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Chemical Structure| 51-52-5 Chemical Structure| 51-52-5
Chemical Structure| 51-52-5

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Propylthiouracil is a thyroperoxidase and 5'-deiodinase inhibitor, used to treat hyperthyroidism.

Synonyms: 6-n-Propylthiouracil; 6-Propyl-2-thiouracil; CTK8G2614

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Product Citations

Product Citations

Frackowiak-Wojtasek, Bozena ; Gasowska-Bajger, Beata ; Tarasek, Damian ; Mytnik, Martyna ; Wojtasek, Hubert ;

Abstract: Lactoperoxidase was previously used as a model enzyme to test the inhibitory activity of selenium analogs of anti-thyroid drugs with 2,2'-azino-bis(3-ethylbenzothiazoline-6-sulfonic acid) (ABTS) as a substrate. Peroxidases oxidize ABTS to a metastable radical ABTS.+, which is readily reduced by many antioxidants, including thiol-containing compounds, and it has been used for decades to measure antioxidant activity in biol. samples. We showed that anti-thyroid drugs 6-n-propyl-2-thiouracil, methimazole, and selenium analogs of methimazole also reduced it rapidly. This reaction may explain the anti-thyroid action of many other compounds, particularly natural antioxidants, which may reduce the oxidized form of iodine and/or tyrosyl radicals generated by thyroid peroxidase thus decreasing the production of thyroid hormones. However, influence of selenium analogs of methimazole on the rate of hydrogen peroxide consumption during oxidation of ABTS by lactoperoxidase was moderate. Direct hydrogen peroxide reduction, proposed before as their mechanism of action, cannot therefore account for the observed inhibitory effects. 1-Methylimidazole-2-selone and its diselenide were oxidized by ABTS.+ to relatively stable seleninic acid, which decomposed slowly to selenite and 1-methylimidazole. In contrast, oxidation of 1,3-dimethylimidazole-2-selone gave selenite and 1,3-dimethylimidazolium cation. Accumulation of the corresponding seleninic acid was not observed

Keywords: Methimazole ; n -Propyl-2-thiouracil ; Lactoperoxidase ; Horseradish peroxidase ; Selenium ; ABTS

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Product Details of Propylthiouracil

CAS No. :51-52-5
Formula : C7H10N2OS
M.W : 170.23
SMILES Code : O=C(C=C(CCC)N1)NC1=S
Synonyms :
6-n-Propylthiouracil; 6-Propyl-2-thiouracil; CTK8G2614
MDL No. :MFCD00006041
InChI Key :KNAHARQHSZJURB-UHFFFAOYSA-N
Pubchem ID :657298

Safety of Propylthiouracil

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H335-H351-H361
Precautionary Statements:P261-P305+P351+P338

Application In Synthesis of Propylthiouracil

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 51-52-5 ]
 

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