2,3-Dimercapto-1-propanesulfonic acid

Source: Wikipedia, the free encyclopedia.
2,3-Dimercapto-1-propanesulfonic acid
Names
Preferred IUPAC name
2,3-Bis(sulfanyl)propane-1-sulfonic acid[1]
Other names
2,3-Dimercaptopropane-1-sulfonic acid
Identifiers
3D model (
JSmol
)
ChEBI
ChemSpider
KEGG
MeSH Unithiol
UNII
  • InChI=1S/C3H8O3S3/c4-9(5,6)2-3(8)1-7/h3,7-8H,1-2H2,(H,4,5,6) checkY
    Key: JLVSRWOIZZXQAD-UHFFFAOYSA-N checkY
  • InChI=1/C3H8O3S3/c4-9(5,6)2-3(8)1-7/h3,7-8H,1-2H2,(H,4,5,6)
    Key: JLVSRWOIZZXQAD-UHFFFAOYAD
  • OS(=O)(=O)CC(S)CS
  • O=S(=O)(O)CC(S)CS
Properties
C3H8O3S3
Molar mass 188.27 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)

2,3-Dimercapto-1-propanesulfonic acid (abbreviated DMPS) and its sodium salt (known as Unithiol) are

chelating agents that form complexes with various heavy metals. They are related to dimercaprol
, which is another chelating agent.

The synthesis of DMPS was first reported in 1956 by V. E. Petrunkin.

heavy metal poisoning, including with polonium-210, were investigated in the following years. DMPS was found to have some protective effect, prolonging the survival time.[3]

A study was undertaken of DMPS use by workers involved in the production of a calomel

mercurous chloride and that already showed elevated urine mercury levels. The sodium salt of DMPS was found to be effective in lowering the body burden of mercury and in decreasing the urinary mercury concentration to normal levels.[4]

DMPS administered to a mercury poisoned animal model failed to remove the mercury from tissues and reduce the inorganic mercury burden in the brain, indicating it is not a useful intra-cellular chelation agent. [5][6]

A 2008 study reported a case of Stevens–Johnson syndrome (SJS), a potentially serious disease, in a child undergoing chelation therapy with DMPS; the SJS resolved gradually after the chelation therapy was stopped.[7]

A 2020 study found DMPS to provide some benefits taken orally in mitigating effects from hemotoxic snakebites (using venom from saw-scaled vipers Viperidae Echis) in mouse models when given soon after exposure, suggesting its potential for repurposing as a prehospital treatment. [Albulescu, L.; Hale, M.S.;Ainsworth, S.; Alsolaiss, J.; Crittenden, E.; Calvete, J.J.; Evans, C.; Wilkinson, M.C.; Harrison, R.A.; Kool, J.; Casewell, N.R. (2020). "Preclinical validation of a repurposed metal chelator as an early-intervention therapeutic for hemotoxic snakebite". Science Translational Medicine, Vol 12, Issue 542, 8314 DOI: 10.1126/scitranslmed.aay8314]

See also

References

  1. ISBN 978-0-85404-182-4
    . The prefixes 'mercapto' (–SH), and 'hydroseleno' or selenyl (–SeH), etc. are no longer recommended.
  2. ^ Petrunkin, V. E. (1956). "Synthesis and properties of dimercapto derivatives of alkylsulfonic acids". Ukrainsky Khemichisky Zhurnal. 22: 603–607.
  3. PMID 2160791
    .
  4. PMID 9765315
    .
  5. PMID 17408840
    .
  6. PMID 18077077
    .
  7. PMID 18568806
    .
Retrieved from "https://en.wikipedia.org/w/index.php?title=2,3-Dimercapto-1-propanesulfonic_acid&oldid=1172399929"