PV-10 sodium
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MedKoo CAT#: 205602

CAS#: 632-69-9 (sodium)

Description: PV-10, also known as Acid Red 94 and Rose bengal disodium, an iodinated fluorescein derivative, with potential antineoplastic and radiosensitizing activities. When injected into tumor tissue, PV-10 specifically targets and concentrates in tumor cells, producing cytotoxic singlet oxygen when exposed to ionizing radiation. In addition, PV-10 may stimulate an anti-tumor immune response.


Chemical Structure

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PV-10 sodium
CAS# 632-69-9 (sodium)

Theoretical Analysis

MedKoo Cat#: 205602
Name: PV-10 sodium
CAS#: 632-69-9 (sodium)
Chemical Formula: C20H2Cl4I4Na2O5
Exact Mass:
Molecular Weight: 1017.63
Elemental Analysis: C, 23.61; H, 0.20; Cl, 13.93; I, 49.88; Na, 4.52; O, 7.86

Size Price Shipping out time Quantity
25g USD 225 2 Weeks
100g USD 450 2 Weeks
Inquire bulk and customized quantity

Pricing updated 2021-03-07. Prices are subject to change without notice.

PV-10 sodium, purity > 80%, is in stock. Current shipping out time is about 2 weeks after order is received. CoA, QC data and MSDS documents are available in one week after order is received.

Related CAS #: 632-69-9 (sodium)   11121-48-5  

Synonym: PV10; PV 10; PV10; Rose Bengal sodium, Acid Red 94; Rose Bengal;

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:
>80% (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, not soluble in water.

Shelf Life:
>5 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

Handling Instructions:

Preparing Stock Solutions

The following data is based on the product molecular weight 1017.63 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.

Select a batch to recalculate based on the batch molecular weight:
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

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1: Koevary SB. Selective toxicity of rose bengal to ovarian cancer cells in vitro. Int J Physiol Pathophysiol Pharmacol. 2012;4(2):99-107. Epub 2012 Jun 25. PubMed PMID: 22837809; PubMed Central PMCID: PMC3403562.

2: Kim YS, Rubio V, Qi J, Xia R, Shi ZZ, Peterson L, Tung CH, O'Neill BE. Cancer treatment using an optically inert Rose Bengal derivative combined with pulsed focused ultrasound. J Control Release. 2011 Dec 20;156(3):315-22. doi: 10.1016/j.jconrel.2011.08.016. Epub 2011 Aug 17. PubMed PMID: 21871506; PubMed Central PMCID: PMC3230682.

3: 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. PubMed PMID: 21853483.

4: Uppal A, Jain B, Gupta PK, Das K. Photodynamic action of Rose Bengal silica nanoparticle complex on breast and oral cancer cell lines. Photochem Photobiol. 2011 Sep-Oct;87(5):1146-51. doi: 10.1111/j.1751-1097.2011.00967.x. Epub 2011 Aug 17. PubMed PMID: 21749397.

5: Panzarini E, Inguscio V, Dini L. Timing the multiple cell death pathways initiated by Rose Bengal acetate photodynamic therapy. Cell Death Dis. 2011 Jun 9;2:e169. doi: 10.1038/cddis.2011.51. PubMed PMID: 21654827; PubMed Central PMCID: PMC3168993.

6: Sugita N, Iwase Y, Yumita N, Ikeda T, Umemura S. Sonodynamically induced cell damage using rose bengal derivative. Anticancer Res. 2010 Sep;30(9):3361-6. PubMed PMID: 20944109.

7: Alexander W. American society of clinical oncology, 2010 annual meeting and rose bengal: from a wool dye to a cancer therapy. P T. 2010 Aug;35(8):469-78. PubMed PMID: 20844697; PubMed Central PMCID: PMC2935646.

8: Foote MC, Burmeister BH, Thomas J, Mark Smithers B. A novel treatment for metastatic melanoma with intralesional rose bengal and radiotherapy: a case series. Melanoma Res. 2010 Feb;20(1):48-51. doi: 10.1097/CMR.0b013e328331caa2. PubMed PMID: 20009957.

