Meralluride

Meralluride
Names
	IUPAC name [3-[(4-Hydroxy-4-oxobutanoyl)carbamoylamino]-2-methoxypropyl]mercury hydroxide
Identifiers
CAS Number	140-20-5 ;
3D model (JSmol)	Interactive image;
ChemSpider	19975270 ;
PubChem CID	101626;
UNII	LJ423706OE ;
	InChI 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 Key: ZRXNZKPGLBQLJV-UHFFFAOYSA-M ; 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;
	SMILES COC(CNC(=O)NC(=O)CCC(=O)O)C[Hg].O;
Properties
Chemical formula	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). verify (what is ?) Infobox references

Meralluride is a mercurial diuretic.[1]

In a 1963 study done with rats, it was though 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

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.
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.
Harris Jr., William H. (January 1, 1953). "Mercuhydrin sensitivity, Report of a case". The Journal of Allergy and Clinical Immunology. 24 (1): P73-77. doi:10.1016/0021-8707(53)90063-X. PMID 13022218. Retrieved May 26, 2022.
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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[pmid13976179-1] 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): P73-77. 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.