ENSULIZOLE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C13H10N2O3S
Molecular Weight	274.295
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

OS(=O)(=O)C1=CC2=C(C=C1)N=C(N2)C3=CC=CC=C3

InChI

InChIKey=UVCJGUGAGLDPAA-UHFFFAOYSA-N

InChI=1S/C13H10N2O3S/c16-19(17,18)10-6-7-11-12(8-10)15-13(14-11)9-4-2-1-3-5-9/h1-8H,(H,14,15)(H,16,17,18)

HIDE SMILES / InChI

Molecular Formula	C13H10N2O3S
Molecular Weight	274.295
Charge	0
Count

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

Description
Sources: https://dailymed.nlm.nih.gov/dailymed/drugInfo.cfm?setid=611798eb-4004-40e8-b7ff-345136253975
Curator's Comment: description was created based on several sources, including: http://www.ncbi.nlm.nih.gov/pubmed/23112351

Ensulizole (INN) (phenylbenzimidazole sulfonic acid) is a common sunscreen agent. In 1999, the United States Food and Drug Administration regulated that the name ensulizole be used on sunscreen labels in the United States. It is a selective UVB filter, allowing almost all UVA transmission. The scope of UVB is 290 to 340 nanometers whereas the UVA range is 320 to 400 nanometers. For better UVA protection, it must be paired with avobenzone, titanium dioxide, or zinc oxide; outside of the United States it can also be paired with a UV absorber of the Tinosorb or Mexoryl types. Because is water-soluble, it has the characteristic of feeling lighter on skin. As such, it is often used in sunscreen lotions or moisturizers whose aesthetic goal is a non-greasy finish. The free acid is poorly soluble in water, so it is only used as its soluble salts

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
ultraviolet B 3 Target ID: ultraviolet B Sources: http://www.ncbi.nlm.nih.gov/pubmed/23112351	Binding Agent 1076

Conditions

Condition	Modality	Targets	Highest Phase	Product
Sunburn 84 Sources: https://dailymed.nlm.nih.gov/dailymed/drugInfo.cfm?setid=611798eb-4004-40e8-b7ff-345136253975	Preventing		Approved 8583	ALOE SUNSCREEN Approved Use Unknown Launch Date 2011

Doses

Dose	Population	Adverse events
10 % single, topical Studied dose Dose: 10 % Route: topical Route: single Dose: 10 % Sources: https://pubmed.ncbi.nlm.nih.gov/30891767/	healthy, ADULT Health Status: healthy Age Group: ADULT Sex: M Food Status: UNKNOWN Sources: https://pubmed.ncbi.nlm.nih.gov/30891767/	Disc. AE: Allergic contact dermatitis... AEs leading to discontinuation/dose reduction: Allergic contact dermatitis (100%) Sources: https://pubmed.ncbi.nlm.nih.gov/30891767/

AEs

AE	Significance	Dose	Population
Allergic contact dermatitis	100% Disc. AE	10 % single, topical Studied dose Dose: 10 % Route: topical Route: single Dose: 10 % Sources: https://pubmed.ncbi.nlm.nih.gov/30891767/	healthy, ADULT Health Status: healthy Age Group: ADULT Sex: M Food Status: UNKNOWN Sources: https://pubmed.ncbi.nlm.nih.gov/30891767/

PubMed

Title	Date	PubMed
Quantum chemical investigation and experimental verification on the aquatic photochemistry of the sunscreen 2-phenylbenzimidazole-5-sulfonic acid.	2010-10-01	20836551
The sunscreen agent 2-phenylbenzimidazole-5-sulfonic acid photosensitizes the formation of oxidized guanines in cellulo after UV-A or UV-B exposure.	2010-10	20574440
Occurrence of xenobiotics in gray water and removal in three biological treatment systems.	2010-09-01	20681737
Phase behavior of aqueous mixtures of 2-phenylbenzimidazole-5-sulfonic acid and cetyltrimethylammonium bromide: hydrogels, vesicles, tubules, and ribbons.	2008-03-13	18275177
Indirect fluorescent determination of selected nitro-aromatic and pharmaceutical compounds via UV-photolysis of 2-phenylbenzimidazole-5-sulfonate.	2008-02-15	18371796
Multiclass determination of sunscreen chemicals in water samples by liquid chromatography-tandem mass spectrometry.	2008-02-15	18217772
Novel nanotubes from a cationic surfactant and an anionic stiff aromatic counter-ion.	2006-09-14	16956250
Sensitive sequential-injection system for the determination of 2-phenylbenzimidazole-5-sulphonic acid in human urine samples using on-line solid-phase extraction coupled with fluorimetric detection.	2003-03-01	18968944
Photophysical and photochemical studies of 2-phenylbenzimidazole and UVB sunscreen 2-phenylbenzimidazole-5-sulfonic acid.	2002-02	11883597
Comparison of the hanson microette and the Van Kel apparatus for in vitro release testing of topical semisolid formulations.	2001-10	11697470

Patents

Sample Use Guides

In Vivo Use Guide

apply liberally 15 minutes before sun exposure

Route of Administration: Topical

In Vitro Use Guide

Unknown

Substance Class	Chemical Created by `admin` on `Wed Apr 02 07:04:57 GMT 2025` Edited by `admin` on `Wed Apr 02 07:04:57 GMT 2025`
Record UNII	9YQ9DI1W42
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

PHENYLBENZIMIDAZOLE SULFONIC ACID

Preferred Name

English

ENSULIZOLE

Official Name

English

2-Phenylbenzimidazole-5-sulfonic acid

Systematic Name

English

ENSULIZOLE [MI]

Common Name

English

Ensulizole [WHO-DD]

Common Name

English

2-PHENYLBENZIMIDAZOLE-5-SULFONIC ACID [VANDF]

Common Name

English

ENSULIZOLE [USAN]

Common Name

English

1H-BENZIMIDAZOLE-5-SULFONIC ACID-2-PHENYL-

Common Name

English

ensulizole [INN]

Common Name

English

ENSULIZOLE [USP-RS]

Common Name

English

ENSULIZOLE [USP MONOGRAPH]

Common Name

English

ENSULIZOLE [MART.]

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C851