Rose bengal

Rose bengal
Names
Preferred IUPAC name
4,5,6,7-Tetrachloro-3′,6′-dihydroxy-2′,4′,5′,7′-tetraiodo-3H-spiro[[2]benzofuran-1,9′-xanthen]-3-one
Other names
* C.I. 45440
  • C.I. Acid Red 94
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
ECHA InfoCard 100.021.813 Edit this at Wikidata
EC Number
  • 223-993-4
UNII
  • InChI=1S/C20H4Cl4I4O5/c21-9-7-8(10(22)12(24)11(9)23)20(33-19(7)31)3-1-5(25)15(29)13(27)17(3)32-18-4(20)2-6(26)16(30)14(18)28/h1-2,29-30H
    Key: IICCLYANAQEHCI-UHFFFAOYSA-N
  • O=C(O1)C2=C(C(Cl)=C(Cl)C(Cl)=C2Cl)C31C4=C(C(I)=C(O)C(I)=C4)OC5=C(I)C(O)=C(I)C=C53
Properties
C20H4Cl4I4O5
Molar mass 973.67 g/mol
1,017.65 g/mol (sodium salt)
Pharmacology
S01JA02 (WHO)
Hazards
GHS labelling:
GHS07: Exclamation mark
Warning
H315, H319, H335
P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Rose bengal solid and in water
Rose bengal solid and solution in water

Rose bengal (4,5,6,7-tetrachloro-2',4',5',7'-tetraiodofluorescein) is a stain. Rose bengal belongs to the class of organic compounds called xanthenes.[1] Its sodium salt 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,[2] breast cancer.[3] and neuroendocrine tumors. The company also has formulated a drug based on rose bengal for the treatment of eczema and psoriasis; this drug, PV-10, is currently in clinical trials as well.[2]

  1. ^ "Rose Bengal Compound Summary". PubChem.
  2. ^ a b Cite error: The named reference PV10-2016 was invoked but never defined (see the help page).
  3. ^ Cite error: The named reference PV10-2009 was invoked but never defined (see the help page).