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Merbromin (marketed as Mercurochrome, Merbromine, Mercurocol, Sodium mercurescein, Asceptichrome, Supercrome, Brocasept and Cinfacromin) is an organomercuric disodium
salt Salt is a mineral composed primarily of sodium chloride (NaCl), a chemical compound belonging to the larger class of salts; salt in the form of a natural crystalline mineral is known as rock salt or halite. Salt is present in vast quant ...
compound used as a
topical A topical medication is a medication that is applied to a particular place on or in the body. Most often topical medication means application to body surfaces such as the skin or mucous membranes to treat ailments via a large range of classes ...
antiseptic An antiseptic (from Greek ἀντί ''anti'', "against" and σηπτικός ''sēptikos'', "putrefactive") is an antimicrobial substance or compound that is applied to living tissue/skin to reduce the possibility of infection, sepsis, or putre ...
for minor cuts and scrapes and as a biological
dye A dye is a colored substance that chemically bonds to the substrate to which it is being applied. This distinguishes dyes from pigments which do not chemically bind to the material they color. Dye is generally applied in an aqueous solution and ...
. Readily available in most countries, it is no longer sold in Switzerland, Brazil, France, Iran, Germany, or the United States due to its mercury content.


Uses

Merbromin's best-known use is as a topical antiseptic to treat minor wounds, burns, and scratches. It is also used in the antisepsis of the
umbilical cord In placental mammals, the umbilical cord (also called the navel string, birth cord or ''funiculus umbilicalis'') is a conduit between the developing embryo or fetus and the placenta. During prenatal development, the umbilical cord is physiologi ...
and the antisepsis of wounds with inhibited scar formation, such as neuropathic ulcers and diabetic foot sores. When applied on a wound, it stains the skin a distinctive
carmine Carmine ()also called cochineal (when it is extracted from the cochineal insect), cochineal extract, crimson lake, or carmine lake is a pigment of a bright-red color obtained from the aluminium complex derived from carminic acid. Specific code ...
red, which can persist through repeated washings. Due to its persistence and to its lethality to bacteria as an
antiseptic An antiseptic (from Greek ἀντί ''anti'', "against" and σηπτικός ''sēptikos'', "putrefactive") is an antimicrobial substance or compound that is applied to living tissue/skin to reduce the possibility of infection, sepsis, or putre ...
, Merbromin is useful on infections of the fingernail or toenail. The U.S. Food and Drug Administration in 1998 reclassified merbromin from "generally recognized as safe" to "untested," due to a lack of recent studies and updated supporting information. In the United States, its use has thus been superseded by other agents (e.g., povidone iodine,
benzalkonium chloride Benzalkonium chloride (BZK, BKC, BAK, BAC), also known as alkyldimethylbenzylammonium chloride (ADBAC) and by the trade name Zephiran, is a type of cationic surfactant. It is an organic salt classified as a quaternary ammonium compound. ADBACs ha ...
,
chloroxylenol Chloroxylenol, also known as ''para''-chloro-''meta''-xylenol (PCMX), is an antiseptic and disinfectant which is used for skin disinfection, and together with alcohol for cleaning surgical instruments. It is also used within a number of household d ...
).


Synthesis

Merbromin is synthesized by combining dibromofluorescein with mercuric acetate and sodium hydroxide or alternatively, through action of the mercuric acetate upon (or combining with) sodium dibromofluorescein.  Because of its
anionic An ion () is an atom or molecule with a net electrical charge. The charge of an electron is considered to be negative by convention and this charge is equal and opposite to the charge of a proton, which is considered to be positive by conven ...
character, it is chemically incompatible with acids, the majority of alkaloid salts and most local anesthetics.


