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Details

Stereochemistry ACHIRAL
Molecular Formula C20H2Cl4I4O5.2Na
Molecular Weight 1017.6368
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ROSE BENGAL SODIUM

SMILES

c1c2c(c-3cc(c(=O)c(c3oc2c(c(c1I)[O-])I)I)I)-c4c(c(c(c(c4Cl)Cl)Cl)Cl)C(=O)[O-].[Na+].[Na+]

InChI

InChIKey=UWBXIFCTIZXXLS-UHFFFAOYSA-L
InChI=1S/C20H4Cl4I4O5.2Na/c21-10-8(9(20(31)32)11(22)13(24)12(10)23)7-3-1-5(25)16(29)14(27)18(3)33-19-4(7)2-6(26)17(30)15(19)28;;/h1-2,29H,(H,31,32);;/q;2*+1/p-2

HIDE SMILES / InChI
Rose bengal sodium (RB) is a small molecule, halogenated xanthene being developed by Provectus Biopharmaceuticals (formerly Provectus Pharmaceuticals). It is commonly used in eye drops to stain damaged conjunctival and corneal cells and thereby identify damage to the eye. The stain is also used in the preparation of Foraminifera for microscopic analysis, allowing the distinction between forms that were alive or dead at the time of collection. A form of rose bengal is also being studied as a treatment for certain cancers and skin conditions. The cancer formulation of the drug, known as PV-10, is currently undergoing clinical trials for melanoma and breast cancer. Recently, interest in RB as a therapeutic cancer treatment has increased due to significant anti-tumor responses with direct tumor injection in human clinical trials for metastatic melanoma. In these patients, there has been the implication that RB may mount a T-cell mediated anti-tumor response and impart antigen-specific responses in distant bystander lesions.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Target ID: HSV-1, McKrae strain
0.072 µM [IC50]
0.035 µM [IC50]
Target ID: P10408
Gene ID: 944821.0
Gene Symbol: secA
Target Organism: Escherichia coli (strain K12)
0.5 µM [IC50]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
Primary
Unknown

Approved Use

Unknown
Primary
Unknown

Approved Use

Unknown
Primary
Unknown

Approved Use

Unknown
Diagnostic
ROBENGATOPE

Approved Use

Robengatope Injectable is used for the treatment, control, prevention, & improvement of the following diseases, conditions and symptoms: Diagnostic Agent For Routine Ocular Examinations Diagnosis Of Superficial Conjunctiva Or Corneal Tissue Change Diagnosis Of Keratoconjunctivitis Sicca Join 210 Pro Subscribers Diagnosis Of Keratitis Diagnosis Of Abrasions Or Corrosions

Launch Date

5.9702399E10
PubMed

PubMed

TitleDatePubMed
Characterization of Rose Bengal binding to sinusoidal and bile canalicular plasma membrane from rat liver.
1989 Jan 16
The Potential of Intralesional Rose Bengal to Stimulate T-Cell Mediated Anti-Tumor Responses.
2015 Aug
Rose Bengal- and Riboflavin-Mediated Photodynamic Therapy to Inhibit Methicillin-Resistant Staphylococcus aureus Keratitis Isolates.
2016 Jun
Distance-Dependent Plasmon-Enhanced Singlet Oxygen Production and Emission for Bacterial Inactivation.
2016 Mar 2
Patents

