Padimate O is an organic compound related to the water-soluble compound PABA (4-aminobenzoic acid) that is used as an ingredient in some sunscreens. This yellowish water-insoluble oily liquid is an ester formed by the condensation of 2-ethylhexanol with dimethylaminobenzoic acid. Other names for padimate O include 2-ethylhexyl 4-dimethylaminobenzoate, Escalol 507, octyldimethyl PABA, and OD-PABA.
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IUPAC name
2-ethylhexyl 4-(dimethylamino)benzoate
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Other names
2-ethylhexyl dimethyl PABA
Escalol 507 Sundown | |
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ECHA InfoCard | 100.040.248 |
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PubChem CID
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CompTox Dashboard (EPA)
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Properties | |
C17H27NO2 | |
Molar mass | 277.408 g·mol−1 |
Density | 0.99 g/cm3 |
Melting point | <25 °C |
Boiling point | 362 °C (684 °F; 635 K) |
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NFPA 704 (fire diamond) | |
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
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Padimate O absorbs ultraviolet rays, thereby preventing direct DNA damage by UV-B. However, the thus-excited padimate O molecule may then react with DNA to produce indirect DNA damage, similar to the effects of ionizing radiation. An in vitro yeast study conducted in 1993 demonstrated the sunlight-induced mutagenicity of padimate O.[1] The photobiological properties of padimate O resemble those of Michler's ketone, which is considered photocarcinogenic in rats and mice. These findings suggest that padimate O might also be photocarcinogenic.[2]
However, multiple in vivo studies conducted in hairless mice following topical application of padimate O have demonstrated no carcinogenic effects and that padimate O reduces the number of and delays the appearance of UV-induced skin tumors.[3][4][5][6]