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Systematic (IUPAC) name
gold(I) (2S,3S,4R,5S)-3,4,5-trihydroxy-
Clinical data
AHFS/ Consumer Drug Information
MedlinePlus a600032
Legal status ?
Routes Intramuscular injection
Pharmacokinetic data
Bioavailability 0%
CAS number 12192-57-3 YesY
ATC code M01CB04
PubChem CID 6104
ChemSpider 16738764 YesY
UNII 2P2V9Q0E78 YesY
Synonyms Gold thioglucose, Solganal, Auromyose
Chemical data
Formula C6H11AuO5S 
Mol. mass 392.181 g/mol
 N (what is this?)  (verify)

Aurothioglucose, also known as gold thioglucose, is a chemical compound with the formula AuSC6H11O5. This derivative of the sugar glucose is used to treat rheumatoid arthritis.


Throughout history, gold was used to cure diseases, although the efficacy was not established. In 1935, gold drugs were reported to be effective for the treatment of rheumatoid arthritis.[1] Although many patients reacted positively to the drug, gold thioglucose was not uniformly effective.

Three gold drugs remain in active clinical use for this purpose in the United States: auranofin, sodium aurothiomalate (gold sodium thiomalate) and aurothioglucose. In the United Kingdom, only sodium aurothiomalate and auranofin are used.

Medicinal chemistry[edit]

Gold thioglucose features gold in the oxidation state of +I, like other gold thiolates. It is a water-soluble, non-ionic species that is assumed to exist as a polymer.[1] Under physiological conditions, an oxidation-reduction reaction leads to the formation of metallic gold and sulfinic acid derivative of thioglucose.

2 AuSTg → 2 Au + TgSSTg
TgSSTg + H2O → TgSOH + TgSH
2 TgSOH → TgSO2H + TgSH
Overall: 2 H2O + 4 AuSTg → 4 Au + TgSO2H + 3 TgSH

(where AuSTg = gold thioglucose, TgSSTg = thioglucose disulfide, TgSO2H = sulfinic acid derivative of thioglucose)


Gold thioglucose can be prepared by treating gold bromide with thioglucose solution saturated with sulfur dioxide. Gold thioglucose is precipitated with methanol and recrystallized with water and methanol.

Miscellaneous observations[edit]

In recent research, it was found that injection of gold thioglucose in the mouse induces obesity.[2] Aurothioglucose has an interaction with the antimalarial medication hydroxychloroquine.

See also[edit]


  1. ^ a b Shaw, III, C. F. (1999). "Gold-Based Therapeutic Agents". Chemical Reviews 99 (9): 2589–600. doi:10.1021/cr980431o. PMID 11749494. 
  2. ^ Naruta E, Buko V (2001). "Hypolipidemic effect of pantothenic acid derivatives in mice with hypothalamic obesity induced by aurothioglucose.". Exp Toxicol Pathol 53 (5): 393–8. doi:10.1078/0940-2993-00205. PMID 11817109. 

External links[edit]

Media related to Aurothioglucose at Wikimedia Commons