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Thiomersal information


Thiomersal
Thiomersal
Names
IUPAC name
Ethyl(2-mercaptobenzoato-(2-)-O,S) mercurate(1-) sodium
Other names
Mercury((o-carboxyphenyl)thio)ethyl sodium salt, sodium ethylmercurithiosalicylate
Identifiers
CAS Number
  • 54-64-8 checkY
3D model (JSmol)
  • Interactive image
Beilstein Reference
8169555
ChEBI
  • CHEBI:9546 checkY
ChEMBL
  • ChEMBL508338 checkY
ChemSpider
  • 10772045 checkY
DrugBank
  • DB11590
ECHA InfoCard 100.000.192 Edit this at Wikidata
EC Number
  • 200-210-4
Gmelin Reference
1677155
KEGG
  • D00864
PubChem CID
  • 16684434
RTECS number
  • OV8400000
UNII
  • 2225PI3MOV checkY
CompTox Dashboard (EPA)
  • DTXSID3025540 Edit this at Wikidata
InChI
  • InChI=1S/C7H6O2S.C2H5.Hg.Na/c8-7(9)5-3-1-2-4-6(5)10;1-2;;/h1-4,10H,(H,8,9);1H2,2H3;;/q;;2*+1/p-2 checkY
    Key: RTKIYNMVFMVABJ-UHFFFAOYSA-L checkY
  • InChI=1/C7H6O2S.C2H5.Hg.Na/c8-7(9)5-3-1-2-4-6(5)10;1-2;;/h1-4,10H,(H,8,9);1H2,2H3;;/q;;2*+1/p-2/rC9H10HgO2S.Na/c1-2-10-13-8-6-4-3-5-7(8)9(11)12;/h3-6H,2H2,1H3,(H,11,12);/q;+1/p-1
    Key: RTKIYNMVFMVABJ-TYXNQWANAP
SMILES
  • [Na+].[O-]C(=O)c1ccccc1S[Hg]CC
Properties
Chemical formula
C9H9HgNaO2S
Molar mass 404.81 g/mol
Appearance White or slightly yellow powder
Density 2.508 g/cm3[1]
Melting point 232 to 233 °C (450 to 451 °F; 505 to 506 K) (decomposition)
Solubility in water
1000 g/L (20 °C)
Pharmacology
ATC code
D08AK06 (WHO)
Hazards
GHS labelling:
Pictograms
GHS06: ToxicGHS08: Health hazardGHS09: Environmental hazard
Signal word
Danger
Hazard statements
H300, H310, H330, H373, H410
Precautionary statements
P260, P273, P280, P301, P302, P304, P310, P330, P340, P352[2]
NFPA 704 (fire diamond)
NFPA 704 four-colored diamondHealth 3: Short exposure could cause serious temporary or residual injury. E.g. chlorine gasFlammability 1: Must be pre-heated before ignition can occur. Flash point over 93 °C (200 °F). E.g. canola oilInstability 1: Normally stable, but can become unstable at elevated temperatures and pressures. E.g. calciumSpecial hazards (white): no code
3
1
1
Flash point 250 °C (482 °F; 523 K)
Lethal dose or concentration (LD, LC):
LD50 (median dose)
75 mg/kg (oral, rat)[3]
Safety data sheet (SDS) External MSDS
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
checkY verify (what is checkY☒N ?)
Infobox references

Thiomersal (INN), or thimerosal (USAN, JAN), also sold under the name merthiolate[4] is an organomercury compound. It is a well-established antiseptic and antifungal agent.[5]

The pharmaceutical corporation Eli Lilly and Company named it Merthiolate. It has been used as a preservative in vaccines, immunoglobulin preparations, skin test antigens, antivenins, ophthalmic and nasal products, and tattoo inks.[6] In spite of the scientific consensus that fears about its safety are unsubstantiated,[7][8][9][10] its use as a vaccine preservative has been called into question by anti-vaccination groups. A statement issued by the American Academy of Pediatrics and the US Public Health Service in 1999 prompted the removal of thimerosal from many vaccines.[11][12][13] It remains in use as a preservative for annual flu vaccines.[14]

  1. ^ Cite error: The named reference molstruct was invoked but never defined (see the help page).
  2. ^ "Thimerosal T5125".
  3. ^ Chambers, Michael. "ChemIDplus – 54-64-8 – RTKIYNMVFMVABJ-UHFFFAOYSA-L – Thimerosal [USP:JAN] – Similar structures search, synonyms, formulas, resource links, and other chemical information". chem.sis.nlm.nih.gov. Retrieved 3 April 2018.
  4. ^ "Merthiolate poisoning: MedlinePlus Medical Encyclopedia". medlineplus.gov. Retrieved 8 December 2023.
  5. ^ "Thimerosal and Vaccines | Vaccine Safety | CDC". Centers for Disease Control and Prevention. 25 August 2020. Retrieved 4 May 2023.
  6. ^ Sharpe, M. A.; Livingston, A. D.; Baskin, D. S. (2012). "Thimerosal-Derived Ethylmercury is a Mitochondrial Toxin in Human Astrocytes: Possible Role of Fenton Chemistry in the Oxidation and Breakage of mtDNA". Journal of Toxicology. 2012: 1–12. doi:10.1155/2012/373678. PMC 3395253. PMID 22811707. ...widely used in medical products, including as a preservative in vaccines, immunoglobulin preparations, skin test antigens, antivenins, ophthalmic and nasal products, and tattoo inks...
  7. ^ Immunization Safety Review Committee, Board on Health Promotion and Disease Prevention, Institute of Medicine (2004). Immunization Safety Review: Vaccines and Autism. Washington, DC: The National Academies Press. ISBN 978-0-309-09237-1.{{cite book}}: CS1 maint: multiple names: authors list (link)
  8. ^ Doja, Asif; Roberts, Wendy (November 2006). "Immunizations and autism: a review of the literature". Can J Neurol Sci. 33 (4): 341–46. doi:10.1017/s031716710000528x. PMID 17168158.
  9. ^ "Vaccines Do Not Cause Autism". cdc.gov. Retrieved 29 November 2015.
  10. ^ Gołoś, A; Lutyńska, A (2015). "Thiomersal-containing vaccines - a review of the current state of knowledge". Przeglad Epidemiologiczny. 69 (1): 59–64, 157–61. PMID 25862449.
  11. ^ "Thimerosal in Vaccines: A Joint Statement of the American Academy of Pediatrics and the Public Health Service" (PDF). Morbidity and Mortality Weekly Report Vol. 48 No. 26. Centers for Disease Control and Prevention. 9 July 1999. pp. 563–65. Retrieved 8 May 2024.
  12. ^ Hurley, A; Tadrous, M; Miller, E (July–September 2010). "Thimerosal-Containing Vaccines and Autism: A Review of Recent Epidemiologic Studies". J Pediatr Pharmacol Ther. 15 (3): 173–181. PMC 3018252. PMID 22477809.
  13. ^ Cite error: The named reference drugsaf was invoked but never defined (see the help page).
  14. ^ "Not Immune". The New Yorker. 8 February 2015. Retrieved 2 October 2022.

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in laboratory work include sodium azide (which is acutely toxic) and thiomersal.[citation needed] Bacteriostatic antibiotics limit the growth of bacteria...

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dimethylmercury, (CH3)2Hg, diethylmercury and merbromin ("Mercurochrome"). Thiomersal is used as a preservative for vaccines and intravenous drugs. The toxicity...

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