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PHR1074

Oxybenzone

Pharmaceutical Secondary Standard; Certified Reference Material

Synonym(s):

2-Hydroxy-4-methoxybenzophenone, Oxybenzone

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About This Item

Linear Formula:
HOC6H3(OCH3)COC6H5
CAS Number:
131-57-7
Molecular Weight:
228.24
NACRES:
NA.24
PubChem Substance ID:
329823097
eCl@ss:
39023842
UNSPSC Code:
41116107
EC Number:
205-031-5
MDL number:
MFCD00008387
Beilstein/REAXYS Number:
1913145

Key Documents

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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

SMILES string

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

grade

certified reference material, pharmaceutical secondary standard

agency

traceable to USP 1485001

API family

oxybenzone

CofA

current certificate can be downloaded

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

bp

150-160 °C/5 mmHg (lit.)

Quality Level

300

application(s)

environmental
pharmaceutical (small molecule)

format

neat

storage temp.

2-30°C

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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 and EP (PhEur) primary standards, where they are available.

Other Notes

Find a digital Reference Material for this product available on our online platform ChemisTwin® for NMR. You can use this digital equivalent on ChemisTwin® for your sample identity confirmation and compound quantification (with digital external standard). An NMR spectrum of this substance can be viewed and an online comparison against your sample can be performed with a few mouseclicks. Learn more here and start your free trial.
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.
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
GHS09

signalword

Warning

hcodes

H410

Hazard Classifications

Aquatic Acute 1 - Aquatic Chronic 2

flash_point_f

212.0 °F - closed cup

flash_point_c

100 °C - closed cup

Storage Class

11 - Combustible Solids

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Formulation of a novel oxybenzone-loaded nanostructured lipid carriers (NLCs)
Sanad RA, et al.
Aaps Pharmscitech, 11(4), 1684-1694 (2010)
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)
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)
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)
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)
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