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16633

Supelco

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

analytical standard

Synonyme(s) :

Avobenzone, Butylmethoxydibenzoylmethane

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About This Item

Formule empirique (notation de Hill) :
C20H22O3
Numéro CAS:
70356-09-1
Poids moléculaire :
310.39
Numéro CE :
274-581-6
Numéro MDL:
MFCD00210252
Code UNSPSC :
41116107
ID de substance PubChem :
329751311
Nomenclature NACRES :
NA.24

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Qualité

analytical standard

Niveau de qualité

100

Essai

≥99.0% (GC)

Technique(s)

HPLC: suitable
gas chromatography (GC): suitable

Pf

81-84 °C

Application(s)

cleaning products
cosmetics
environmental
food and beverages
personal care

Format

neat

Chaîne SMILES 

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

Clé InChI

XNEFYCZVKIDDMS-UHFFFAOYSA-N

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Catégories apparentées

Description générale

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.

Application

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).[1]
  • Freshwater, saline water samples,[2] rat plasma and skin layers[3] 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.

Mentions de danger

H413

Conseils de prudence

P273 - P501

Classification des risques

Aquatic Chronic 4

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 2

Équipement de protection individuelle

Eyeshields, Gloves

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Certificats d'analyse (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)
Analytical method development for simultaneous estimation of Oxybenzone, Octocrylene, Octinoxate and Avobenzone in sunscreen by high performance liquid chromatography and its validation
Bhuva C, et al.
Pharmacophore, 3(2) (2012)
Robert M Sayre et al.
Photochemistry and photobiology, 81(2), 452-456 (2004-11-25)
A major concern raised about photostability studies of sunscreen products is that the photodegradation of sunscreens does not readily translate into changes in product performance. This study examines the correlation between photochemical degradation of sunscreen agents and changes in protection
Woan-Ruoh Lee et al.
Toxicology letters, 211(2), 150-158 (2012-04-10)
While laser skin resurfacing is expected to result in reduced barrier function and increased risk of drug absorption, the extent of the increment has not yet been systematically investigated. We aimed to establish the skin permeation profiles of tetracycline and
Daniele Dondi et al.
Photochemical & photobiological sciences : Official journal of the European Photochemistry Association and the European Society for Photobiology, 5(9), 835-843 (2006-10-19)
A systematic investigation of two well-known and popular commercial suncreams reveals significant degradation when exposed to simulated UV sunlight at an irradiance corresponding to natural sunlight. We have examined the photochemistry of two widely used sunscreen active agents in pure
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