methylthiouracil

Methylthiouracil
Systematic (IUPAC) name
	6-methyl-2-thioxo-2,3-dihydropyrimidin-4(1H)-one
Clinical data
AHFS/Drugs.com	International Drug Names
Legal status	?
Identifiers
CAS number	56-04-2
ATC code	H03BA01
PubChem	CID 667493
ChemSpider	580871
UNII	QW24888U5F
KEGG	C19265
ChEMBL	CHEMBL1330588
Chemical data
Formula	C5H6N2OS
Mol. mass	142.18 g/mol
	SMILES CC1=CC(=O)NC(=S)N1;
	InChI InChI=1S/C5H6N2OS/c1-3-2-4(8)7-5(9)6-3/h2H,1H3,(H2,6,7,8,9); Key:HWGBHCRJGXAGEU-UHFFFAOYSA-N ;
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Wikipedia preview

出典(authority):フリー百科事典『ウィキペディア（Wikipedia）』「2014/06/28 18:35:56」(JST)

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Methylthiouracil is an antithyroid preparation. It is a thioamide, closely related to propylthiouracil.

Methylthiouracil is not used clinically in the United States, it has a similar mechanism of action and side effect to that of propylthiouricil.

The drug acts to decrease the formation of stored thyroid hormone, as thyroglobulin in the thyroid gland.

The clinical effects of the drug to treat the hyperthyroid state can have a lag period of up to two weeks, depending on the stores of thyroglobulin and other factors.

Side effects

Like with any drug a wide variety of side effects can occur, but four topics should be kept in mind and the patient informed:

Agranulocytosis - develops rapidly, sore throat and fever are hallmark symptoms. Can be fatal if drug is not discontinued promptly.

Allergic skin reactions the most dangerous of which is Exfoliative Dermatitis, it rapidly can get out of control, notify the physician should a skin eruption occur.

Hepatitis - yellowing of the skin, nausea, yellowing of the whites of the eyes, flu-like symptoms.

Thrombocytopenia - unusual bruising or bleeding.

External links

see link on discussion of Hyperthyrodism: http://www.merck.com/mmpe/sec12/ch152/ch152e.html#S12_CH152_T002

This hormonal preparation article is a stub. You can help Wikipedia by expanding it.

English Journal

Method for the determination of thyreostats in milk samples using LC-MS/MS.

Církva A1, Šťastný K.Author information 1Institute for State Control of Veterinary Biologicals and Medicines, Brno, Czech Republic. cirkva@uskvbl.czAbstractA sensitive and selective analytical method for the determination of four thyreostats (tapazol, thiouracil, methylthiouracil and propylthiouracil) in cow's milk, lamb's milk, and goat's milk was developed and validated according to 2002/657/EC criteria. Proteins in milk samples were precipitated by acetonitrile and analytes were derivatised with 3-iodobenzylbromide. Afterwards, derivatives were separated from the matrix by liquid-liquid extraction with ethyl acetate as an organic solvent and analysis was carried out using LC-MS/MS in a positive electrospray mode. The method provides, for all determined analytes, decision limits CCα below 1 ng ml(-1) and a detection capability CCβ value below 1.5 ng ml(-1). The stability of analytes in sample extracts stored at various conditions was also tested and evaluated.
Food additives & contaminants. Part A, Chemistry, analysis, control, exposure & risk assessment.Food Addit Contam Part A Chem Anal Control Expo Risk Assess.2013;30(6):983-6. doi: 10.1080/19440049.2013.787651. Epub 2013 May 17.
A sensitive and selective analytical method for the determination of four thyreostats (tapazol, thiouracil, methylthiouracil and propylthiouracil) in cow's milk, lamb's milk, and goat's milk was developed and validated according to 2002/657/EC criteria. Proteins in milk samples were precipitated by
PMID 23683099

Determination of thyreostats in muscle and thyroid tissues by QuEChERS extraction and ultra-performance liquid chromatography tandem mass spectrometry.

