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Details

Stereochemistry RACEMIC
Molecular Formula C17H27NO2
Molecular Weight 277.4018
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PADIMATE O

SMILES

CCCCC(CC)COC(=O)C1=CC=C(C=C1)N(C)C

InChI

InChIKey=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

HIDE SMILES / InChI

Description
Curator's Comment: description was created based on several sources, including: http://www.skincancer.org/prevention/sun-protection/sunscreen/the-skin-cancer-foundations-guide-to-sunscreens http://www.accessdata.fda.gov/scripts/cdrh/cfdocs/cfcfr/CFRSearch.cfm?fr=352.50 http://www.ncbi.nlm.nih.gov/pubmed/10477339

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 chemical releases free radicals, damages DNA, has estrogenic activity, and causes allergic reactions in some people. Maximum FDA-approved concentration - 8%. Range of protection - UVB.

Originator

Willstätter, R.|Kahn, W.
1
Sources: DOI: 10.1002/cber.19040370172

Approval Year

1964
102
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Preventing
Approved
8429
Unknown

Approved Use

Lightens dark discolorations in the skin such as age spots, liver spots, freckles, minor scars and pigment in skin that may occur during pregnancy or from the use of oral contraceptives. Helps prevent sunburn.
PubMed

PubMed

TitleDatePubMed
Optical spectroscopy of hydrophobic sunscreen molecules adsorbed to dielectric nanospheres.
2004 Jun
Determination of sixteen UV filters in suncare formulations by high-performance liquid chromatography.
2004 Sep 17
Fluorescence of sunscreens adsorbed to dielectric nanospheres: parallels to optical behavior on hacat cells and skin.
2006 Nov-Dec
Determination of 2-isopropyl thioxanthone and 2-ethylhexyl-4-dimethylaminobenzoate in milk: comparison of gas and liquid chromatography with mass spectrometry.
2007 Sep
Determination of ink photoinitiators in packaged beverages by gas chromatography-mass spectrometry and liquid chromatography-mass spectrometry.
2008 Jun 20
Photostability and phytotoxicity of selected sunscreen agents and their degradation mixtures in water.
2009 Nov
Dispersive liquid-liquid microextraction followed by gas chromatography-mass spectrometry for the rapid and sensitive determination of UV filters in environmental water samples.
2010 Sep
Patents

