Mersalyl

Mersalyl (Mersal) is an organomercury compound[1] and mercurial diuretic. It is only rarely used as a drug, having been superseded by diuretic medications that do not contain mercury and are therefore less toxic. It features a Hg(II) centre. Mersalyl was originally adapted from calomel (Hg2Cl2), a diuretic discovered by Paracelsus.

Mersalyl
Names
IUPAC name
(3-{[2-(Carboxymethoxy)benzoyl]amino}-2-methoxypropyl)(hydroxy)mercury
Other names
Mersalyl acid, salyrganic acid
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
ECHA InfoCard 100.006.943
UNII
  • InChI=1S/C13H16NO5.Hg.H2O/c1-9(18-2)7-14-13(17)10-5-3-4-6-11(10)19-8-12(15)16;;/h3-6,9H,1,7-8H2,2H3,(H,14,17)(H,15,16);;1H2/q;+1;/p-1 checkY
    Key: HQRSUIDICNOLPX-UHFFFAOYSA-M checkY
  • InChI=1/C13H16NO5.Hg.H2O/c1-9(18-2)7-14-13(17)10-5-3-4-6-11(10)19-8-12(15)16;;/h3-6,9H,1,7-8H2,2H3,(H,14,17)(H,15,16);;1H2/q;+1;/p-1/rC13H17HgNO6/c1-20-9(6-14-19)7-15-13(18)10-4-2-3-5-11(10)21-8-12(16)17/h2-5,9,19H,6-8H2,1H3,(H,15,18)(H,16,17)
    Key: HQRSUIDICNOLPX-SCJHNVIKAK
  • O[Hg]CC(OC)CNC(=O)c1ccccc1OCC(O)=O
Properties
C13H18HgNO6
Molar mass 484.87512 g/mol
Pharmacology
C03BC01 (WHO)
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

See also
  • Thiomersal – Organomercury antiseptic and antifungal agent
  • Nitromersol – Organomercury antiseptic and antifungal agent

References
  1. Stewart, J. H.; Edwards, K. D. (1965). "Clinical comparison of frusemide with bendrofluazide, mersalyl, and ethacrynic acid". British Medical Journal. 2 (5473): 1277–1281. doi:10.1136/bmj.2.5473.1277. PMC 1846704. PMID 5849145.
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