Padimate O
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    WARNING: This product is for research use only, not for human or veterinary use.

Hodoodo CAT#: H461141

CAS#: 21245-02-3

Description: Padimate O is a UVB absorber. It is a major ingredient in sunscreens.

Chemical Structure

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Padimate O
CAS# 21245-02-3
Instruction

Theoretical Analysis

Hodoodo Cat#: H461141
Name: Padimate O
CAS#: 21245-02-3
Chemical Formula: C17H27NO2
Exact Mass: 277.20
Molecular Weight: 277.408
Elemental Analysis: C, 73.61; H, 9.81; N, 5.05; O, 11.53

Price and Availability

Size Price Availability Quantity
300mg USD 520 2 Weeks
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Synonym: Padimate O; Arlatone UVB; Escalol 507; Eusolex 6007;

IUPAC/Chemical Name: 2-ethylhexyl 4-(dimethylamino)benzoate

InChi Key: WYWZRNAHINYAEF-UHFFFAOYSA-N

InChi Code: 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 Code: O=C(OCC(CC)CCCC)c1ccc(N(C)C)cc1

Appearance: Solid powder

Purity: >98% (or refer to the Certificate of Analysis)

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility: Soluble in DMSO

Shelf Life: >3 years if stored properly

Drug Formulation: This drug may be formulated in DMSO

Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code: 2934.99.03.00

More Info:

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 277.41 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol:
In vitro protocol:
In vivo protocol:

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1: Gange RW, Soparkar A, Matzinger E, Dromgoole SH, Sefton J, DeGryse R. Efficacy of a sunscreen containing butyl methoxydibenzoylmethane against ultraviolet A radiation in photosensitized subjects. J Am Acad Dermatol. 1986 Sep;15(3):494-9. PubMed PMID: 3760274.

2: Knowland J, McKenzie EA, McHugh PJ, Cridland NA. Sunlight-induced mutagenicity of a common sunscreen ingredient. FEBS Lett. 1993 Jun 21;324(3):309-13. PubMed PMID: 8405372.

3: Dunkel VC, San RH, Harbell JW, Seifried HE, Cameron TP. Evaluation of the mutagenicity of an N-nitroso contaminant of the sunscreen Padimate O: N-nitroso-N-methyl-p-aminobenzoic acid, 2-ethylhexyl ester (NPABAO). Environ Mol Mutagen. 1992;20(3):188-98. PubMed PMID: 1396609.

4: Lowe NJ, Dromgoole SH, Sefton J, Bourget T, Weingarten D. Indoor and outdoor efficacy testing of a broad-spectrum sunscreen against ultraviolet A radiation in psoralen-sensitized subjects. J Am Acad Dermatol. 1987 Aug;17(2 Pt 1):224-30. PubMed PMID: 3624560.

5: Fisher MS, Menter JM, Willis I. Ultraviolet radiation-induced suppression of contact hypersensitivity in relation to padimate O and oxybenzone. J Invest Dermatol. 1989 Mar;92(3):337-41. PubMed PMID: 2783954.

6: Nicolazzo JA, Reed BL, Finnin BC. Enhanced buccal mucosal retention and reduced buccal permeability of estradiol in the presence of padimate O and Azone: a mechanistic study. J Pharm Sci. 2005 Apr;94(4):873-82. PubMed PMID: 15736191.

7: Krishnan R, Nordlund TM. Fluorescence dynamics of three UV-B sunscreens. J Fluoresc. 2008 Jan;18(1):203-17. Epub 2007 Oct 26. PubMed PMID: 17963026.

8: Loeppky RN, Hastings R, Sandbothe J, Heller D, Bao Y, Nagel D. Nitrosation of tertiary aromatic amines related to sunscreen ingredients. IARC Sci Publ. 1991;(105):244-52. PubMed PMID: 1855862.

