2,3-Dimercaptosuccinic acid

Base Information

• Chemical Name: 2,3-Dimercaptosuccinic acid
• CAS No.: 2418-14-6
• Molecular Formula: C4H6O4S2
• Molecular Weight: 182.221
• Hs Code.: 2930909090
• European Community (EC) Number: 219-334-5
• NSC Number: 259951
• DSSTox Substance ID: DTXSID10859324
• Nikkaji Number: J66.342E
• Wikidata: Q56604713
• Pharos Ligand ID: 6G33DBPWCR9J
• Metabolomics Workbench ID: 154792
• ChEMBL ID: CHEMBL28721
• Mol file: 2418-14-6.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 2,3-Dimercaptosuccinic acid

Chemical Property:

• Appearance/Colour: white crystalline powder
• Vapor Pressure: 0.002mmHg at 25°C
• Melting Point: 196-198 °C
• Refractive Index: 1.5220 (estimate)
• Boiling Point: 267.57 °C at 760 mmHg
• PKA: 2.74±0.25(Predicted)
• Flash Point: 115.622 °C
• PSA: 152.20000
• Density: 1.617 g/cm³
• LogP: -0.24760
• Storage Temp.: -20°C Freezer, Under inert atmosphere
• Solubility.: Methanol (Slightly)
• 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

2,3-DimercaptosuccinicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Sulfur Compounds
• Canonical SMILES: C(C(C(=O)O)S)(C(=O)O)S
• Recent ClinicalTrials: The Individual Therapy for Patients With Wilson's Disease
• Uses: 2,3-Dimercaptosuccinic Acid is used as a chelator in the treatment of mercury and lead poisonings.

Technology Process of 2,3-Dimercaptosuccinic acid

There total 5 articles about 2,3-Dimercaptosuccinic acid 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: 48.4%

C4H4O4S2(2-)*2Na(1+) → 2,3-dimercapto-succinic acid (2418-14-6)

Guidance literature:

With hydrogenchloride; In water; at 15 ℃; for 1h; pH=1.2 - 1.5; Temperature;

Reference yield:

rac-2,3-bis(acetylthio)succinic acid (17660-55-8) → 2,3-dimercapto-succinic acid (2418-14-6)

Guidance literature:

With sodium hydroxide;

DOI:10.1002/hlca.19610440410

upstream raw materials:

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

Downstream raw materials:

cis-4,5-dicarboxy-2-phenyl-1,3-dithiolane

(NH₂)2C₃N₃NHC₆H₄SbS₂C₂H₂(COOH)2

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

Refernces

• 1、 Jones, Mark M.,Singh, Pramod K.,Kostial, Krista,Blanusa, Maja,Piasek, Martina,Restek-Samarozija, Nada. "Comparative in vivo lead mobilization of meso- and rac-2,3-dimercaptosuccinic acids in albino Wistar rats". . p. 182 - 186. Retrieved 2007/10/03.