Harman Patil (Editor)

Disodium aurothiomalate

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ATC code
  
none

Excretion
  
Renal, very slow

PubChem CID
  
71443

CAS ID
  
12244-57-4

Bioavailability
  
0%

CAS Number
  
12244-57-4

Molar mass
  
390.076 g/mol

Disodium aurothiomalate httpsuploadwikimediaorgwikipediacommonsthu

Routes ofadministration
  

Disodium aurothiomalate is a chemical compound with the formula AuSCH(CO2Na)CH2CO2Na. In conjunction with its monoprotonated derivative, this coordination complex or closely related species are used to treat rheumatoid arthritis, under the tradename Myochrysine. The thiomalate is racemic in most formulation.

Contents

Structure

Disodium aurothiomalate is a coordination polymer. The salt CsNa2Au2T(TH) salt (T = thiomalate3−, TH = monoprotonated thiomalate2−) is related to disodium aurothiomalate but is easier to crystallise and characterise by X-ray crystallography. The compound is polymeric with Au-S-Au-S... chains with succinoyl groups attached to the sulfur atoms. The structure of the related drug Aurothioglucose is also polymeric with two-coordinate gold(I) centers. In such compounds, the efficacy results from the compound in solution, the structures of such solution species are often poorly understood. Medical texts sometimes suggest that free Au+ ions exist in this and related gold(I) compounds, but the Au-thiolate bonding is highly covalent and free gold ions do not exist in solution. Whereas simple gold thiolates are lipophilic, the carboxylate substituents render disodium aurothiomalate soluble in water.

Disodium aurothiomalate contains no Au-C bonds, so it is not an organometallic compound in the formal sense.

Mechanism of action

The mechanism of action of disodium aurothimalate is unknown.

Side effects

Disodium aurothiomalate can cause photosensitive rashes, gastrointestinal disturbance, and kidney damage.

References

Disodium aurothiomalate Wikipedia


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