatitis
Cecilia Paris et al.
Photochemistry and photobiology, 85(1), 178-184 (2008-08-05)
Novel sunscreens are required providing active protection in the UVA and UVB regions. On the other hand, there is an increasing concern about the photosafety of UV filters, as some of them are not sufficiently photostable. Avobenzone is one of
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