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PHR1074

Supelco

Oxybenzone

Pharmaceutical Secondary Standard; Certified Reference Material

Synonym(s):
2-Hydroxy-4-methoxybenzophenone, Oxybenzone
Linear Formula:
HOC6H3(OCH3)COC6H5
CAS Number:
Molecular Weight:
228.24
Beilstein:
1913145
EC Number:
MDL number:
eCl@ss:
39023842
PubChem Substance ID:
NACRES:
NA.24

Quality Level

grade

certified reference material
pharmaceutical secondary standard

CofA

current certificate can be downloaded

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

bp

150-160 °C/5 mmHg (lit.)

mp

62-64 °C (lit.)

application(s)

environmental
pharmaceutical (small molecule)

format

neat

pharmacopeia traceability

traceable to USP 1485001

storage temp.

2-30°C

SMILES string

COc1ccc(c(O)c1)C(=O)c2ccccc2

InChI

1S/C14H12O3/c1-17-11-7-8-12(13(15)9-11)14(16)10-5-3-2-4-6-10/h2-9,15H,1H3

InChI key

DXGLGDHPHMLXJC-UHFFFAOYSA-N

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General description

Oxybenzone, also known as benzophenone-3, belongs to the class of aromatic organic UV filters. It is categorized as an endocrine disruptor chemical (EDC) as it can interfere with the endocrine system. It exhibits estrogenic activity through its interaction with the estrogen receptors alpha (ERα) and beta (ERβ). It is a lipophilic, broad-spectrum sunscreen agent which absorbs ultraviolet B (290−320 nm), some ultraviolet A (320−360 nm), and some ultraviolet C (250−290 nm) radiations. It is widely used as an active compound in commercial sunscreens, creams, lotions, lipsticks, perfumes, shower bath, hair sprays, shampoos, and transparent packing material of products.
Pharmaceutical secondary standards for application in quality control, provide pharma laboratories and manufacturers with a convenient and cost-effective alternative to the preparation of in-house working standards.

Application

Oxybenzone may be used as a pharmaceutical reference standard in the determination of the analyte in pharmaceutical formulations by spectrophotometric and chromatographic techniques.
These Secondary Standards are qualified as Certified Reference Materials. These are suitable for use in several analytical applications including but not limited to pharma release testing, pharma method development for qualitative and quantitative analyses, food and beverage quality control testing, and other calibration requirements.

Analysis Note

These secondary standards offer multi-traceability to the USP, EP (PhEur) and BP primary standards, where they are available.

Other Notes

This Certified Reference Material (CRM) is produced and certified in accordance with ISO 17034 and ISO/IEC 17025. All information regarding the use of this CRM can be found on the certificate of analysis.

Footnote

To see an example of a Certificate of Analysis for this material enter LRAB3268 in the slot below. This is an example certificate only and may not be the lot that you receive.

Pictograms

Environment

Signal Word

Warning

Hazard Statements

Precautionary Statements

Hazard Classifications

Aquatic Acute 1 - Aquatic Chronic 2

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 2

Flash Point(F)

212.0 °F - closed cup

Flash Point(C)

100 °C - closed cup

Certificate of Analysis

Certificate of Origin

Estrogenic activity and reproductive effects of the UV-filter oxybenzone (2-hydroxy-4-methoxyphenyl-methanone) in fish
Coronado M, et al.
Aquatic Toxicology (Amsterdam, Netherlands), 90(3), 182-187 (2008)
Efficient flow injection and sequential injection methods for spectrophotometric determination of oxybenzone in sunscreens based on reaction with Ni (II)
Chisvert A, et al.
Fresenius Journal of Analytical Chemistry, 369(7-8), 684-689 (2001)
Simultaneous determination of nine UV filters and four preservatives in suncare products by high-performance liquid chromatography
Kim K, et al.
Journal of Chromatographic Science, 49(7), 554-559 (2011)
Formulation of a novel oxybenzone-loaded nanostructured lipid carriers (NLCs)
Sanad RA, et al.
Aaps Pharmscitech, 11(4), 1684-1694 (2010)
Activation of alpha, beta estrogen, pS2 and AHR receptors by UV filters in MCF-7 cell line
Yazar S and Oztas E
Fresenius Environmental Bulletin, 27, 2110-2117 (2018)

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