Synonym
Rose bengal sodium; Bengal Rose B sodium salt; Rose bengal extra; Rose Bengal disodium;
IUPAC/Chemical Name
disodium;2,3,4,5-tetrachloro-6-(2,4,5,7-tetraiodo-3-oxido-6-oxoxanthen-9-yl)benzoate
InChi Key
UWBXIFCTIZXXLS-UHFFFAOYSA-L
InChi Code
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
SMILES Code
O=C([O-])C1=C(C(C2=C(OC3=C4I)C(I)=C([O-])C(I)=C2)=C3C=C(I)C4=O)C(Cl)=C(Cl)C(Cl)=C1Cl.[Na+].[Na+]
Appearance
To be determined
Purity
95% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 -4 C for short term (days to weeks) or -20 C for long term(months to years).
Solubility
To be determined
Shelf Life
>2 years if stored properly
Drug Formulation
To be determined
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
Preparing Stock Solutions
The following data is based on the
product
molecular weight
1,017.63
Batch specific molecular weights may vary
from batch to batch
due to the degree of hydration, which will
affect the solvent
volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass |
1 mg |
5 mg |
10 mg |
| 1 mM |
1.15 mL |
5.76 mL |
11.51 mL |
| 5 mM |
0.23 mL |
1.15 mL |
2.3 mL |
| 10 mM |
0.12 mL |
0.58 mL |
1.15 mL |
| 50 mM |
0.02 mL |
0.12 mL |
0.23 mL |
1: Alturaiki SA, Bamanie AA, Albulowey MA, Al Daafas AA, Almalki A, Alqerban A. Disinfection of radicular dentin using Riboflavin, Rose Bengal, Curcumin, and Porfimer sodium on extrusion bond strength of fiber post to radicular dentin. Photodiagnosis Photodyn Ther. 2022 Mar;37:102625. doi: 10.1016/j.pdpdt.2021.102625. Epub 2021 Nov 12. PMID: 34781034.
2: Hull DS, Green K, Laughter L. Cornea endothelial rose bengal photosensitization. Effect on permeability, sodium flux, and ultrastructure. Invest Ophthalmol Vis Sci. 1984 Apr;25(4):455-60. PMID: 6200452.
3: Li P, Wang GW. Visible-light-induced decarboxylative sulfonylation of cinnamic acids with sodium sulfinates by using Merrifield resin supported Rose Bengal as a catalyst. Org Biomol Chem. 2019 Jun 5;17(22):5578-5585. doi: 10.1039/c9ob00790c. PMID: 31114832.
4: Wertheimer CM, Elhardt C, Kaminsky SM, Pham L, Pei Q, Mendes B, Afshar S, Kochevar IE. Enhancing Rose Bengal-Photosensitized Protein Crosslinking in the Cornea. Invest Ophthalmol Vis Sci. 2019 May 1;60(6):1845-1852. doi: 10.1167/iovs.19-26604. PMID: 31042790.
5: Sztandera K, Gorzkiewicz M, Zizzi EA, Dybczak N, Poltorak L, Deriu MA, Klajnert-Maculewicz B. Cellular uptake of rose bengal is mediated by OATP1B1/1B3 transporters. Bioelectrochemistry. 2023 Aug;152:108449. doi: 10.1016/j.bioelechem.2023.108449. Epub 2023 Apr 20. PMID: 37130506.
6: Watkins JB 3rd, Bauman ME, Beaty TM. Effect of sodium orthovanadate on the hepatobiliary clearance of rose bengal in streptozotocin-induced diabetic rats. Biochem Pharmacol. 1993 Dec 14;46(12):2269-76. doi: 10.1016/0006-2952(93)90617-6. PMID: 8274160.
7: Doughty MJ. Fluorescence characteristics of sodium fluorescein-rose bengal ophthalmic solution mixtures. Cont Lens Anterior Eye. 2014 Oct;37(5):358-62. doi: 10.1016/j.clae.2014.05.006. Epub 2014 Jul 16. PMID: 25042814.
8: Campaign SMG, Knox WH. Increase in efficacy of near-infrared femtosecond micromachining in ophthalmic hydrogels with the addition of sodium fluorescein, rose bengal, and riboflavin. Appl Opt. 2019 Nov 10;58(32):8959-8970. doi: 10.1364/AO.58.008959. PMID: 31873678.
9: Hayden PW, Rudd TG, Christie DL. Rose bengal sodium I 131 studies in infants with suspected biliary atresia. Am J Dis Child. 1979 Aug;133(8):834-7. doi: 10.1001/archpedi.1979.02130080074015. PMID: 463837.
10: Lin KY, Tsay YG, Chang CA. Effects of polyallylamine-coated nanoparticles on the optical and photochemical properties of rose bengal. J Chin Med Assoc. 2022 Sep 1;85(9):901-908. doi: 10.1097/JCMA.0000000000000762. Epub 2022 Jun 6. PMID: 35666599.
11: Wang XL, Zeng Y, Zheng YZ, Chen JF, Tao X, Wang LX, Teng Y. Rose bengal- grafted biodegradable microcapsules: singlet-oxygen generation and cancer-cell incapacitation. Chemistry. 2011 Sep 26;17(40):11223-9. doi: 10.1002/chem.201100975. Epub 2011 Aug 18. PMID: 21853483.
12: Chervu LR, Nunn AD, Loberg MD. Radiopharmaceuticals for hepatobiliary imaging. Semin Nucl Med. 1982 Jan;12(1):5-17. doi: 10.1016/s0001-2998(82)80025-1. PMID: 6281914.
