Thiouracil

Thiouracil

Names
IUPAC name 2-Thioxo-1H-pyrimidin-4-one
Identifiers
CAS Number	141-90-2
ChEBI	CHEBI:348530
ChEMBL	ChEMBL345768
ChemSpider	1066108
Jmol interactive 3D	Image
KEGG	C19304
MeSH	Thiouracil
PubChem	1269845
UNII	59X161SCYL
InChI InChI=1S/C4H4N2OS/c7-3-1-2-5-4(8)6-3/h1-2H,(H2,5,6,7,8) Key: ZEMGGZBWXRYJHK-UHFFFAOYSA-N InChI=1/C4H4N2OS/c7-3-1-2-5-4(8)6-3/h1-2H,(H2,5,6,7,8) Key: ZEMGGZBWXRYJHK-UHFFFAOYAK
SMILES O=C1\C=C/NC(=S)N1
Properties
Chemical formula	C4H4N2OS
Molar mass	128.15 g·mol^−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Thiouracil refers both to a specific molecule consisting of a sulfated uracil, and a family of molecules based upon that structure.

Medical use

The substance is a historically relevant anti-thyroid preparation. Astwood E.B. used it in 1943 as therapy of Graves' disease for the first time.^[1] It remains in use.

Thiouracil inhibits thyroid activity by blocking the enzyme thyroid peroxidase.^[2]

References

1. Gerabek, W. (2005). Enzyklopädie Medizingeschichte. p. 152. ISBN 9783110157147.
2. Nagasaka, A.; Hidaka, H. (1976). "Effect of Antithyroid Agents 6-Propyl-2-Thiouracil and l-Methyl-2-Mercaptoimidazole on Human Thyroid Iodide Peroxidase". Journal of Clinical Endocrinology & Metabolism 43 (1): 152–8. doi:10.1210/jcem-43-1-152. PMID 947933.