Nitromersol

Nitromersol
Names
	IUPAC name 5-Methyl-2-nitro-7-oxa-8-mercurabicyclo[4.2.0]octa-1(6),2,4-triene
	Other names Metaphen; 6-Methyl-3-nitrobenzoxamercurete; 4-Nitro-5-hydroxymercuriorthocresol
Identifiers
CAS Number	133-58-4 ;
3D model (JSmol)	Interactive image;
ChemSpider	16739372;
ECHA InfoCard	100.004.648
PubChem CID	16682935;
UNII	RU6242GP15;
CompTox Dashboard (EPA)	DTXSID9057638 ;
	InChI InChI=1S/C7H6NO3.Hg/c1-5-2-3-6(8(10)11)4-7(5)9;/h2-3,9H,1H3;/q;+1/p-1 Key: UEHLXXJAWYWUGI-UHFFFAOYSA-M; 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 Key: UEHLXXJAWYWUGI-ITKDQSLKAT;
	SMILES Cc1ccc(c2[Hg]Oc12)[N+]([O-])=O;
Properties
Chemical formula	C7H5HgNO3
Molar mass	351.713 g·mol−1
Hazards
Main hazards	moderately toxic
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
	Infobox references

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.[1]

This compound is a confirmed animal carcinogen. It can emit toxic fumes of NO_x and mercury vapor when heated.[2] 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.[3] Nitromersol can cause hypersensitivity reactions, but it is still in use as a preservative for vaccines and antitoxins.[4]

References

Hospital formulary and compendium of useful information. Berkeley, California: University of California Press. 1941. p. 113. Retrieved 2011-04-08.
Lewis, Richard J. (2008). Hazardous chemicals desk reference. Wiley-Interscience. p. 1018. ISBN 0-470-18024-2. Retrieved 2011-04-08.
Remington: the science and practice of pharmacy. Medicine Series. 1 (21st ed.). Lippincott Williams & Wilkins. 2005. p. 369. ISBN 0-7817-4673-6.
Trevor, Anthony J.; Katzung, Bertram G.; Masters, Susan B. (2007). Katzung & Trevor's pharmacology: examination & board review. Lange Basic Science (8th ed.). McGraw-Hill Professional. p. 420. ISBN 0-07-148869-3.

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[ucp1941-1] Hospital formulary and compendium of useful information. Berkeley, California: University of California Press. 1941. p. 113. Retrieved 2011-04-08.

[hcdr2008-2] Lewis, Richard J. (2008). Hazardous chemicals desk reference. Wiley-Interscience. p. 1018. ISBN 0-470-18024-2. Retrieved 2011-04-08.

[remington2005-3] Remington: the science and practice of pharmacy. Medicine Series. 1 (21st ed.). Lippincott Williams & Wilkins. 2005. p. 369. ISBN 0-7817-4673-6.

[katzung_trevor2007-4] Trevor, Anthony J.; Katzung, Bertram G.; Masters, Susan B. (2007). Katzung & Trevor's pharmacology: examination & board review. Lange Basic Science (8th ed.). McGraw-Hill Professional. p. 420. ISBN 0-07-148869-3.