Padimate A

Padimate A

Names
IUPAC name 3-methylbutyl 4-(dimethylamino)benzoate
Other names isoamyl dimethyl PABA Escalol 506, 4-dimethylaminobenzoic acid isopentyl ester
Identifiers
CAS Number	21245-01-2
ChemSpider	25047
Jmol interactive 3D	Image
PubChem	26890
InChI InChI=1S/C14H21NO2/c1-4-5-6-11-17-14(16)12-7-9-13(10-8-12)15(2)3/h7-10H,4-6,11H2,1-3H3 Key: LXTZRIBXKVRLOA-UHFFFAOYSA-N InChI=1/C14H21NO2/c1-4-5-6-11-17-14(16)12-7-9-13(10-8-12)15(2)3/h7-10H,4-6,11H2,1-3H3 Key: LXTZRIBXKVRLOA-UHFFFAOYAJ
SMILES O=C(OCCCCC)c1ccc(N(C)C)cc1
Properties
Chemical formula	C14H21NO2
Molar mass	235.322
Melting point	<25 °C
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Padimate A is an organic compound that is an ingredient in some sunscreens. It is an ester derivative of PABA. This aromatic chemical absorbs ultraviolet rays thereby preventing sunburn. However, it's chemical structure and behaviour is similar to an industrial free radical generator.^[1] In Europe this chemical was withdrawn in 1989 for unstated reasons.^[1] In the US it was never approved for use in sunscreens.

Photobiology

The photobiological properties of padimate O and padimate A resemble that of Michler's ketone. These compounds have been shown to increase the lethal effects of UV-radiation on cells.^[1] This photochemistry is relevant to the sunscreen controversy.

See also

• Padimate O, a related suncreen ingredient

References

1. Knowland, John; McKenzie, Edward A.; McHugh, Peter J.; Cridland, Nigel A. (1993). "Sunlight-induced mutagenicity of a common sunscreen ingredient.". FEBS Letters 324 (3): 309–313. doi:10.1016/0014-5793(93)80141-G. PMID 8405372.