Mercurochrome

Merbromin is sold under the trade name Mercurochrome (where the suffix "- chrome" denotes "color"). The name is also commonly used for
over-the-counter Over-the-counter (OTC) drugs are medicines sold directly to a consumer without a requirement for a prescription from a healthcare professional, as opposed to prescription drugs, which may be supplied only to consumers possessing a valid prescr ...
antiseptic
solution Solution may refer to: * Solution (chemistry), a mixture where one substance is dissolved in another * Solution (equation), in mathematics ** Numerical solution, in numerical analysis, approximate solutions within specified error bounds * Solutio ...
s consisting of merbromin (typically at 2% concentration) dissolved in either
ethyl alcohol Ethanol (abbr. EtOH; also called ethyl alcohol, grain alcohol, drinking alcohol, or simply alcohol) is an organic compound. It is an alcohol with the chemical formula . Its formula can be also written as or (an ethyl group linked to a hyd ...
(
tincture A tincture is typically an extract of plant or animal material dissolved in ethanol (ethyl alcohol). Solvent concentrations of 25–60% are common, but may run as high as 90%.Groot Handboek Geneeskrachtige Planten by Geert Verhelst In chemistr ...
) or water (
aqueous An aqueous solution is a solution in which the solvent is water. It is mostly shown in chemical equations by appending (aq) to the relevant chemical formula. For example, a solution of table salt, or sodium chloride (NaCl), in water would be re ...
). Its antiseptic qualities were discovered in 1918 by
Hugh H. Young Hugh Hampton Young (September 18, 1870 – August 23, 1945) was an American surgery, surgeon, urologist, and medical researcher. Biography Hugh H. Young was born in San Antonio, Texas, San Antonio, Texas on September 18, 1870. He was the son of ...
, a physician at
Johns Hopkins Hospital The Johns Hopkins Hospital (JHH) is the teaching hospital and biomedical research facility of the Johns Hopkins School of Medicine, located in Baltimore, Maryland, U.S. It was founded in 1889 using money from a bequest of over $7 million (1873 ...
. The chemical soon became popular among parents and physicians for everyday antiseptic uses, in part because the dye component made it possible to see where the antiseptic had been applied. On 19 October 1998, citing potential for
mercury poisoning Mercury poisoning is a type of metal poisoning due to exposure to mercury. Symptoms depend upon the type, dose, method, and duration of exposure. They may include muscle weakness, poor coordination, numbness in the hands and feet, skin rashes ...
, the
Food and Drug Administration The United States Food and Drug Administration (FDA or US FDA) is a federal agency of the Department of Health and Human Services. The FDA is responsible for protecting and promoting public health through the control and supervision of food ...
(FDA) reclassified merbromin from "generally recognized as safe" to "untested," effectively halting its distribution within the United States. Sales were subsequently halted in Brazil (2001), Germany (2003), and France (2006). :fr:Merbromine It remains readily available in most other countries. Within the United States, products such as Humco Mercuroclear ("Aqueous solution of benzalkonium chloride and lidocaine hydrochloride") play on the brand recognition history of Mercurochrome but substitute other ingredients with similar properties. In Canada,
Jean Coutu Group The Jean Coutu Group (PJC) Inc. is a Canadian drugstore chain headquartered in Varennes, Quebec. It has more than 400 franchised locations in New Brunswick, Ontario and Quebec under the PJC Jean Coutu, PJC Clinique, and PJC Santé banners. ...
markets a
chlorhexidine Chlorhexidine (CHX) (commonly known by the salt forms chlorhexidine gluconate and chlorhexidine digluconate (CHG) or chlorhexidine acetate) is a disinfectant and antiseptic that is used for skin disinfection before surgery and to sterilize surgi ...
solution under the name Mercurochrome.


See also

*
Thiomersal Thiomersal (INN), or thimerosal (USAN, JAN), is an organomercury compound. It is a well-established antiseptic and antifungal agent. The pharmaceutical corporation Eli Lilly and Company gave thiomersal the trade name Merthiolate. It has been u ...
, also known as Thimerosal or Merthiolate * Nitromersol, an organomercury antiseptic and antifungal agent * Phenyl mercuric nitrate


References

{{Antiseptics and disinfectants Antiseptics Bromoarenes Fluorone dyes Organomercury compounds Triarylmethane dyes Organic sodium salts