Mercaptomerin sodium

HCID 30556

Basic information

CAS
21259-76-7
Standard SMILES
COC(CNC(=O)C1CCC(C)(C(=O)[O-])C1(C)C)[CH2][Hg][S]CC(=O)[O-].[Na+].[Na+]
InChIKey
RQXWFEXQGWCOGQ-UHFFFAOYSA-K
Molecular formula
C16H25HgNNa2O6S
Average molar mass
606 g/mol
Monoisotopic mass
607.09044008

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 sodium
IUPAC
disodium;carboxylatomethylsulfanyl-[3-[(3-carboxylato-2,2,3-trimethylcyclopentanecarbonyl)amino]-2-methoxypropyl]mercury
English name
mercaptomerin sodium
Molecular formula
C16H25HgNO6S.2Na
Molecular weight
606.01

Names & synonyms

MERCAPTOMERIN SODIUM21259-76-706U2KLM373DTXSID801016486Mercury, (3-(((3-carboxy-2,2,3-trimethylcyclopentyl)carbonyl)amino)-2-methoxypropyl)(mercaptoacetato-S)-, disodium saltDisodium N-(3-(carboxymethylthiomercuri)-2-methoxypropyl)-alpha-camphoramateN-(gamma-Carboxymethylmercaptomercuri-beta-methoxy)propylcamphoramic acid disodium saltRefChem:156557DTXCID001474676244-298-2Letorindisodium;carboxylatomethylsulfanyl-[3-[(3-carboxylato-2,2,3-trimethylcyclopentanecarbonyl)amino]-2-methoxypropyl]mercury
Show more names
Thiomerin sodiumDiucardyn sodiumMercaptomerine sodique[[3-[[(3-Sodiooxycarbonyl-2,2,3-trimethylcyclopentyl)carbonyl]amino]-2-methoxypropyl]mercurio(II)thio]acetic acid sodium saltMercurate(2-), [3-[[(3-carboxylato-2,2,3-trimethylcyclopentyl)carbonyl-κO]amino]-2-methoxypropyl-κC][2-(mercapto-κS)acetato(2-)-κO]-, sodium (1:2), (T-4)-
(3-(3-Carboxy-2,2,3-trimethylcyclopentanecarboxamido)-2-methoxypropyl)(hydrogen mercaptoacetato)mercury disodium salt[3-(3-Carboxy-2,2,3-trimethylcyclopentanecarboxamido)-2-methoxypropyl](hydrogen mercaptoacetato)mercury disodium saltEINECS 244-298-2Mercaptomerin sodium [USP]SCHEMBL309517UNII-06U2KLM373MERCAPTOMERIN SODIUM [MI]MERCAPTOMERIN SODIUM [WHO-DD]

Database identifiers

CAS
21259-76-7
PubChem CID
30556
DTXSID
DTXSID801016486
UNII
06U2KLM373
EC Number
244-298-2

Properties

Computed structural properties

Topological polar surface area
144 Ų
Hydrogen bond donors
1
Hydrogen bond acceptors
7
Rotatable bonds
7
Heavy atoms
27

Physicochemical properties

Melting point
150 · 150-155 °C (decomp)
CAS DataBase Reference
21259 · 21259-76-7
FDA UNII
6 U2KLM373 · 06U2KLM373

Safety & regulation

Safety & protection

Minimum Risk LevelChronic Inhalation: 0.0002 mg/m3 (L134)

Toxicology

TreatmentMercury poisoning is treated by immediate decontamination and chelation therapy using DMSA, DMPS, DPCN, or dimercaprol. (A7)
Health Effects · 1 item

Mercury mainly affects the nervous system. Exposure to high levels of metallic, inorganic, or organic mercury can permanently damage the brain, kidneys, and developing fetus. Effects on brain functioning may result in irritability, shyness, tremors, changes in vision or hearing, and memory problems. Acrodynia, a type of mercury poisoning in children, is characterized by pain and pink discoloration of the hands and feet. Mercury poisoning can also cause Hunter-Russell syndrome and Minamata disease. (L7)

Exposure RoutesOral (L7) ; inhalation (L7) ; dermal (L7)
Toxicity Summary · 1 item

High-affinity binding of the divalent mercuric ion to thiol or sulfhydryl groups of proteins is believed to be the major mechanism for the activity of mercury. Through alterations in intracellular thiol status, mercury can promote oxidative stress, lipid peroxidation, mitochondrial dysfunction, and changes in heme metabolism. Mercury is known to bind to microsomal and mitochondrial enzymes, resulting in cell injury and death. For example, mercury is known to inhibit aquaporins, halting water flow across the cell membrane. It also inhibits the protein LCK, which causes decreased T-cell signalling and immune system depression. Mercury is also believed to inhibit neuronal excitability by acting on the postsynaptic neuronal membrane. It also affects the nervous system by inhibiting protein kinase C and alkaline phosphatase, which impairs brain microvascular formation and function, as well as alters the blood-brain barrier. Organic mercury exerts developmental effects by binding to tubulin, preventing microtubule assembly and causing mitotic inhibition. Mercury also produces an autoimmune response, likely by modification of major histocompatibility complex (MHC) class II molecules, self peptides, T-cell receptors, or cell-surface adhesion molecules. (L7, A8, A25, A26)

Signs and SymptomsCommon symptoms include peripheral neuropathy (presenting as paresthesia or itching, burning or pain), skin discoloration (pink cheeks, fingertips and toes), edema (swelling), and desquamation (dead skin peels off in layers). (A5)
Carcinogen ClassificationNo indication of carcinogenicity (not listed by IARC). (L135)

Chemistry & industry

Pharmacology

Metabolism/Metabolites · 1 item

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)

Upstream & downstream products

Suppliers4 total

上海陶术生物科技股份有限公司13564774135 · [email protected]
DAYANG CHEM (HANGZHOU) CO.,LTD+86-88938639 +86-17705817739 · [email protected]
TargetMol中国(陶术生物)15002134094 · [email protected]
上海陶术生物科技股份有限公司+1-781-999-5354 · [email protected]

Related reactions

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Compound notes

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