Patents

JP2007537173A
1
JP4829795B2
1
JPH08165222A
1

Sample Use Guides

In Vivo Use Guide
Apply liberally 15 minutes before sun exposure. At least every 2 hours
Route of Administration: Topical
In Vitro Use Guide
Padimate-O reduces direct DNA damage in human keratinocytes from sunlight (UV-endonuclease-sensitive sites) from 4.32 to 1.52 (given as the number/megabase/kJ/m2).
Name Type Language
PADIMATE O
HSDB   MART.   USAN   USP   USP-RS   VANDF   WHO-DD  
USAN  
Official Name English
PADIMATE O [VANDF]
Common Name English
ARLATONE UVB
Brand Name English
2-ETHYLHEXYL 4-(DIMETYLAMINO)BENZOATE
Common Name English
ETHYLHEXYL DIMETHYL PABA [INCI]
Common Name English
OCTYL DIMETHYL PABA [VANDF]
Common Name English
2-ETHYL-HEXYL 4-DIMETHYLAMINOBENZOATE
Systematic Name English
PADIMATE O [USAN]
Common Name English
Padimate o [WHO-DD]
Common Name English
OCTYL DIMETHYL PABA
VANDF  
Common Name English
BENZOIC ACID, 4-(DIMETHYLAMINO)-, 2-ETHYLHEXYL ESTER
Common Name English
UVASORB DMO
Brand Name English
PADIMATE O [USP MONOGRAPH]
Common Name English
PADIMATE O, (±)-
Common Name English
4-(DIMETHYLAMINO)BENZOIC ACID 2-ETHYLHEXYL ESTER [MI]
Common Name English
PADIMATE O [HSDB]
Common Name English
2-ETHYLHEXYL N,N-DIMETHYL-P-AMINOBENZOATE
Common Name English
PADIMATE-O
VANDF  
Common Name English
EUSOLEX 6007
Brand Name English
PADIMATE-O [VANDF]
Common Name English
PAMIMATE O [VANDF]
Common Name English
4-(DIMETHYLAMINO)BENZOIC ACID 2-ETHYLHEXYL ESTER
MI  
Systematic Name English
2-ETHYLHEXYL P-(DIMETHYLAMINO)BENZOATE
Common Name English
ETHYLHEXYL DIMETHYL PABA
INCI  
INCI  
Official Name English
PADIMATE O [MART.]
Common Name English
ESCALOL 507
Brand Name English
PADIMATE O [USP-RS]
Common Name English
2-Ethylhexyl 4-(dimethylamino)benzoate
Systematic Name English
(±)-PADIMATE O
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C851
Created by admin on Fri Dec 15 14:59:26 UTC 2023 , Edited by admin on Fri Dec 15 14:59:26 UTC 2023
Code System Code Type Description
MERCK INDEX
m4524
Created by admin on Fri Dec 15 14:59:26 UTC 2023 , Edited by admin on Fri Dec 15 14:59:26 UTC 2023
PRIMARY Merck Index
HSDB
7169
Created by admin on Fri Dec 15 14:59:26 UTC 2023 , Edited by admin on Fri Dec 15 14:59:26 UTC 2023
PRIMARY
ECHA (EC/EINECS)
244-289-3
Created by admin on Fri Dec 15 14:59:26 UTC 2023 , Edited by admin on Fri Dec 15 14:59:26 UTC 2023
PRIMARY
RS_ITEM_NUM
1491503
Created by admin on Fri Dec 15 14:59:26 UTC 2023 , Edited by admin on Fri Dec 15 14:59:26 UTC 2023
PRIMARY
ChEMBL
CHEMBL1323699
Created by admin on Fri Dec 15 14:59:26 UTC 2023 , Edited by admin on Fri Dec 15 14:59:26 UTC 2023
PRIMARY
FDA UNII
Z11006CMUZ
Created by admin on Fri Dec 15 14:59:26 UTC 2023 , Edited by admin on Fri Dec 15 14:59:26 UTC 2023
PRIMARY
EVMPD
SUB169711
Created by admin on Fri Dec 15 14:59:26 UTC 2023 , Edited by admin on Fri Dec 15 14:59:26 UTC 2023
PRIMARY
DRUG CENTRAL
4270
Created by admin on Fri Dec 15 14:59:26 UTC 2023 , Edited by admin on Fri Dec 15 14:59:26 UTC 2023
PRIMARY
DAILYMED
Z11006CMUZ
Created by admin on Fri Dec 15 14:59:26 UTC 2023 , Edited by admin on Fri Dec 15 14:59:26 UTC 2023
PRIMARY
WIKIPEDIA
PADIMATE O
Created by admin on Fri Dec 15 14:59:26 UTC 2023 , Edited by admin on Fri Dec 15 14:59:26 UTC 2023
PRIMARY
CAS
21245-02-3
Created by admin on Fri Dec 15 14:59:26 UTC 2023 , Edited by admin on Fri Dec 15 14:59:26 UTC 2023
PRIMARY
SMS_ID
100000159525
Created by admin on Fri Dec 15 14:59:26 UTC 2023 , Edited by admin on Fri Dec 15 14:59:26 UTC 2023
PRIMARY
DRUG BANK
DB11570
Created by admin on Fri Dec 15 14:59:26 UTC 2023 , Edited by admin on Fri Dec 15 14:59:26 UTC 2023
PRIMARY
EPA CompTox
DTXSID7029320
Created by admin on Fri Dec 15 14:59:26 UTC 2023 , Edited by admin on Fri Dec 15 14:59:26 UTC 2023
PRIMARY
PUBCHEM
30541
Created by admin on Fri Dec 15 14:59:26 UTC 2023 , Edited by admin on Fri Dec 15 14:59:26 UTC 2023
PRIMARY
NCI_THESAURUS
C84038
Created by admin on Fri Dec 15 14:59:26 UTC 2023 , Edited by admin on Fri Dec 15 14:59:26 UTC 2023
PRIMARY
EVMPD
SUB14742MIG
Created by admin on Fri Dec 15 14:59:26 UTC 2023 , Edited by admin on Fri Dec 15 14:59:26 UTC 2023
PRIMARY
MESH
C041981
Created by admin on Fri Dec 15 14:59:26 UTC 2023 , Edited by admin on Fri Dec 15 14:59:26 UTC 2023
PRIMARY
RXCUI
32786
Created by admin on Fri Dec 15 14:59:26 UTC 2023 , Edited by admin on Fri Dec 15 14:59:26 UTC 2023
PRIMARY RxNorm
ACTIVE MOIETY
Structure of PADIMATE O
NIH
NCATS
PRIVACY ACT
ACCESSIBILITY
DISCLAIMER
HHS VULNERABILITY DISCLOSURE
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