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Chlormerodrin

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Not to be confused with the herbicide Diuron.
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
  • (chloro)mercury
Identifiers
CAS Number
3D model (JSmol)
ECHA InfoCard 100.000.483 Edit this at Wikidata
PubChem CID
SMILES
  • COC(CNC(N)=O)CCl
Properties
Chemical formula C5H11ClHgN2O2
Molar mass 367.20 g·mol
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 , 100 kPa). Infobox references
Chemical compound Pharmaceutical compound
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  • US: Withdrawn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 mass367.20 g·mol
3D model (JSmol)
SMILES
  • COC(CNC(=O)N)CCl
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 until 1974 that was once used to treat patients with heart failure, but is no longer in widespread use. The radiolabelled form (Hg & Hg) had also been used for medical imaging of the kidney and brain and the Hg form was even considered a contender for Tc by some physicians, but was ultimately discontinued by the FDA in 1989.

References

  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.
  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.
  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.
  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.
Diuretics (C03)
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


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