Padimate O

Padimate O
	File:Padimate O.png
Names
	IUPAC name 2-ethylhexyl 4-(dimethylamino)benzoate
	Other names 2-ethylhexyl dimethyl PABA; Escalol 507; Sundown
Identifiers
CAS Number	21245-02-3 check;
3D model (JSmol)	Interactive image;
ChemSpider	28343 check;
ECHA InfoCard	Lua error in Module:Wikidata at line 880: attempt to index field 'wikibase' (a nil value). Lua error in Module:Wikidata at line 880: attempt to index field 'wikibase' (a nil value).Lua error in Module:EditAtWikidata at line 29: attempt to index field 'wikibase' (a nil value).
E number	Lua error in Module:Wikidata at line 880: attempt to index field 'wikibase' (a nil value).
KEGG	D05335 check;
PubChem CID	30541;
UNII	Z11006CMUZ check;
CompTox Dashboard (EPA)	{{#property:P3117}}Lua error in Module:EditAtWikidata at line 29: attempt to index field 'wikibase' (a nil value).;
	InChI 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 check Key: WYWZRNAHINYAEF-UHFFFAOYSA-N check; InChI=1/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 Key: WYWZRNAHINYAEF-UHFFFAOYAL;
	SMILES O=C(OCC(CC)CCCC)c1ccc(N(C)C)cc1;
Properties
Chemical formula	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)
Hazards
NFPA 704 (fire diamond)	Error: Image is invalid or non-existent. 1 1 0
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). check verify (what is check☒ ?) Infobox references

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.

Photobiology

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]

References

^ Lua error in Module:Citation/CS1/Configuration at line 2172: attempt to index field '?' (a nil value).
^ Lua error in Module:Citation/CS1/Configuration at line 2172: attempt to index field '?' (a nil value).
^ Lua error in Module:Citation/CS1/Configuration at line 2172: attempt to index field '?' (a nil value).
^ Lua error in Module:Citation/CS1/Configuration at line 2172: attempt to index field '?' (a nil value).
^ Lua error in Module:Citation/CS1/Configuration at line 2172: attempt to index field '?' (a nil value).
^ Lua error in Module:Citation/CS1/Configuration at line 2172: attempt to index field '?' (a nil value).

[Knowland1993-1] Lua error in Module:Citation/CS1/Configuration at line 2172: attempt to index field '?' (a nil value).

[Sensitization-2] Lua error in Module:Citation/CS1/Configuration at line 2172: attempt to index field '?' (a nil value).

[3] Lua error in Module:Citation/CS1/Configuration at line 2172: attempt to index field '?' (a nil value).

[4] Lua error in Module:Citation/CS1/Configuration at line 2172: attempt to index field '?' (a nil value).

[5] Lua error in Module:Citation/CS1/Configuration at line 2172: attempt to index field '?' (a nil value).

[6] Lua error in Module:Citation/CS1/Configuration at line 2172: attempt to index field '?' (a nil value).

[1]

[2]

[3]

[4]

[5]

[6]

v t e Sunscreening agents currently approved by one or more agencies (e.g. US FDA, SCCS, TGA)
UVA: 400–315 nm UVB: 315–290 nm
UVA filters	Avobenzone Bis-(Diethylaminohydroxybenzoyl Benzoyl) Piperazine (HAA299) Bisdisulizole disodium Diethylamino hydroxybenzoyl hexyl benzoate Ecamsule Menthyl anthranilate Methoxypropylamino cyclohexenylidene ethoxyethylcyanoacetate
UVB filters	Amiloxate 4-Aminobenzoic acid (PABA) Cinoxate Ethylhexyl triazone Homosalate Enzacamene Octyl methoxycinnamate (Octinoxate) Ethylhexyl salicylate (Octisalate) Padimate O Phenylbenzimidazole sulfonic acid (Ensulizole) Polysilicone-15 Trolamine salicylate
UVA+UVB filters	Bemotrizinol Benzophenones 1–12 Bisoctrizole Dioxybenzone Drometrizole trisiloxane Iscotrizinol Octocrylene Oxybenzone Phenylene bis-diphenyltriazine Sulisobenzone Titanium dioxide Tris-biphenyl triazine Zinc oxide
See also: Photoprotection, Sun protective clothing, Sun tanning, and Sunburn

Names
File:Padimate O.png
IUPAC name 2-ethylhexyl 4-(dimethylamino)benzoate
Other names 2-ethylhexyl dimethyl PABA Escalol 507 Sundown
Identifiers
CAS Number	21245-02-3^checkY
3D model (JSmol)	Interactive image
ChemSpider	28343^checkY
ECHA InfoCard	Lua error in Module:Wikidata at line 880: attempt to index field 'wikibase' (a nil value). Lua error in Module:Wikidata at line 880: attempt to index field 'wikibase' (a nil value).Lua error in Module:EditAtWikidata at line 29: attempt to index field 'wikibase' (a nil value).
E number	Lua error in Module:Wikidata at line 880: attempt to index field 'wikibase' (a nil value).
KEGG	D05335^checkY
PubChem CID	30541
UNII	Z11006CMUZ^checkY
CompTox Dashboard (EPA)	{{#property:P3117}}Lua error in Module:EditAtWikidata at line 29: attempt to index field 'wikibase' (a nil value).
InChI 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^checkY Key: WYWZRNAHINYAEF-UHFFFAOYSA-N^checkY InChI=1/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 Key: WYWZRNAHINYAEF-UHFFFAOYAL
SMILES O=C(OCC(CC)CCCC)c1ccc(N(C)C)cc1
Properties
Chemical formula	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)
Hazards
NFPA 704 (fire diamond)	Error: Image is invalid or non-existent. 1 1 0
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). checkY verify (what is ^checkY☒N ?) Infobox references

Padimate O

Photobiology

See also

References

Navigation menu

Search