Chlormerodrin

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
3D model (JSmol)
ECHA InfoCard 100.000.483
Edit this at Wikidata
PubChem CID
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
Clinical data
AHFS/Drugs.comMedical Encyclopedia
ATC code
  • none
Legal status
Legal status
  • US: Withdrawn
Identifiers
IUPAC name
  • 3-carbamoylamino-2-methoxypropylmercury(II) chloride
CAS Number
PubChem CID
DrugBank
ChemSpider
UNII
ChEBI
ChEMBL
ECHA InfoCard100.000.483
Edit this at Wikidata
Chemical and physical data
FormulaC5H11ClHgN2O2
Molar mass367.196 g·mol−1
3D model (JSmol)
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 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

  1. ↑ M. Sittig, Pharmaceutical Manufacturing Encyclopedia, Noyes Publications, Westwood, 1988.
  2. ↑ J. R. Crout, Fed. Regist. 1974, 39, 42018–42019.
  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): 883–9. doi:10.1136/bmj.1.5126.883. PMC 1992943. PMID 13629153.
  4. ↑ PubChem. "Chlormerodrin". pubchem.ncbi.nlm.nih.gov. Retrieved 2021-09-23.
  5. ↑ D. B. Sodee, B. Di Stefano, Ohio State Med. J. 1965, 61, 819–822.
  6. ↑ Yamamoto, Y. L.; Feindel, W.; Zanelli, J. (1964-09-01). "Comparative study of radioactive chlormerodrin (Neohydrin) tagged with mercury 197 and mercury 203 for brain scanning". Neurology. 14 (9): 815–815. doi:10.1212/wnl.14.9.815. ISSN 0028-3878.
  7. ↑ D. B. Sodee, J. Nucl. Med. 1968, 9, 645.
  8. ↑ FDA, Approved Drug Products with Therapeutic Equivalence Evaluations, US Department Of Health And Human Service, 1989.


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