Merbromin

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Merbromin

Names
IUPAC name dibromohydroxymercurifluorescein
Identifiers
CAS Number	129-16-8 Y
3D model (JSmol)	Interactive image
ChEMBL	ChEMBL2097077
ChemSpider	10808965 Y
ECHA InfoCard
KEGG	D00861 Y
InChI InChI=1S/C20H9Br2O5.Hg.2Na.H2O/c21-13-5-11-17(7-15(13)23)27-18-8-16(24)14(22)6-12(18)19(11)9-3-1-2-4-10(9)20(25)26;;;;/h1-7,24H,(H,25,26);;;;1H2/q;3*+1;/p-3 Y Key: SQFDQLBYJKFDDO-UHFFFAOYSA-K Y InChI=1/C20H9Br2O5.Hg.2Na.H2O/c21-13-5-11-17(7-15(13)23)27-18-8-16(24)14(22)6-12(18)19(11)9-3-1-2-4-10(9)20(25)26;;;;/h1-7,24H,(H,25,26);;;;1H2/q;3*+1;/p-3/rC20H10Br2HgO6.2Na/c21-12-5-10-15(7-14(12)24)29-19-11(6-13(22)18(25)17(19)23-28)16(10)8-3-1-2-4-9(8)20(26)27;;/h1-7,25,28H,(H,26,27);;/q;2*+1/p-2 Key: SQFDQLBYJKFDDO-ISOIBTJNAR
SMILES [Na+].[Na+].[O-]C(=O)c4ccccc4C=1c3cc(Br)c([O-])c([Hg]O)c3O/C/2=C/C(=O)C(/Br)=C\C=1\2
Properties
Chemical formula	C20H8Br2HgNa2O6
Molar mass	750.66 g·mol−1
Hazards
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Merbromin (marketed as Mercurochrome, Merbromine, Sodium mercurescein, Asceptichrome, Supercrome, Brocasept and Cinfacromin) is a topical antiseptic used for minor cuts and scrapes. Merbromin is an organomercuric disodium salt compound and a fluorescein. It is readily available in most countries but, because of its mercury content, it is no longer sold in Germany, the United States or France.

Uses

Merbromin's best-known use is as a topical antiseptic. When applied on a wound, it stains the skin bright red. In the United States, its use has been superseded by other agents (e.g., povidone iodine, benzalkonium chloride, chloroxylenol). It is still an important antiseptic, particularly in developing nations, due to its “unbelievably low cost.”

Merbromin is also used as a biological dye to mark tissue margins and as a metal dye in industrial dye penetrant inspection to detect metal fractures.

Mercurochrome

Mercurochrome is a trade name of merbromin. The name is also commonly used for over-the-counter antiseptic solutions consisting of merbromin (typically at 2% concentration) dissolved in either ethyl alcohol (tincture) or water (aqueous).

Its antiseptic qualities were discovered by Hugh H. Young in 1918, while working at Johns Hopkins Hospital as a physician. The chemical soon became popular among parents and physicians for everyday antiseptic uses, and it was commonly used for minor injuries in the schoolyard.

The United States Food and Drug Administration (FDA) moved it from the “generally recognized as safe” classification into the “untested” classification to effectively halt its distribution in the United States on October 19, 1998 over fears of potential mercury poisoning. Sales were halted in Germany in 2003, and in France in 2006. It is readily available in most other countries.

Within the United States, products such as Humco Mercuroclear play on the brand recognition history of Mercurochrome but substitute other ingredients with similar properties (Mercuroclear: "Aqueous solution of benzalkonium chloride and lidocaine hydrochloride").

See also

• Thiomersal, also known as Thimerosal or Merthiolate