9: Mouawad J, Saadeh F, Tabosh HA, Haddadin MJ, Gali-Muhtasib H. The photoprotective effects of 2-benzoyl-3-phenylquinoxaline 1,4-dioxide against UVB-induced damage in HaCaT cells. Med Oncol. 2016 Aug;33(8):86. doi: 10.1007/s12032-016-0802-4. Epub 2016 Jul 4. PubMed PMID: 27377483.

10: Bourzac K. Skin Deep. Sci Am. 2016 Jul;315(1):19. doi: 10.1038/scientificamerican0716-19. PubMed PMID: 27348370.

11: McHugh PJ, Knowland J. Characterization of DNA damage inflicted by free radicals from a mutagenic sunscreen ingredient and its location using an in vitro genetic reversion assay. Photochem Photobiol. 1997 Aug;66(2):276-81. PubMed PMID: 9277149.

12: Gulston M, Knowland J. Illumination of human keratinocytes in the presence of the sunscreen ingredient Padimate-O and through an SPF-15 sunscreen reduces direct photodamage to DNA but increases strand breaks. Mutat Res. 1999 Jul 21;444(1):49-60. PubMed PMID: 10477339.

13: Morgan TM, O'Sullivan HM, Reed BL, Finnin BC. Transdermal delivery of estradiol in postmenopausal women with a novel topical aerosol. J Pharm Sci. 1998 Oct;87(10):1226-8. PubMed PMID: 9758681.

14: Krause M, Klit A, Blomberg Jensen M, Søeborg T, Frederiksen H, Schlumpf M, Lichtensteiger W, Skakkebaek NE, Drzewiecki KT. Sunscreens: are they beneficial for health? An overview of endocrine disrupting properties of UV-filters. Int J Androl. 2012 Jun;35(3):424-36. doi: 10.1111/j.1365-2605.2012.01280.x. Review. PubMed PMID: 22612478.

15: Pont AR, Charron AR, Brand RM. Active ingredients in sunscreens act as topical penetration enhancers for the herbicide 2,4-dichlorophenoxyacetic acid. Toxicol Appl Pharmacol. 2004 Mar 15;195(3):348-54. PubMed PMID: 15020197.

16: Calza P, Vione D, Galli F, Fabbri D, Dal Bello F, Medana C. Study of the photochemical transformation of 2-ethylhexyl 4-(dimethylamino)benzoate (OD-PABA) under conditions relevant to surface waters. Water Res. 2016 Jan 1;88:235-244. doi: 10.1016/j.watres.2015.10.015. Epub 2015 Oct 23. PubMed PMID: 26512801.

17: Tan HS, Sih R, Moseley SE, Lichtin JL. Assay of mixtures of padimate-O and oxybenzone in sunscreen formulations by high-performance liquid chromatography. J Chromatogr. 1984 May 18;291:275-82. PubMed PMID: 6736169.

18: Bratkovics S, Wirth E, Sapozhnikova Y, Pennington P, Sanger D. Baseline monitoring of organic sunscreen compounds along South Carolina's coastal marine environment. Mar Pollut Bull. 2015 Dec 15;101(1):370-377. doi: 10.1016/j.marpolbul.2015.10.015. Epub 2015 Nov 2. PubMed PMID: 26541983.

19: Tsai YH, Lee KF, Huang YB, Huang CT, Wu PC. In vitro permeation and in vivo whitening effect of topical hesperetin microemulsion delivery system. Int J Pharm. 2010 Mar 30;388(1-2):257-62. doi: 10.1016/j.ijpharm.2009.12.051. Epub 2010 Jan 7. PubMed PMID: 20060453.

20: Bestak R, Barnetson RS, Nearn MR, Halliday GM. Sunscreen protection of contact hypersensitivity responses from chronic solar-simulated ultraviolet irradiation correlates with the absorption spectrum of the sunscreen. J Invest Dermatol. 1995 Sep;105(3):345-51. PubMed PMID: 7665910.