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

2008
174
Targets

Targets

Primary TargetPharmacologyConditionPotency
Binding Agent
1064
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Preventing
Approved
8429
ALOE SUNSCREEN

Approved Use

Unknown

Launch Date

1.30705916E12
PubMed

PubMed

TitleDatePubMed
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
The sunscreen agent 2-phenylbenzimidazole-5-sulfonic acid photosensitizes the formation of oxidized guanines in cellulo after UV-A or UV-B exposure.
2010 Oct
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
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 UTC 2023 , Edited by admin on Sat Dec 16 16:04:32 UTC 2023
CFR 21 CFR 352.20
Created by admin on Sat Dec 16 16:04:32 UTC 2023 , Edited by admin on Sat Dec 16 16:04:32 UTC 2023
CFR 21 CFR 352.10
Created by admin on Sat Dec 16 16:04:32 UTC 2023 , Edited by admin on Sat Dec 16 16:04:32 UTC 2023
Code System Code Type Description
DRUG BANK
DB11115
Created by admin on Sat Dec 16 16:04:32 UTC 2023 , Edited by admin on Sat Dec 16 16:04:32 UTC 2023
PRIMARY
MERCK INDEX
m4917
Created by admin on Sat Dec 16 16:04:32 UTC 2023 , Edited by admin on Sat Dec 16 16:04:32 UTC 2023
PRIMARY Merck Index
FDA UNII
9YQ9DI1W42
Created by admin on Sat Dec 16 16:04:32 UTC 2023 , Edited by admin on Sat Dec 16 16:04:32 UTC 2023
PRIMARY
DAILYMED
9YQ9DI1W42
Created by admin on Sat Dec 16 16:04:32 UTC 2023 , Edited by admin on Sat Dec 16 16:04:32 UTC 2023
PRIMARY
ChEMBL
CHEMBL1987518
Created by admin on Sat Dec 16 16:04:32 UTC 2023 , Edited by admin on Sat Dec 16 16:04:32 UTC 2023
PRIMARY
DRUG CENTRAL
3179
Created by admin on Sat Dec 16 16:04:32 UTC 2023 , Edited by admin on Sat Dec 16 16:04:32 UTC 2023
PRIMARY
EVMPD
SUB01893MIG
Created by admin on Sat Dec 16 16:04:32 UTC 2023 , Edited by admin on Sat Dec 16 16:04:32 UTC 2023
PRIMARY
CAS
27503-81-7
Created by admin on Sat Dec 16 16:04:32 UTC 2023 , Edited by admin on Sat Dec 16 16:04:32 UTC 2023
PRIMARY
EPA CompTox
DTXSID3038852
Created by admin on Sat Dec 16 16:04:32 UTC 2023 , Edited by admin on Sat Dec 16 16:04:32 UTC 2023
PRIMARY
INN
7995
Created by admin on Sat Dec 16 16:04:32 UTC 2023 , Edited by admin on Sat Dec 16 16:04:32 UTC 2023
PRIMARY
SMS_ID
100000087263
Created by admin on Sat Dec 16 16:04:32 UTC 2023 , Edited by admin on Sat Dec 16 16:04:32 UTC 2023
PRIMARY
RS_ITEM_NUM
1530809
Created by admin on Sat Dec 16 16:04:32 UTC 2023 , Edited by admin on Sat Dec 16 16:04:32 UTC 2023
PRIMARY
PUBCHEM
33919
Created by admin on Sat Dec 16 16:04:32 UTC 2023 , Edited by admin on Sat Dec 16 16:04:32 UTC 2023
PRIMARY
NCI_THESAURUS
C83690
Created by admin on Sat Dec 16 16:04:32 UTC 2023 , Edited by admin on Sat Dec 16 16:04:32 UTC 2023
PRIMARY
ECHA (EC/EINECS)
248-502-0
Created by admin on Sat Dec 16 16:04:32 UTC 2023 , Edited by admin on Sat Dec 16 16:04:32 UTC 2023
PRIMARY
WIKIPEDIA
Ensulizole
Created by admin on Sat Dec 16 16:04:32 UTC 2023 , Edited by admin on Sat Dec 16 16:04:32 UTC 2023
PRIMARY
USAN
LL-23
Created by admin on Sat Dec 16 16:04:32 UTC 2023 , Edited by admin on Sat Dec 16 16:04:32 UTC 2023
PRIMARY
RXCUI
13714
Created by admin on Sat Dec 16 16:04:32 UTC 2023 , Edited by admin on Sat Dec 16 16:04:32 UTC 2023
PRIMARY RxNorm
MESH
C499767
Created by admin on Sat Dec 16 16:04:32 UTC 2023 , Edited by admin on Sat Dec 16 16:04:32 UTC 2023
PRIMARY
ACTIVE MOIETY
Structure of ENSULIZOLE
SALT/SOLVATE (PARENT)
Structure of ENSULIZOLE SODIUM
SALT/SOLVATE (PARENT)
Structure of ENSULIZOLE POTASSIUM
NIH
NCATS
PRIVACY ACT
ACCESSIBILITY
DISCLAIMER
HHS VULNERABILITY DISCLOSURE
For language access assistance, contact the NCATS Public Information Officer
National Center for Advancing Translational Sciences (NCATS),
6701 Democracy Boulevard, Bethesda MD 20892-4874 • 301-594-8966