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Mersalyl

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Organomercury compound once used diuretic
Mersalyl
Names
IUPAC name (3-{amino}-2-methoxypropyl)(hydroxy)mercury
Other names Mersalyl acid, salyrganic acid
Identifiers
CAS Number
3D model (JSmol)
ChEMBL
ChemSpider
ECHA InfoCard 100.006.943 Edit this at Wikidata
IUPHAR/BPS
PubChem CID
UNII
CompTox Dashboard (EPA)
InChI
  • 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-1Key: HQRSUIDICNOLPX-UHFFFAOYSA-M
  • 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
SMILES
  • OCC(OC)CNC(=O)c1ccccc1OCC(O)=O
Properties
Chemical formula C13H18HgNO6
Molar mass 484.87512 g/mol
Pharmacology
ATC code C03BC01 (WHO)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). ☒N verify (what is  ?) Infobox references
Chemical compound

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 It is only rarely used as a drug, having been superseded by thiazides and loop diuretics that are less toxic because they do not contain mercury.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

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.
Mercury compounds
Mercury(I)
Mercury(II)
Organomercury
compounds
Mercury(IV)
Amalgams
Mercury cations
Diuretics (C03)
Sulfonamides
(and etacrynic acid)
CA inhibitors (at PT)
Loop (Na-K-Cl at AL)
Thiazides (Na-Cl at DCT,
Calcium-sparing)
Thiazide-likes (primarily DCT)
Potassium-sparing (at CD)
ESC blockers
Aldosterone antagonists
Osmotic diuretics (PT, DL)
Vasopressin receptor inhibitors
(DCT and CD)
Other
Combination products
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