2-Thiouracil

2-Thiouracil
Names
	IUPAC name 2-Thioxo-1H-pyrimidin-4-one
Identifiers
CAS Number	141-90-2 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:348530 ;
ChEMBL	ChEMBL345768 ;
ChemSpider	1066108 ;
ECHA InfoCard	100.005.008
KEGG	C19304 ;
MeSH	Thiouracil
PubChem CID	1269845;
UNII	59X161SCYL ;
CompTox Dashboard (EPA)	DTXSID4021347 ;
	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). verify (what is ?) 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Thiouracil inhibits thyroid activity by blocking the enzyme thyroid peroxidase.^[2] Its use in recent times has been replaced by advent of more potent and safer antithyroid drugs.

References

^ Gerabek, W. (2005). Enzyklopädie Medizingeschichte. p. 152. ISBN 9783110157147.
^ 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.

This article about a heterocyclic compound is a stub. You can help Wikipedia by expanding it.

[q1-1] 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.

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