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Dimercaptosuccinic acid



Dimercaptosuccinic acid
Systematic (IUPAC) name
2,3-bis-sulfanylbutanedioic acid
Identifiers
CAS number 304-55-2
ATC code  ?
PubChem 9354
DrugBank APRD01236
Chemical data
Formula C4H6O4S2 
Mol. mass 182.22 g/mol
Pharmacokinetic data
Bioavailability  ?
Metabolism  ?
Half life 48 hours
Excretion  ?
Therapeutic considerations
Pregnancy cat.

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Legal status

Dimercaptosuccinic_acid

Routes  ?

  Dimercaptosuccinic acid, or DMSA, is the chemical compound with the formula HO2CCH(SH)CH(SH)CO2H. This colourless solid contains two carboxylic acid and two thiol groups, the latter being responsible for the mildly unpleasant odour of this dicarboxylic acid. It occurs in two diastereomeric forms, meso and the chiral dl forms. The meso isomer is used as chelating agent.

Additional recommended knowledge

Meso 2,3-dimecaptosuccinic acid is used to sequester heavy metals such as mercury and lead for excretion. DMSA can cross the blood-brain barrier, and thus is useful for extracting heavy metals from the brain.[1]

DMSA is also called succimer and is sold under the brand name Chemet®. The dimethylester is also known.[2]

References

  1. ^ Aasath, Jan; Dag Jacobsen, Ole Andersen, Elsa Wickstrøm (March 1995). "Treatment of Mercury and Lead Poisonings with Dimercaptosuccinic Acid (DMSA) and Sodium Dimercaptopropanesulfonate (DMPS)". Analyst 120: 853ff.
  2. ^ M. Gerecke, E. A. H. Friedheim, A. Brossi (1961). "Zur Kenntnis der 2,3-Dimercapto-bernsteinsäuren". Helvetica Chimca Acta: 955-960. doi:10.1002/hlca.19610440410.

See also

 
This article is licensed under the GNU Free Documentation License. It uses material from the Wikipedia article "Dimercaptosuccinic_acid". A list of authors is available in Wikipedia.
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