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Merck
CN

74309

Padimate O

analytical standard

Synonym(s):

2-Ethylhexyl 4-(dimethylamino)benzoate

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About This Item

Linear Formula:
(CH3)2NC6H4CO2CH2CH(C2H5)(CH2)3CH3
CAS Number:
Molecular Weight:
277.40
NACRES:
NA.24
PubChem Substance ID:
UNSPSC Code:
41116107
EC Number:
244-289-3
MDL number:
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InChI key

WYWZRNAHINYAEF-UHFFFAOYSA-N

InChI

1S/C17H27NO2/c1-5-7-8-14(6-2)13-20-17(19)15-9-11-16(12-10-15)18(3)4/h9-12,14H,5-8,13H2,1-4H3

SMILES string

CCCCC(CC)COC(=O)c1ccc(cc1)N(C)C

grade

analytical standard

assay

≥98.0% (HPLC)

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

refractive index

n20/D 1.541±0.001, n20/D 1.542 (lit.)

bp

325 °C (lit.)

density

0.995 g/mL at 25 °C (lit.)

application(s)

cleaning products
cosmetics
environmental
food and beverages
personal care

format

neat

Quality Level

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General description

Padimate O is a tertiary amine derivative of p-aminobenzoic acid (PABA), which is commonly used as a sunscreen agent in cosmetics and other sunscreen formulations due to its ability to absorb ultraviolet radiations.

Application

Padimate O may be used as a reference standard in the determination of padimate O in cosmetics using high performance liquid chromatography (HPLC).
Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

pictograms

Health hazard

signalword

Danger

hcodes

Hazard Classifications

Repr. 1B

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk

WGK 2

flash_point_f

374.0 °F - closed cup

flash_point_c

190 °C - closed cup


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Assay of mixtures of padimate-O and oxybenzone in sunscreen formulations by high-performance liquid chromatography.
Tan ISH, et al.
Journal of Chromatography A, 291, 275-282 (1984)
R Bestak et al.
The Journal of investigative dermatology, 105(3), 345-351 (1995-09-01)
This study compares the ability of two ultraviolet (UV) B-absorbing sunscreens, 2-ethylhexyl p-methoxycinnamate (2-EHMC) and 2-ethylhexyl p-aminobenzoate (Padimate O), and two physical sunscreens, microfine titanium dioxide (MTD) and zinc oxide, to protect the skin immune system from chronic (4 weeks)
V C Dunkel et al.
Environmental and molecular mutagenesis, 20(3), 188-198 (1992-01-01)
The nitrosamine contaminant, N-nitroso-N-methyl-p-aminobenzoic acid, 2-ethylhexyl ester (NPABAO), of the major sunscreen ingredient Padimate O (4-N,N'-dimethylamino-benzoic acid, 2-ethylhexyl ester) was synthesized and tested for mutagenicity in the Salmonella typhimurium and mouse lymphoma L5178Y TK +/- assays. In contrast to the
S H Dromgoole et al.
Journal of the American Academy of Dermatology, 22(6 Pt 1), 1068-1078 (1990-06-01)
Reports in the literature of sensitization associated with many commonly used sunscreening agents including p-aminobenzoic acid (PABA), PABA derivatives, anthranilates, salicylates, cinnamates, benzophenones, and dibenzoylmethane derivatives are reviewed. Several of these case reports involved subjects with various photodermatoses, implicating enhanced
M Gulston et al.
Mutation research, 444(1), 49-60 (1999-09-08)
On illumination with simulated sunlight, the UVB-absorbing sunscreen chemical 2-ethylhexyl-4-dimethylaminobenzoate (Padimate-O) generates excited species which inflict non-ligatable strand breaks on DNA in vitro and it also becomes mutagenic to yeast in vivo. Padimate-O is known to penetrate human skin but

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