9: Mousavi SH, Tavakkol-Afshari J, Brook A, Jafari-Anarkooli I. Direct toxicity of Rose Bengal in MCF-7 cell line: role of apoptosis. Food Chem Toxicol. 2009 Apr;47(4):855-9. doi: 10.1016/j.fct.2009.01.018. PubMed PMID: 19271285.

10: Dimeski G, Jones B, Ungerer JP. Interference from rose bengal with total bilirubin measurement. Clin Chem. 2009 May;55(5):1040-1. doi: 10.1373/clinchem.2008.116731. Epub 2009 Mar 5. PubMed PMID: 19264853.

11: Thompson JF, Hersey P, Wachter E. Chemoablation of metastatic melanoma using intralesional Rose Bengal. Melanoma Res. 2008 Dec;18(6):405-11. doi: 10.1097/CMR.0b013e32831328c7. PubMed PMID: 18830132.

12: Wiener M, Damian DL, Thompson JF. Systemic phototoxicity following intralesional rose bengal for subcutaneous melanoma metastases. Dermatology. 2008;216(4):361-2. doi: 10.1159/000117707. Epub 2008 Feb 22. PubMed PMID: 18292654.

13: Sugita N, Kawabata K, Sasaki K, Sakata I, Umemura S. Synthesis of amphiphilic derivatives of rose bengal and their tumor accumulation. Bioconjug Chem. 2007 May-Jun;18(3):866-73. Epub 2007 Mar 17. PubMed PMID: 17367181.

14: Du GF, Li CZ, Chen HZ, Chen XM, Xiao Q, Cao ZG, Shang SH, Cai X. Rose bengal staining in detection of oral precancerous and malignant lesions with colorimetric evaluation: a pilot study. Int J Cancer. 2007 May 1;120(9):1958-63. PubMed PMID: 17245698.

15: Theodossiou T, Hothersall JS, Woods EA, Okkenhaug K, Jacobson J, MacRobert AJ. Firefly luciferin-activated rose bengal: in vitro photodynamic therapy by intracellular chemiluminescence in transgenic NIH 3T3 cells. Cancer Res. 2003 Apr 15;63(8):1818-21. PubMed PMID: 12702568.

16: Kaplan MA, Nikitina RG, Malygina AI, Romanko IuS, Bozadzhiev LL, Drozhzhina VV, Arkhipova LM, Deev VV, Smakhtin LA. [The potential of rose Bengal treatment for photodynamic therapy of tumors]. Vopr Onkol. 1999;45(5):557-9. Russian. PubMed PMID: 10629718.

17: Umemura S, Yumita N, Umemura K, Nishigaki R. Sonodynamically induced effect of rose bengal on isolated sarcoma 180 cells. Cancer Chemother Pharmacol. 1999;43(5):389-93. PubMed PMID: 10100594.

18: Bottiroli G, Croce AC, Balzarini P, Locatelli D, Baglioni P, Lo Nostro P, Monici M, Pratesi R. Enzyme-assisted cell photosensitization: a proposal for an efficient approach to tumor therapy and diagnosis. The rose bengal fluorogenic substrate. Photochem Photobiol. 1997 Sep;66(3):374-83. PubMed PMID: 9297981.

19: Kanno J, Goda Y, Sato K, Yoshihira K, Hayashi Y. FD&C Red No. 105 (Rose Bengal B) neutralizes the thyroid tumor promoting effect of iodine-deficient diet in rats. Toxicology. 1995 May 5;99(1-2):107-13. PubMed PMID: 7761994.

20: Stevenson NR, Lenard J. Antiretroviral activities of hypericin and rose bengal: photodynamic effects on Friend leukemia virus infection of mice. Antiviral Res. 1993 Jun;21(2):119-27. PubMed PMID: 8338350.



Additional Information

Acid Red 94 disodium salt
Japan Red 105-1
Red No. 105-1
Rose Bengal Extra
Rose Bengal disodium
Rose Bengal disodium salt
Rose Bengal sodium
Rose Bengal sodium salt
Sodium tetraiodotetrachlorofluorescein