U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

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 of ENSULIZOLE

SMILES

OS(=O)(=O)C1=CC=C2N=C(NC2=C1)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

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

Targets

Targets

Primary TargetPharmacologyConditionPotency
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Preventing
ALOE SUNSCREEN

Approved Use

Unknown

Launch Date

2011
PubMed

PubMed

TitleDatePubMed
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 Mar 1
Novel nanotubes from a cationic surfactant and an anionic stiff aromatic counter-ion.
2006 Sep 14
Indirect fluorescent determination of selected nitro-aromatic and pharmaceutical compounds via UV-photolysis of 2-phenylbenzimidazole-5-sulfonate.
2008 Feb 15
Multiclass determination of sunscreen chemicals in water samples by liquid chromatography-tandem mass spectrometry.
2008 Feb 15
Phase behavior of aqueous mixtures of 2-phenylbenzimidazole-5-sulfonic acid and cetyltrimethylammonium bromide: hydrogels, vesicles, tubules, and ribbons.
2008 Mar 13
Quantum chemical investigation and experimental verification on the aquatic photochemistry of the sunscreen 2-phenylbenzimidazole-5-sulfonic acid.
2010 Oct 1
Occurrence of xenobiotics in gray water and removal in three biological treatment systems.
2010 Sep 1
Patents

Sample Use Guides

apply liberally 15 minutes before sun exposure
Route of Administration: Topical
In Vitro Use Guide
Unknown
Name Type Language
ENSULIZOLE
INN   MART.   MI   USAN   USP   USP-RS   WHO-DD  
USAN   INN  
Official Name English
2-Phenylbenzimidazole-5-sulfonic acid
VANDF  
Systematic Name English
PHENYLBENZIMIDAZOLE SULFONIC ACID
INCI  
INCI  
Official Name English
PHENYLBENZIMIDAZOLE SULFONIC ACID [INCI]
Common 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
Created by admin on Sat Dec 16 16:04:32 GMT 2023 , Edited by admin on Sat Dec 16 16:04:32 GMT 2023
CFR 21 CFR 352.20
Created by admin on Sat Dec 16 16:04:32 GMT 2023 , Edited by admin on Sat Dec 16 16:04:32 GMT 2023
CFR 21 CFR 352.10
Created by admin on Sat Dec 16 16:04:32 GMT 2023 , Edited by admin on Sat Dec 16 16:04:32 GMT 2023
Code System Code Type Description
DRUG BANK
DB11115
Created by admin on Sat Dec 16 16:04:32 GMT 2023 , Edited by admin on Sat Dec 16 16:04:32 GMT 2023
PRIMARY
MERCK INDEX
m4917
Created by admin on Sat Dec 16 16:04:32 GMT 2023 , Edited by admin on Sat Dec 16 16:04:32 GMT 2023
PRIMARY Merck Index
FDA UNII
9YQ9DI1W42
Created by admin on Sat Dec 16 16:04:32 GMT 2023 , Edited by admin on Sat Dec 16 16:04:32 GMT 2023
PRIMARY
DAILYMED
9YQ9DI1W42
Created by admin on Sat Dec 16 16:04:32 GMT 2023 , Edited by admin on Sat Dec 16 16:04:32 GMT 2023
PRIMARY
ChEMBL
CHEMBL1987518
Created by admin on Sat Dec 16 16:04:32 GMT 2023 , Edited by admin on Sat Dec 16 16:04:32 GMT 2023
PRIMARY
DRUG CENTRAL
3179
Created by admin on Sat Dec 16 16:04:32 GMT 2023 , Edited by admin on Sat Dec 16 16:04:32 GMT 2023
PRIMARY
EVMPD
SUB01893MIG
Created by admin on Sat Dec 16 16:04:32 GMT 2023 , Edited by admin on Sat Dec 16 16:04:32 GMT 2023
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CAS
27503-81-7
Created by admin on Sat Dec 16 16:04:32 GMT 2023 , Edited by admin on Sat Dec 16 16:04:32 GMT 2023
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EPA CompTox
DTXSID3038852
Created by admin on Sat Dec 16 16:04:32 GMT 2023 , Edited by admin on Sat Dec 16 16:04:32 GMT 2023
PRIMARY
INN
7995
Created by admin on Sat Dec 16 16:04:32 GMT 2023 , Edited by admin on Sat Dec 16 16:04:32 GMT 2023
PRIMARY
SMS_ID
100000087263
Created by admin on Sat Dec 16 16:04:32 GMT 2023 , Edited by admin on Sat Dec 16 16:04:32 GMT 2023
PRIMARY
RS_ITEM_NUM
1530809
Created by admin on Sat Dec 16 16:04:32 GMT 2023 , Edited by admin on Sat Dec 16 16:04:32 GMT 2023
PRIMARY
PUBCHEM
33919
Created by admin on Sat Dec 16 16:04:32 GMT 2023 , Edited by admin on Sat Dec 16 16:04:32 GMT 2023
PRIMARY
NCI_THESAURUS
C83690
Created by admin on Sat Dec 16 16:04:32 GMT 2023 , Edited by admin on Sat Dec 16 16:04:32 GMT 2023
PRIMARY
ECHA (EC/EINECS)
248-502-0
Created by admin on Sat Dec 16 16:04:32 GMT 2023 , Edited by admin on Sat Dec 16 16:04:32 GMT 2023
PRIMARY
WIKIPEDIA
Ensulizole
Created by admin on Sat Dec 16 16:04:32 GMT 2023 , Edited by admin on Sat Dec 16 16:04:32 GMT 2023
PRIMARY
USAN
LL-23
Created by admin on Sat Dec 16 16:04:32 GMT 2023 , Edited by admin on Sat Dec 16 16:04:32 GMT 2023
PRIMARY
RXCUI
13714
Created by admin on Sat Dec 16 16:04:32 GMT 2023 , Edited by admin on Sat Dec 16 16:04:32 GMT 2023
PRIMARY RxNorm
MESH
C499767
Created by admin on Sat Dec 16 16:04:32 GMT 2023 , Edited by admin on Sat Dec 16 16:04:32 GMT 2023
PRIMARY