Lega F1, Contiero L, Biancotto G, Angeletti R.Author information 1Istituto Zooprofilattico Sperimentale delle Venezie, viale dell'Università 10, Legnaro, Padova, Italy. flega@izsvenezie.itAbstractThe use of thyreostats as veterinary drugs is banned in the European Union since 1981 because of their carcinogenic and teratogenic properties. Controlling their illegal use in breeding animals is quite difficult because of their low molecular weight, high polarity and the presence of tautomeric forms. To harmonise the performance of analytical methods, the recommended concentration for thyreostats such as thiouracil, methylthiouracil, propylthiouracil and tapazole established by the Community Reference Laboratory in 2007 is 10 ng g(-1). The majority of the currently available analytical methods require a time-consuming derivatisation step and/or an SPE clean-up step. In this study, a rapid confirmatory method for the determination of six thyreostatic drugs - thiouracil, methylthiouracil, propylthiouracil, phenylthiouracil, tapazole and 2-mercaptobenzoimidazole - in thyroid and muscle at recommended concentration is presented. Quick sample extraction has been achieved by QuEChERS with ethyl acetate without further clean-up or derivatisation steps. Analysis has been carried out by using UPLC-ESI-MS/MS. Performance characteristics of the method have been determined in agreement with Commission Decision 2002/657/EC requirements for confirmatory methods and calculated decision limits (CCα) are below the recommended concentration (10 ng g(-1)).
Food additives & contaminants. Part A, Chemistry, analysis, control, exposure & risk assessment.Food Addit Contam Part A Chem Anal Control Expo Risk Assess.2013;30(6):949-57. doi: 10.1080/19440049.2013.780212. Epub 2013 Apr 14.
The use of thyreostats as veterinary drugs is banned in the European Union since 1981 because of their carcinogenic and teratogenic properties. Controlling their illegal use in breeding animals is quite difficult because of their low molecular weight, high polarity and the presence of tautomeric for
PMID 23581422

Liquid chromatography tandem mass spectrometry with ion trap and triple quadrupole analyzers for determination of thyreostatic drugs in urine and muscle tissue.

Wozniak B1, Zuchowska IM, Zmudzki J, Jedziniak P, Korycinska B, Sielska K, Witek S, Klopot A.Author information 1Department of Pharmacology and Toxicology, National Veterinary Research Institute, Pulawy, Poland. bwozniak@piwet.pulawy.plAbstractLiquid chromatography tandem mass spectrometry methods were developed and validated to screen for and confirm residues of the thyreostatic drugs: tapazole, thiouracil, methylthiouracil, propylthiouracil, and phenylthiouracil in bovine and porcine urine and muscle tissues using dimethylthiouracil as internal standard. Thyreostats were extracted from urine samples with diethyl ether after derivatisation with 3-iodobenzylbromide in basic medium (pH 8.0) and analyzed by gradient elution on a Nucleosil C18 column with ion trap mass spectrometry detection using an electrospray source and triple quadrupole MS detection with turbo spray source. Thyreostats were extracted from muscle tissue with methanol, the denaturation of matrix protein was performed and then the same steps as for the urine samples were carried out. The methods were validated in accordance with the Commission Decision 2002/657/EC. Good thyreostats recoveries were obtained (from 82% to 117%) as well as acceptable within-lab reproducibility. The values of the decision limit CCα and the detection capability CCβ of five thyreostatic drugs are found to be below the recommended concentration set at 10 μg L(-1) (kg(-1)). The results of the validation demonstrate that liquid chromatography mass spectrometry with ion trap detection does not meet the criteria for confirmation for some thyreostats and therefore was applied for screening purpose only.
Analytica chimica acta.Anal Chim Acta.2011 Aug 26;700(1-2):155-66. doi: 10.1016/j.aca.2011.02.021. Epub 2011 Feb 12.
Liquid chromatography tandem mass spectrometry methods were developed and validated to screen for and confirm residues of the thyreostatic drugs: tapazole, thiouracil, methylthiouracil, propylthiouracil, and phenylthiouracil in bovine and porcine urine and muscle tissues using dimethylthiouracil as
PMID 21742128

Japanese Journal

Determination of propylthiouracil and methylthiouracil in human serum using high-performance liquid chromatography with chemiluminescence detection

WEI Yue,ZHANG Zhu-Jun,ZHANG Yan-Tu,SUN Yong-Hua
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 854(1), 239-244, 2007-07-01
NAID 10025805455

The Inhibitory Effect of Cacao Liquor Crude Polyphenols (CLP) on Experimental Arteriosclerosis with Calcification in Rat Soft Tissue

Horiuchi Masako,Osakabe Naomi,Takizawa Toshio [他],Seyama Yoshiyuki
Journal of health science 47(2), 208-212, 2001-04-01
… /kg) for the first 4 consecutive days with an atherogenic diet (2% cholesterol, 1.5% cholic acid, 0.1% methylthiouracil). …
NAID 110003641397

Cell proliferation and differentiation of cancerous and non-cancerous thyroid tissues of rats.

IMAMURA YOSHIAKI,SUGIHARA HIROYUKI,NORIKI SAKON,MIYOSHI NORIO,NAKANISHI KAZUO,FUKUDA MASARU
Acta Histochemica et Cytochemica 24(2), 173-179, 1991
… Cancerous lesions were induced by diisopropanolnitrosamine (DIPN) followed by methylthiouracil (MTU). …
NAID 130000933033

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