PENTYL P-DIMETHYLAMINOBENZOATE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C14H21NO2
Molecular Weight	235.322
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure of PENTYL P-DIMETHYLAMINOBENZOATE

Structure Search

SMILES

CCCCCOC(=O)C1=CC=C(C=C1)N(C)C

InChI

InChIKey=LXTZRIBXKVRLOA-UHFFFAOYSA-N

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

HIDE SMILES / InChI

Molecular Formula	C14H21NO2
Molecular Weight	235.322
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/646366
Curator's Comment: description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/8405372

Padimate A (Pentyl dimethyl PABA; Amyl paradimethylaminobenzoate) is an ingredient in some sunscreens. This aromatic chemical absorbs ultraviolet rays thereby preventing sunburn. In Europe this chemical was withdrawn in 1989s. In the US it was never approved for use in sunscreens. Padimate A was capable of provoking phototoxic reactions. Explanation for the paradox of a sunscreen that promotes "sunburn" is that, as affected users have concluded, the product was ineffective. The similarity between sunburn and a phototoxic response has delayed recognition of this adverse effect until now.

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
ultraviolet A 2 Target ID: ultraviolet A Sources: https://www.ncbi.nlm.nih.gov/pubmed/646366	Binding Agent 1076

Conditions

Condition	Modality	Targets	Highest Phase	Product
Sunburn 84 Sources: https://www.ncbi.nlm.nih.gov/pubmed/646366	Palliative		Basic research	Unknown Approved Use Unknown

PubMed

Title	Date	PubMed
Phototoxicity to a sunscreen ingredient. Padimate A.	1978-04	646366

Sample Use Guides

In Vivo Use Guide

sunscreen

Route of Administration: Topical

In Vitro Use Guide

Unknown

Substance Class	Chemical Created by `admin` on `Mon Mar 31 21:42:25 GMT 2025` Edited by `admin` on `Mon Mar 31 21:42:25 GMT 2025`
Record UNII	3I0HW37A8Q
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

PENTYL P-DIMETHYLAMINOBENZOATE

Common Name

English

N-PENTYL P-DIMETHYLAMINOBENZOATE

Preferred Name

English

PENTYL 4-DIMETHYLAMINOBENZOATE

Systematic Name

English

Code System Code Type Description

FDA UNII

3I0HW37A8Q