Chlormerodrin

Chlormerodrin
Clinical data
AHFS/Drugs.com	Medical Encyclopedia
ATC code	none;
Legal status
Legal status	US: Withdrawn;
Identifiers
	IUPAC name 3-carbamoylamino-2-methoxypropylmercury(II) chloride;
CAS Number	62-37-3;
PubChem CID	25210;
DrugBank	DB00534;
ChemSpider	2615;
UNII	99T5TWO621;
ChEBI	CHEBI:59445;
ChEMBL	ChEMBL2110562;
ECHA InfoCard	100.000.483
Chemical and physical data
Formula	C5H11ClHgN2O2
Molar mass	367.20 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES COC(CNC(=O)N)C[Hg]Cl;
	InChI InChI=1S/C5H11N2O2.ClH.Hg/c1-4(9-2)3-7-5(6)8;;/h4H,1,3H2,2H3,(H3,6,7,8);1H;/q;;+1/p-1; Key:BJFGVYCULWBXKF-UHFFFAOYSA-M;

Chlormerodrin
Names
	IUPAC name 3-carbamoylamino-2-methoxypropylmercury(II) chloride
	Systematic IUPAC name 3-chloro-mercura-2-methoxy propylurea
	Other names Chloromeridin; Chlormerodin; Chlormerodrine; Chlormeroprin; Diurone; Katonil; Mercardox; Mercloran; Mercoral; Merculest; Merilid; Neogidrin; Neohydrin; Oricur; Percapyl; Promeran; Promerane; 3-chloro-mercuri-2-methoxy propylurea; [3-(Carbamoylamino)-2-methoxypropyl](chloro)mercury;
Identifiers
CAS Number	62-37-3;
3D model (JSmol)	Interactive image;
ECHA InfoCard	100.000.483
PubChem CID	25210;
	SMILES COC(CNC(N)=O)C[Hg]Cl;
Properties
Chemical formula	C5H11ClHgN2O2
Molar mass	367.20 g·mol−1
Appearance	Solid
Melting point	152.5 °C (306.5 °F; 425.6 K)
Solubility in water	11 g/L
Hazards
	Occupational safety and health (OHS/OSH):
Main hazards	Renal mercury poisoning
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Chlormerodrin is a mercurial diuretic commercially traded from 1952^[1] until 1974^[2] that was once used to treat patients with heart failure,^[3] but is no longer in widespread use.^[4] The radiolabelled form (¹⁹⁷Hg & ²⁰³Hg) had also been used for medical imaging of the kidney and brain^[5]^[6] and the ¹⁹⁷Hg form was even considered a contender for ^99mTc by some physicians,^[7] but was ultimately discontinued by the FDA in 1989.^[8]

References

^ Sittig M (1988). Pharmaceutical Manufacturing Encyclopedia. Westwood: Noyes Publications.
^ Crout JR (1974). "Fixed combination prescription drugs: FDA policy". Journal of Clinical Pharmacology. 14 (5–6): 249–254. doi:10.1002/j.1552-4604.1974.tb02309.x. PMID 4829517. S2CID 5830209.
^ Leff WA, Nussbaum HE (April 1959). "Chlormerodrin: clinical effectiveness and absence of toxicity in congestive heart failure; report of a four-year study". British Medical Journal. 1 (5126): 883–889. doi:10.1136/bmj.1.5126.883. PMC 1992943. PMID 13629153.
^ "Chlormerodrin". PubChem. U.S. National Library of Medicine. Retrieved 2021-09-23.
^ Sodee DB, Di Stefano B (September 1965). "The Clinical Value of Today's Radioisotope Scanning". The Ohio State Medical Journal. 61: 819–22. PMID 14340215.
^ Yamamoto YL, Feindel W, Zanelli J (September 1964). "Comparative study of radioactive chlormerodrin (Neohydrin) tagged with mercury 197 and mercury 203 for brain scanning". Neurology. 14 (9): 815–820. doi:10.1212/wnl.14.9.815. PMID 14215595. S2CID 43526449.
^ Sodee DB (December 1968). "Comparison of 99mTc-pertechnetate and 197Hg-chlormerodrin for brain scanning". Journal of Nuclear Medicine. 9 (12): 645. PMID 5729215.
^ FDA, Approved Drug Products with Therapeutic Equivalence Evaluations, US Department Of Health And Human Service, 1989.

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[1] Sittig M (1988). Pharmaceutical Manufacturing Encyclopedia. Westwood: Noyes Publications.

[2] Crout JR (1974). "Fixed combination prescription drugs: FDA policy". Journal of Clinical Pharmacology. 14 (5–6): 249–254. doi:10.1002/j.1552-4604.1974.tb02309.x. PMID 4829517. S2CID 5830209.

[pmid13629153-3] Leff WA, Nussbaum HE (April 1959). "Chlormerodrin: clinical effectiveness and absence of toxicity in congestive heart failure; report of a four-year study". British Medical Journal. 1 (5126): 883–889. doi:10.1136/bmj.1.5126.883. PMC 1992943. PMID 13629153.

[4] "Chlormerodrin". PubChem. U.S. National Library of Medicine. Retrieved 2021-09-23.

[pmid14340215-5] Sodee DB, Di Stefano B (September 1965). "The Clinical Value of Today's Radioisotope Scanning". The Ohio State Medical Journal. 61: 819–22. PMID 14340215.

[6] Yamamoto YL, Feindel W, Zanelli J (September 1964). "Comparative study of radioactive chlormerodrin (Neohydrin) tagged with mercury 197 and mercury 203 for brain scanning". Neurology. 14 (9): 815–820. doi:10.1212/wnl.14.9.815. PMID 14215595. S2CID 43526449.

[pmid5729215-7] Sodee DB (December 1968). "Comparison of 99mTc-pertechnetate and 197Hg-chlormerodrin for brain scanning". Journal of Nuclear Medicine. 9 (12): 645. PMID 5729215.

[8] FDA, Approved Drug Products with Therapeutic Equivalence Evaluations, US Department Of Health And Human Service, 1989.

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Names

IUPAC name 3-carbamoylamino-2-methoxypropylmercury(II) chloride
Systematic IUPAC name 3-chloro-mercura-2-methoxy propylurea
Other names Chloromeridin Chlormerodin Chlormerodrine Chlormeroprin Diurone Katonil Mercardox Mercloran Mercoral Merculest Merilid Neogidrin Neohydrin Oricur Percapyl Promeran Promerane 3-chloro-mercuri-2-methoxy propylurea [3-(Carbamoylamino)-2-methoxypropyl](chloro)mercury
Identifiers
CAS Number	62-37-3
3D model (JSmol)	Interactive image
ECHA InfoCard	100.000.483
PubChem CID	25210
SMILES COC(CNC(N)=O)C[Hg]Cl
Properties
Chemical formula	C₅H₁₁ClHgN₂O₂
Molar mass	367.20 g·mol⁻¹
Appearance	Solid
Melting point	152.5 °C (306.5 °F; 425.6 K)
Solubility in water	11 g/L
Hazards
Occupational safety and health (OHS/OSH):
Main hazards	Renal mercury poisoning
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references