Mersalyl

Organomercury compound once used diuretic
Mersalyl
Names
IUPAC name
(3-{[2-(Carboxymethoxy)benzoyl]amino}-2-methoxypropyl)(hydroxy)mercury
Other names
Mersalyl acid, salyrganic acid
Identifiers
CAS Number
  • 486-67-9 checkY
3D model (JSmol)
  • Interactive image
ChEMBL
  • ChEMBL1201330 ☒N
ChemSpider
  • 11337655 checkY
ECHA InfoCard 100.006.943 Edit this at Wikidata
IUPHAR/BPS
  • 5331
PubChem CID
  • 443130
UNII
  • 7RDI07K19U checkY
CompTox Dashboard (EPA)
  • DTXSID101334269 DTXSID3046902, DTXSID101334269 Edit this at Wikidata
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-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
Chemical formula
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).
☒N verify (what is checkY☒N ?)
Infobox references
Chemical compound

Mersalyl (Mersal) is an organomercury compound[1] 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 It is only rarely used as a drug, having been superseded by thiazides and loop diuretics that are less toxic because they do not contain mercury.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.
  • v
  • t
  • e
Mercury(I)
  • HgH
  • Hg2H2
  • Hg2Br2
  • Hg2Cl2
  • Hg2F2
  • Hg2I2
  • Hg2(NO3)2
  • Hg2O
  • Hg2CO3
  • Hg2SO4
  • Hg2S (hypothetical)
Mercury(II)
  • HgH2
  • HgNH2Cl
  • HgSe
  • HgS
  • HgTe
  • Hg(O2CCH3)2
  • HgBr2
  • HgCl2
  • Hg(CN)2
  • HgF2
  • Hg(OH)2
  • HgI2
  • Hg(NO3)2
  • HgO
  • HgSO4
  • Hg(SCN)2
  • Hg(CNO)2
  • Hg3N2
  • Hg(Si(CH3)3)2
  • K2HgI4
Organomercury
compounds
  • Hg(CH3)2
  • Hg(C2H5)2
  • Hg(C6H5)2
  • HgC6H5CH3CO2
  • HgC6H5OB(OH)2
  • HgC6H5NO3
  • HgC6H5CCl3
  • HgClC6H4CO2H
  • HgOHCH2CHOCH3CH2(NHCO)
  • C
    36
    H
    70
    HgO
    4
  • HgOHCH2CHOCH3CH2NHCOC6H4OCH2CO2H
  • Na2HgOHC6HOBrC6H2OBrOCHC6H4CO2
  • HgOC6H2CH3NO2
  • NaHgC2H5SC6H4CO2
Mercury(IV)
  • HgF4 (hypothetical)
Amalgams
Mercury cations
  • Hg2+
  • Hg22+
  • Hg32+
  • Hg42+
  • Hg34+
  • HgCH3+
  • HgC2H5+
  • HgC6H5+
  • v
  • t
  • e
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
Stub icon

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