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Details

Stereochemistry ACHIRAL
Molecular Formula C13H9N2O3S.Na
Molecular Weight 296.277
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ENSULIZOLE SODIUM

SMILES

[Na+].[O-]S(=O)(=O)C1=CC2=C(NC(=N2)C3=CC=CC=C3)C=C1

InChI

InChIKey=JNUBZSFXMKCDFD-UHFFFAOYSA-M
InChI=1S/C13H10N2O3S.Na/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);/q;+1/p-1

HIDE SMILES / InChI
Molecular Formula Na
Molecular Weight 22.98976928
Charge 1
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE
Molecular Formula C13H9N2O3S
Molecular Weight 273.287
Charge -1
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description
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

2008
174
Targets

Targets

Primary TargetPharmacologyConditionPotency
Binding Agent
1076
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Preventing
Approved
8583
ALOE SUNSCREEN

Approved Use

Unknown

Launch Date

2011
Doses

Doses

DosePopulationAdverse 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

AEs

AESignificanceDosePopulation
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

PubMed

TitleDatePubMed
Quantum chemical investigation and experimental verification on the aquatic photochemistry of the sunscreen 2-phenylbenzimidazole-5-sulfonic acid.
2010-10-01
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
Occurrence of xenobiotics in gray water and removal in three biological treatment systems.
2010-09-01
Phase behavior of aqueous mixtures of 2-phenylbenzimidazole-5-sulfonic acid and cetyltrimethylammonium bromide: hydrogels, vesicles, tubules, and ribbons.
2008-03-13
Indirect fluorescent determination of selected nitro-aromatic and pharmaceutical compounds via UV-photolysis of 2-phenylbenzimidazole-5-sulfonate.
2008-02-15
Multiclass determination of sunscreen chemicals in water samples by liquid chromatography-tandem mass spectrometry.
2008-02-15
Novel nanotubes from a cationic surfactant and an anionic stiff aromatic counter-ion.
2006-09-14
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
Photophysical and photochemical studies of 2-phenylbenzimidazole and UVB sunscreen 2-phenylbenzimidazole-5-sulfonic acid.
2002-02
Comparison of the hanson microette and the Van Kel apparatus for in vitro release testing of topical semisolid formulations.
2001-10
Patents

Patents

JP2003500428A
11
JP2007217379A
3
JP2011111447A
3

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 Mon Mar 31 20:58:58 GMT 2025
Edited
by admin
on Mon Mar 31 20:58:58 GMT 2025
Record UNII
66LQ48A9BT
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
ENSULIZOLE SODIUM
WHO-DD  
Common Name English
SODIUM PHENYLBENZIMIDAZOLE SULFONATE
INCI  
INCI  
Preferred Name English
2-PHENYLBENZIMIDAZOLE-5-SULFONIC ACID SODIUM SALT
Common Name English
PHENYLBENZIMIDAZOLE-5-SULFONATE SODIUM
Systematic Name English
PHENYLBENZIMIDAZOLE SULFONIC ACID SODIUM SALT
Brand Name English
2-phenyl-5-benzimidazolsulfonate sodium [WHO-DD]
Common Name English
Ensulizole sodium [WHO-DD]
Common Name English
PHENYLBENZIMIDAZOLE-5-SULPHONATE SODIUM
Systematic Name English
1H-BENZIMIDAZOLE-5-SULFONIC ACID, 2-PHENYL-, MONOSODIUM SALT
Common Name English
1H-BENZIMIDAZOLE-6-SULFONIC ACID, 2-PHENYL-, SODIUM SALT (1:1)
Common Name English
SODIUM 2-PHENYL-5-BENZIMIDAZOLESULFONATE
Systematic Name English
ENSULIZOLE SODIUM SALT [MI]
Common Name English
5(OR 6)-BENZIMIDAZOLESULFONIC ACID, 2-PHENYL-, SODIUM SALT
Common Name English
2-PHENYL-5-BENZIMIDAZOLSULFONATE SODIUM
WHO-DD  
Systematic Name English
SODIUM 2-PHENYL-1H-BENZYLIMIDAZOLE-5-SULFONATE
Common Name English
2-PHENYL-1H-BENZIMIDAZOLE-5-SULFONIC ACID SODIUM SALT
Common Name English
ENSULIZOLE SODIUM SALT
MI  
Common Name English
Code System Code Type Description
PUBCHEM
23663543
Created by admin on Mon Mar 31 20:58:58 GMT 2025 , Edited by admin on Mon Mar 31 20:58:58 GMT 2025
PRIMARY
SMS_ID
100000078294
Created by admin on Mon Mar 31 20:58:58 GMT 2025 , Edited by admin on Mon Mar 31 20:58:58 GMT 2025
PRIMARY
FDA UNII
66LQ48A9BT
Created by admin on Mon Mar 31 20:58:58 GMT 2025 , Edited by admin on Mon Mar 31 20:58:58 GMT 2025
PRIMARY
EPA CompTox
DTXSID601021879
Created by admin on Mon Mar 31 20:58:58 GMT 2025 , Edited by admin on Mon Mar 31 20:58:58 GMT 2025
PRIMARY
MERCK INDEX
m4917
Created by admin on Mon Mar 31 20:58:58 GMT 2025 , Edited by admin on Mon Mar 31 20:58:58 GMT 2025
PRIMARY Merck Index
EVMPD
SUB12680MIG
Created by admin on Mon Mar 31 20:58:58 GMT 2025 , Edited by admin on Mon Mar 31 20:58:58 GMT 2025
PRIMARY
CAS
5997-53-5
Created by admin on Mon Mar 31 20:58:58 GMT 2025 , Edited by admin on Mon Mar 31 20:58:58 GMT 2025
PRIMARY
Related Record Type Details
Structure of ENSULIZOLE
PARENT -> SALT/SOLVATE
Related Record Type Details
Structure of ENSULIZOLE
ACTIVE MOIETY
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