Sample Use Guides

Melanoma: enrolled patients received a single intralesional injection of Rose bengal sodium (PV‐10) into 1–3 target lesions at a dose of 0.5 ml/cc of measured lesion volume.
Route of Administration: Other
In Vitro Use Guide
Incubation of isolated sarcolemmal vesicles from canine heart with irradiated rose bengal (150 nM) resulted in 86 +/- 1% inhibition of Na+K(+)-ATPase activity
Name Type Language
ROSE BENGAL SODIUM
MART.   WHO-DD  
Common Name English
SODIUM TETRAIODOTETRACHLOROFLUORESCEIN
Common Name English
ROSE BENGAL DISODIUM SALT
MI  
Common Name English
FLUORESCEIN, 4,5,6,7-TETRACHLORO-2',4',5',7'-TETRAIODO-, DISODIUM SALT
Common Name English
ROSE BENGAL SODIUM SALT
Common Name English
SPIRO(ISOBENZOFURAN-1(3H), 9'-(9H)XANTHEN)-3-ONE, 4,5,6,7-TETRACHLORO-3',6'-DIHYDROXY-2',4',5',7'-TETRAIODO-, DISODIUM SALT
Common Name English
ROSE BENGAL DISODIUM
Common Name English
ROSE BENGAL SODIUM [WHO-DD]
Common Name English
AKA105(1)
INCI  
INCI  
Official Name English
BENGAL ROSE B SODIUM SALT
Common Name English
ACID RED 94
Common Name English
2',4',5',7'-TETRAIODO-3,4,5,6-TETRACHLOROFLUORESCEIN DISODIUM SALT
Common Name English
AKA105(1) [INCI]
Common Name English
3',4',5',6'-TETRACHLORO-2,4,5,7-TETRAIODOFLUORESCEIN DISODIUM SALT
Common Name English
RED NO. 105-1
Common Name English
JAPAN RED 105-1
Common Name English
ROSE BENGAL EXTRA
Common Name English
DISODIUM SALT OF 4,5,6,7-TETRACHLORO-2',4',5',7'-TETRAIODOFLUORESCEIN
Common Name English
ROSE BENGAL SODIUM [MART.]
Common Name English
ROSE BENGAL DISODIUM SALT [MI]
Common Name English
Classification Tree Code System Code
FDA ORPHAN DRUG 657518
Created by admin on Sat Jun 26 02:04:14 UTC 2021 , Edited by admin on Sat Jun 26 02:04:14 UTC 2021
WHO-ATC S01JA02
Created by admin on Sat Jun 26 02:04:14 UTC 2021 , Edited by admin on Sat Jun 26 02:04:14 UTC 2021
WHO-VATC QS01JA02
Created by admin on Sat Jun 26 02:04:14 UTC 2021 , Edited by admin on Sat Jun 26 02:04:14 UTC 2021
NCI_THESAURUS C461
Created by admin on Sat Jun 26 02:04:14 UTC 2021 , Edited by admin on Sat Jun 26 02:04:14 UTC 2021
FDA ORPHAN DRUG 233706
Created by admin on Sat Jun 26 02:04:14 UTC 2021 , Edited by admin on Sat Jun 26 02:04:14 UTC 2021
FDA ORPHAN DRUG 670618
Created by admin on Sat Jun 26 02:04:14 UTC 2021 , Edited by admin on Sat Jun 26 02:04:14 UTC 2021
Code System Code Type Description
PUBCHEM
32343
Created by admin on Sat Jun 26 02:04:14 UTC 2021 , Edited by admin on Sat Jun 26 02:04:14 UTC 2021
PRIMARY
CAS
632-69-9
Created by admin on Sat Jun 26 02:04:14 UTC 2021 , Edited by admin on Sat Jun 26 02:04:14 UTC 2021
PRIMARY
RXCUI
1362690
Created by admin on Sat Jun 26 02:04:14 UTC 2021 , Edited by admin on Sat Jun 26 02:04:14 UTC 2021
PRIMARY RxNorm
EVMPD
SUB15149MIG
Created by admin on Sat Jun 26 02:04:14 UTC 2021 , Edited by admin on Sat Jun 26 02:04:14 UTC 2021
PRIMARY
ECHA (EC/EINECS)
211-183-3
Created by admin on Sat Jun 26 02:04:14 UTC 2021 , Edited by admin on Sat Jun 26 02:04:14 UTC 2021
PRIMARY
MERCK INDEX
M9663
Created by admin on Sat Jun 26 02:04:14 UTC 2021 , Edited by admin on Sat Jun 26 02:04:14 UTC 2021
PRIMARY Merck Index
DRUG BANK
DBSALT001538
Created by admin on Sat Jun 26 02:04:14 UTC 2021 , Edited by admin on Sat Jun 26 02:04:14 UTC 2021
PRIMARY
EPA CompTox
632-69-9
Created by admin on Sat Jun 26 02:04:14 UTC 2021 , Edited by admin on Sat Jun 26 02:04:14 UTC 2021
PRIMARY
FDA UNII
956575SN5L
Created by admin on Sat Jun 26 02:04:14 UTC 2021 , Edited by admin on Sat Jun 26 02:04:14 UTC 2021
PRIMARY
NCI_THESAURUS
C87723
Created by admin on Sat Jun 26 02:04:14 UTC 2021 , Edited by admin on Sat Jun 26 02:04:14 UTC 2021
PRIMARY