Succimer

Base Information

• Chemical Name: Succimer
• CAS No.: 304-55-2
• Molecular Formula: C4H6O4S2
• Molecular Weight: 182.221
• Hs Code.: H(SH)CH(SH)COOH MOL WT. 182.21
• European Community (EC) Number: 206-155-2
• UNII: DX1U2629QE
• DSSTox Substance ID: DTXSID1023601
• Nikkaji Number: J193.712J
• Wikipedia: Dimercaptosuccinic_acid,Succimer
• Wikidata: Q423814
• NCI Thesaurus Code: C61953
• RXCUI: 3446
• Metabolomics Workbench ID: 52675
• ChEMBL ID: CHEMBL1201073
• Mol file: 304-55-2.mol

Synonyms:2,3 Dimercaptosuccinic Acid;2,3-Dimercaptosuccinic Acid;Acid, 2,3-Dimercaptosuccinic;Acid, Dimercaptosuccinic;Acid, meso-Dimercaptosuccinic;Butanedioic Acid, 2,3-Dimercapto-, (R*,S*)-Isomer;Chemet;Dimercaptosuccinate, Tin;Dimercaptosuccinic Acid;Dipotassium Salt Succimer;Disodium Salt Succimer;DMSA;meso Dimercaptosuccinic Acid;meso-Dimercaptosuccinic Acid;Monosodium Salt Succimer;Rhenium Salt Succimer;Ro 1 7977;Ro-1-7977;Ro17977;Succicaptal;Succimer;Succimer Antimony Sodium Salt, (R*,S*)-Isomer;Succimer, (R*,R*)-(+,-)-Isomer;Succimer, Dipotassium Salt;Succimer, Disodium Salt;Succimer, Monosodium Salt;Succimer, Rhenium Salt;Succimer, Tin Salt;Tin Dimercaptosuccinate;Tin Salt Succimer

Chemical Property of Succimer

Chemical Property:

• Appearance/Colour: white or off-white powder
• Vapor Pressure: 0.002mmHg at 25°C
• Melting Point: 196-198 °C (dec.)(lit.)
• Refractive Index: 1.5220 (estimate)
• Boiling Point: 267.6 °C at 760 mmHg
• PKA: pK1:2.71;pK2:3.48;pK3:8.89(SH);pK4:10.79(SH) (25°C)
• Flash Point: 115.6 °C
• PSA: 152.20000
• Density: 1.617 g/cm³
• LogP: -0.24760
• Storage Temp.: −20°C
• Solubility.: DMSO (Sparingly), Methanol (Slightly, Heated)
• Water Solubility.: Soluble in water, and ethanol (25 mg/ml, results in colorless to light yellow, clear).
• XLogP3: 0.1
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 3
• Exact Mass: 181.97075102
• Heavy Atom Count: 10
• Complexity: 139

Purity/Quality:

99%, ^*data from raw suppliers

meso-2,3-Dimercaptosuccinic Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 24/25-36-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Uses -> Chelating Agents
• Drug Classes: Chelating Agents
• Canonical SMILES: C(C(C(=O)O)S)(C(=O)O)S
• Isomeric SMILES: [C@@H]([C@@H](C(=O)O)S)(C(=O)O)S
• Recent ClinicalTrials: Edetate Calcium Disodium or Succimer in Treating Patients With Acute Myeloid Leukemia or Myelodysplastic Syndrome Undergoing Chemotherapy
• Description: Succimer is a newly available oral chelator of lead and other heavy metals. The compound is indicated for the treatment of lead poisoning in children. Succimer does not bind iron, calcium or magnesium and preferentially binds lead, mercury and arsenic over copper or zinc. The metal-bound succimer is excreted in the urine. The drug may also be effective in adults.
• Uses: chelating agent, antihypertensive meso-2,3-Dimercaptosuccinic Acid is used as a chelating agent and masking agent for cadmium in EDTA titration of zinc. chelating agent, treatment of lead poisoning A water-soluble chelating agent. Chelating agent.

Technology Process of Succimer

There total 4 articles about Succimer which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 75.4%

rac-2,3-bis(acetylthio)succinic acid (17660-55-8) → racemic-2,3-dimercaptosuccinic acid (304-55-2,2418-14-6,10008-75-0,27887-82-7,27887-84-9)

Guidance literature:

With sodium hydroxide; at 22.5 ℃; for 0.05h;

DOI:10.1111/j.1600-0773.1997.tb00393.x

Reference yield:

meso-2,3-bis(acetylthio)succinic acid (53318-26-6) → succimer (304-55-2)

Guidance literature:

With sodium hydroxide;

DOI:10.1002/hlca.19610440410

Reference yield:

→ succimer (304-55-2)

Guidance literature:

meso-2,3-Bis-acetylmercapto-bernsteinsaeure, wss. NaOH, Hydrazin;

DOI:10.1002/hlca.19610440410

upstream raw materials:

meso-2,3-bis(acetylthio)succinic acid

rac-2,3-bis(acetylthio)succinic acid

Downstream raw materials:

Monoisoamyl meso-2,3-dimercaptosuccinate

rac.-2,3-Dimercapto-bernsteinsaeure-dimethylester

Refernces