Rose Bengal disodium salt | CAS#632-69-9 | Fluorescent dye

MedKoo Cat#: 341320 | Name: Rose Bengal disodium salt

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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Rose Bengal disodium salt is a fluorescent and photosensitive dye, showing anti-cancer activities.

Chemical Structure

Rose Bengal disodium salt

CAS#632-69-9 (disodium)

Theoretical Analysis

MedKoo Cat#: 341320

Name: Rose Bengal disodium salt

CAS#: 632-69-9 (disodium)

Chemical Formula: C20H2Cl4I4Na2O5

Exact Mass: 0.0000

Molecular Weight: 1017.63

Elemental Analysis: C, 23.61; H, 0.20; Cl, 13.93; I, 49.88; Na, 4.52; O, 7.86

Price and Availability

Size	Price	Availability	Quantity
1g	USD 400.00	2 Weeks
5g	USD 750.00	2 Weeks

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Related CAS #

4159-77-7 (lactone) 632-69-9 (disodium)

Synonym

Rose Bengal disodium salt; PV-10; PV 10; PV10.

IUPAC/Chemical Name

Disodium 3,4,5,6-tetrachloro-2-(2,4,5,7-tetraiodo-6-oxido-3-oxoxanthen-9-yl)benzoate

InChi Key

UWBXIFCTIZXXLS-UHFFFAOYSA-L

InChi Code

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

SMILES Code

O=C([O-])C1=C(Cl)C(Cl)=C(Cl)C(Cl)=C1C2=C3C=C(I)C(C(I)=C3OC4=C2C=C(I)C([O-])=C4I)=O.[Na+].[Na+]

Appearance

Solid powder

Purity

>98% (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

Soluble in DMSO

Shelf Life

>2 years if stored properly

Drug Formulation

This drug may be formulated in DMSO

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

More Info

Product Data

Product Data

Instruction

View handling instruction

Biological target:

Rose Bengal is a potent VGlut and vesicular monoamine transporter (VMAT) inhibitor (Ki values are 19 and 64 nM, respectively). Rose Bengal inhibits ATP dependent vesicular glutamate uptake (IC50 = 37 nM) and diminishes the amount of exocytotically released glutamate in synaptosomes. Rose Bengal stains exposed epithelium in the eye.

In vitro activity:

This study suggests the potential of RB-conjugated PEG-modified NaYF4:Yb3+,Er3+ nanoparticles (UCNPs) for applications in photodynamic therapy of cancer. In this study, the cytotoxicity of upconverting UCNPs before and after conjugation with Rose Bengal was evaluated on rat mesenchymal stem cells and significant differences were found. Reference: Life (Basel). 2022 Sep 5;12(9):1383. https://pubmed.ncbi.nlm.nih.gov/36143419/

In vivo activity:

In a mouse model of Alzheimer’s disease, Rose Bengal was shown to inhibit tau neurotoxicity, at least partially. Analysis indicated that Rose Bengal might act on protein phosphorylation pathways to inhibit tau hyperphosphorylation. Tau hyperphosphorylation is a target for Alzheimer’s therapy, making Rose Bengal a potential anti-Alzheimer’s drug candidate. Reference: Psychopharmacology (Berl). 2022 Nov;239(11):3579-3593. https://pubmed.ncbi.nlm.nih.gov/36221038/

	Solvent	mg/mL	mM
Solubility
	DMSO	50.9	50.00
	Water	101.8	100.00

Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

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

Formulation protocol:

1. Nahorniak M, Pop-Georgievski O, Velychkivska N, Filipová M, Rydvalová E, Gunár K, Matouš P, Kostiv U, Horák D. Rose Bengal-Modified Upconverting Nanoparticles: Synthesis, Characterization, and Biological Evaluation. Life (Basel). 2022 Sep 5;12(9):1383. doi: 10.3390/life12091383. PMID: 36143419; PMCID: PMC9502678. 2. Kurosu M, Mitachi K, Yang J, Pershing EV, Horowitz BD, Wachter EA, Lacey JW 3rd, Ji Y, Rodrigues DJ. Antibacterial Activity of Pharmaceutical-Grade Rose Bengal: An Application of a Synthetic Dye in Antibacterial Therapies. Molecules. 2022 Jan 5;27(1):322. doi: 10.3390/molecules27010322. PMID: 35011554; PMCID: PMC8746496. 3. Mou CY, Xie YF, Wei JX, Wang QY, Le JY, Bao YJ, Zhang PP, Mao YC, Huang XH, Pan HB, Naman CB, Liu L, Liang HZ, Wu X, Xu J, Cui W. Rose Bengal inhibits β-amyloid oligomers-induced tau hyperphosphorylation via acting on Akt and CDK5 kinases. Psychopharmacology (Berl). 2022 Nov;239(11):3579-3593. doi: 10.1007/s00213-022-06232-3. Epub 2022 Oct 12. PMID: 36221038. 4. Qin J, Kunda N, Qiao G, Calata JF, Pardiwala K, Prabhakar BS, Maker AV. Colon cancer cell treatment with rose bengal generates a protective immune response via immunogenic cell death. Cell Death Dis. 2017 Feb 2;8(2):e2584. doi: 10.1038/cddis.2016.473. PMID: 28151483; PMCID: PMC5386459.

In vitro protocol:

In vivo protocol:

1. Mou CY, Xie YF, Wei JX, Wang QY, Le JY, Bao YJ, Zhang PP, Mao YC, Huang XH, Pan HB, Naman CB, Liu L, Liang HZ, Wu X, Xu J, Cui W. Rose Bengal inhibits β-amyloid oligomers-induced tau hyperphosphorylation via acting on Akt and CDK5 kinases. Psychopharmacology (Berl). 2022 Nov;239(11):3579-3593. doi: 10.1007/s00213-022-06232-3. Epub 2022 Oct 12. PMID: 36221038. 2. Qin J, Kunda N, Qiao G, Calata JF, Pardiwala K, Prabhakar BS, Maker AV. Colon cancer cell treatment with rose bengal generates a protective immune response via immunogenic cell death. Cell Death Dis. 2017 Feb 2;8(2):e2584. doi: 10.1038/cddis.2016.473. PMID: 28151483; PMCID: PMC5386459.

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