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Meralluride

Meralluride
Names
IUPAC name
[3-[(4-Hydroxy-4-oxobutanoyl)carbamoylamino]-2-methoxypropyl]mercury hydroxide
Identifiers
3D model (JSmol)
ChemSpider
UNII
  • InChI=1S/C9H15N2O5.Hg.H2O/c1-6(16-2)5-10-9(15)11-7(12)3-4-8(13)14;;/h6H,1,3-5H2,2H3,(H,13,14)(H2,10,11,12,15);;1H2/q;+1;/p-1 ☒N
    Key: ZRXNZKPGLBQLJV-UHFFFAOYSA-M ☒N
  • InChI=1/C9H15N2O5.Hg.H2O/c1-6(16-2)5-10-9(15)11-7(12)3-4-8(13)14;;/h6H,1,3-5H2,2H3,(H,13,14)(H2,10,11,12,15);;1H2/q;+1;/p-1/rC9H16HgN2O6/c1-18-6(4-10-17)5-11-9(16)12-7(13)2-3-8(14)15/h6,17H,2-5H2,1H3,(H,14,15)(H2,11,12,13,16)
    Key: ZRXNZKPGLBQLJV-RFUSTNNRAA
  • COC(CNC(=O)NC(=O)CCC(=O)O)C[Hg].O
Properties
C9H16HgN2O6
Molar mass 448.827 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Meralluride is a mercurial diuretic.[1]

In a 1963 study done with rats, it was thought to act on the proximal tubules of the kidneys.[1] Studies in the late 1970s showed the compound had antimicrobial effect against Proteus bacteria responsible for urinary tract infections, with varying degrees of effectiveness based on the substances mixed with the drug.[2]

Published toxicity reports include one patient who "experienced violent delayed febrile reactions after the fifth, sixth, and seventh intramuscular injections of Mercuhydrin".[3] Studies from Japan showed the compound caused ventricular fibrillation in a high percentage of animals when compared to furosemide; the furosemide was found to be easier to administer to patients in increasing doses without these side-effects.[4]

References

  1. ^ a b SANABRIA A (April 1963). "Ultrastructural changes produced in the rat kidney by a mercurial diuretic (meralluride)". Br J Pharmacol Chemother. 20 (2): 352–61. doi:10.1111/j.1476-5381.1963.tb01474.x. PMC 1703643. PMID 13976179.
  2. ^ Kunin, Calvin A. (September 10, 1976). "Effect of organic mercurials and sulfhydryl compounds on the urease activity of Proteus: inhibition by urine and ascorbic acid". Antimicrob Agents Chemother. 10 (3): 503–506. doi:10.1128/AAC.10.3.503. PMC 429779. PMID 10828.
  3. ^ Harris Jr., William H. (January 1, 1953). "Mercuhydrin sensitivity, Report of a case". The Journal of Allergy and Clinical Immunology. 24 (1): 73–77. doi:10.1016/0021-8707(53)90063-X. PMID 13022218. Retrieved May 26, 2022.
  4. ^ Luisada, A.A.; Madoery, R.; Levey, S. (1967). "Action of Certain Diuretics in Pulmonary Edema; An Experimental Study". Japanese Heart Journal. 8 (6): 743–744. doi:10.1536/ihj.8.743. PMID 5300580. S2CID 32551048. Retrieved May 26, 2022.


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