Basic information
- CAS
20223-84-1- Standard SMILES
COC([CH2][Hg+])CNC(=O)C1CCC(C)(C(=O)[O-])C1(C)C.O=C([O-])C[S-].[H+].[H+]- InChIKey
JGMQLDDGSMLGDU-UHFFFAOYSA-M- Molecular formula
- C16H27HgNO6S
- Average molar mass
- 562 g/mol
- Monoisotopic mass
- 563.126552
Overview
Mercaptomerin is an organomercuric compound. Mercury is a heavy, silvery d-block metal and one of six elements that are liquid at or near room temperature and pressure. It is a naturally occuring substance, and combines with other elements such as chlorine, sulfur, or oxygen to form inorganic mercury compounds (salts). Mercury also combines with carbon to make organic mercury compounds. (L1)
Names & identifiers
- Preferred name
- Mercaptomerin
- IUPAC
- [3-[(3-carboxylato-2,2,3-trimethylcyclopentanecarbonyl)amino]-2-methoxypropyl]mercury(1+);hydron;2-sulfidoacetate
Names & synonyms
MERCAPTOMERINMercaptomerineThiomerinMercaptomerinaMercaptomerinum20223-84-158TLO7I2HNDTXSID901046256Mercury, (3-(3-carboxy-2,2,3-trimethylcyclopentanecarboxamido)-2-methoxypropyl)(hydrogen mercaptoacetato)-RefChem:156556DTXCID7015059153-((3-(((carboxymethyl)sulfanyl)mercurio)-2-methoxypropyl)carbamoyl)-1,2,2-trimethylcyclopentane-1-carboxylic acid
Show more names
DiucardynDiucardyn sodiumMercaptomerine sodiqueSodium mercaptomerinThiomerin sodium[3-[(3-carboxylato-2,2,3-trimethylcyclopentanecarbonyl)amino]-2-methoxypropyl]mercury(1+);hydron;2-sulfidoacetateMercaptomerin [INN:BAN]Mercaptomerine [INN-French]
Database identifiers
- CAS
20223-84-1- PubChem CID
- 30005
- DTXSID
DTXSID901046256
Properties
Computed structural properties
- Topological polar surface area
- 120 Ų
- Hydrogen bond donors
- 3
- Hydrogen bond acceptors
- 7
- Rotatable bonds
- 5
- Heavy atoms
- 25
- Formal charge
- 0
- Complexity
- 417
Experimental & physicochemical properties
SolubilityDecomposes 150-155 °C; insol in benzene /Mercaptomerin sodium/
Other Experimental Properties
Discolors polyethylene devices /Mercaptomerin sodium/
White, hygroscopic powder or amorphous solid having a characteristic honeycomb structure; 1 in 50 solution is neutral or slightly alkaline to litmus; freely soluble in water; soluble in alcohol; slightly soluble in chloroform and ether. /Mercaptomerin sodium/
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Hazard information
RCRA Requirements
D009; A solid waste containing mercury may or may not become characterized as a hazardous waste when subjected to the Toxicity Characteristic Leaching Procedure listed in 40 CFR 261.24, and if so characterized, must be managed as a hazardous waste. /Mercury/
OSHA Standards
Permissible Exposure Limit: Table Z-2 8-hr Time Weighted Avg: 0.01 mg/cu m. /Organo alkyl mercury/
Permissible Exposure Limit: Table Z-2 Acceptable Ceiling Concentration: 0.04 mg/cu m. /Organo alkyl mercury/
Vacated 1989 OSHA PEL TWA 0.01 mg/cu m; STEL 0.03 mg/cu m, skin designation, is still enforced in some states. /Mercury (organo) alkyl compounds, as Hg/
Atmospheric Standards
Listed as a hazardous air pollutant (HAP) generally known or suspected to cause serious health problems. The Clean Air Act, as amended in 1990, directs EPA to set standards requiring major sources to sharply reduce routine emissions of toxic pollutants. EPA is required to establish and phase in specific performance based standards for all air emission sources that emit one or more of the listed pollutants. Mercaptomerin is included on this list.
EPA Hazardous Waste Number
D009; Mercury. A waste containing mercury may or may not be characterized as a hazardous waste following testing by the Toxicity Characteristic Leaching Procedure as prescribed by the Resource Conservation and Recovery Act (RCRA) regulations. /Mercury/
NIOSH Recommendations
Recommended Exposure Limit: 10 Hr Time-Weighted Avg: 0.01 mg/cu m. /Mercury (organo) alkyl compounds (as Hg)/
Recommended Exposure Limit: 15 Min Short-Term Exposure Limit: 0.03 mg/cu m. /Mercury (organo) alkyl compounds (as Hg)/
Clean Water Act RequirementsToxic pollutant designated pursuant to section 307(a)(1) of the Federal Water Pollution Control Act and is subject to effluent limitations. /Mercury and cmpd/
Chemistry & industry
Pharmacology
Metabolism/Metabolites
Organic mercury is absorbed mainly by the gastrointestinal tract, then distributed throughout the body via the bloodstream. Organic mercury complexes with free cysteine and the cysteine and sulfhydryl groups on proteins such as haemoglobin. These complexes are able to mimic methionine and thus be transported throughout the body, including through the blood-brain barrier and placenta. Organic mercury is metabolized into inorganic mercury, which is eventually excreted in the urine and faeces. (T11)
Absorption, Distribution and Excretion2 ML MERCAPTOMERIN SODIUM INJECTED IV: 60-90% EXCRETED IN URINE DURING 24 HR. 2 ML INJECTED SUBCUTANEOUS: 50% EXCRETED IN URINE WITHIN 2-3 HR. /MERCAPTOMERIN SODIUM; FROM TABLE/
Uses & manufacturing
UsesMEDICATION (VET)
Methods of ManufacturingLehman, US patent 2,576,349 (1951 to Wyeth); Wendt, Bruce, J Org Chem 23: 1448 (1958); Wendt, US patent 2,834,795 (1958 to Am Home Prod). /Mercaptomerin sodium/
Formulations/Preparations
Mercaptomerin Sodium Injection (USP). ... A sterile solution in water for injections, containing 118 to 132 mg in 1 ml; pH 8 to 9.5. Nord P (Injectabile Mercaptomerini) is similar. /Mercaptomerin Sodium/
Proprietary names: Thiomerin (Wyeth, Canada; Wyeth, USA). /Mercaptomerin Sodium/
VET: CONTAINS 33% MERCURY. WHEN DILUTED TO CONTAIN 125 MG/ML EACH ML CONTAINS 40 MG ELEMENTAL MERCURY. /MERCAPTOMERIN SODIUM/
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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