Nitromersol

{{short description|Organomercury antiseptic and antifungal agent}}

{{Chembox

| ImageFile = Nitromersol.svg

| ImageSize = 112px

| IUPACName = 5-Methyl-2-nitro-7-oxa-8-mercurabicyclo[4.2.0]octa-1(6),2,4-triene

| OtherNames = Metaphen; 6-Methyl-3-nitrobenzoxamercurete; 4-Nitro-5-hydroxymercuriorthocresol

| Section1 = {{Chembox Identifiers

| CASNo = 133-58-4

| CASNo_Ref = {{cascite|correct|}}

| UNII = RU6242GP15

| PubChem = 16682935

| ChemSpiderID = 16739372

| SMILES = Cc1ccc(c2[Hg]Oc12)[N+]([O-])=O

| InChI = 1/C7H6NO3.Hg/c1-5-2-3-6(8(10)11)4-7(5)9;/h2-3,9H,1H3;/q;+1/p-1/rC7H5HgNO3/c1-4-2-3-5(9(10)11)6-7(4)12-8-6/h2-3H,1H3

| InChIKey = UEHLXXJAWYWUGI-ITKDQSLKAT

| StdInChI = 1S/C7H6NO3.Hg/c1-5-2-3-6(8(10)11)4-7(5)9;/h2-3,9H,1H3;/q;+1/p-1

| StdInChIKey = UEHLXXJAWYWUGI-UHFFFAOYSA-M

}}

| Section2 = {{Chembox Properties

| C=7 | H=5 | Hg=1 | N=1 | O=3

| Appearance =

| Density =

| MeltingPt =

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| Section3 = {{Chembox Hazards

| MainHazards = moderately toxic

| FlashPt =

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Nitromersol (metaphen) is a mercury-containing organic compound that is primarily used as an antiseptic and disinfectant. It is a brown-yellow solid that has no odor or taste, does not irritate the skin or mucous membranes, and has no impact on rubber or metallic instruments, including surgical and dental tools.

This compound is a confirmed animal carcinogen. It can emit toxic fumes of NOx and mercury vapor when heated. In 1998, use of nitromersol (and other mercury-containing products) as OTC first-aid antiseptics and products for diaper rash and vaginal contraceptives was disallowed by the FDA. Nitromersol can cause hypersensitivity reactions.

It is still in use as a preservative for vaccines and antitoxins.{{example needed|s|date=September 2021}}{{cn|date=February 2025}}

See also

  • {{Annotated link|Thiomersal}}
  • Phenylmercuric nitrate - an organomercury compound with powerful antiseptic and antifungal effects

References

{{reflist|refs=

{{cite book | title=Hospital formulary and compendium of useful information | page=113 | year=1941 | publisher=University of California Press | location=Berkeley, California | url=https://books.google.com/books?id=t7VW3PucgboC&pg=PA113 | access-date=2011-04-08 }}

{{cite book | first=Richard J. | last=Lewis | year=2008 | title=Hazardous chemicals desk reference | page=1018 | publisher=Wiley-Interscience | isbn=978-0-470-18024-2 | url=https://books.google.com/books?id=LkIWiNg4FGEC&pg=PA1018 | access-date=2011-04-08 }}

{{cite book |author1=Trevor, Anthony J. |author2=Katzung, Bertram G. |author3=Masters, Susan B. | title=Katzung & Trevor's pharmacology: examination & board review | page=420 | series=Lange Basic Science | year=2007 | edition=8th | publisher=McGraw-Hill Professional | isbn=978-0-07-148869-3 }}

{{cite book | title=Remington: the science and practice of pharmacy | volume=1 | series=Medicine Series | edition=21st | publisher=Lippincott Williams & Wilkins | year=2005 | isbn=0-7817-4673-6 | page=369 }}

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{{Antiseptics and disinfectants}}

{{Mercury compounds}}

Category:Antiseptics

Category:Disinfectants

Category:Organomercury compounds