Thiouric acid

Thiouric acid, more accurately called 6-thiouric acid, is a main inactive metabolite of the immunosuppressive drugs azathioprine, mercaptopurine and tioguanine.[1][2]

Thiouric acid
Names
IUPAC name
6-Thioxo-7,9-dihydro-1H-purine-2,8(3H,6H)-dione
Other names
6-Thiouric acid
Identifiers
CAS Number
3D model (JSmol)
ChEBI
ChemSpider
KEGG
PubChem CID
UNII
InChI
  • InChI=1S/C5H4N4O2S/c10-4-6-1-2(7-4)8-5(11)9-3(1)12/h(H4,6,7,8,9,10,11,12)
    Key: SXHQUGJSTGOXMD-UHFFFAOYSA-N
SMILES
  • c12c([nH]c(=O)[nH]1)[nH]c(=O)[nH]c2=S
Properties
Chemical formula
 C5H4N4O2S
Molar mass 184.17 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

References
  1. Mutschler, Ernst; Schäfer-Korting, Monika (2001). Arzneimittelwirkungen (in German) (8 ed.). Stuttgart: Wissenschaftliche Verlagsgesellschaft. pp. 107, 936. ISBN 3-8047-1763-2.
  2. Ansari, A; Aslam, Z; De Sica, A; Smith, M; Gilshenan, K; Fairbanks, L; Marinaki, A; Sanderson, J; Duley, J (2008). "Influence of xanthine oxidase on thiopurine metabolism in Crohn's disease". Alimentary Pharmacology & Therapeutics. 28 (6): 749–57. doi:10.1111/j.1365-2036.2008.03768.x. PMID 18557988. S2CID 45417169.


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