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

Structure of Propylthiouracil
CAS No.: 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

Isoform Comparison

Biological Activity

Description
Propylthiouracil, known as 6-n-Propylthiouracil and classified as a thioamide antithyroid drug, acts as an inhibitor of thyroperoxidase and DIO1, suitable for use in research related to Graves' disease and hyperthyroidism [1].

In Vitro:

Cell Line
Concentration Treated Time Description References
Mussel larvae 1 mM, 100 µM, 10 µM 24 hours Investigate the effect of PTU on larval metamorphosis, results showed all concentrations of PTU significantly inhibited larval metamorphosis, with lower concentrations having a more pronounced effect Sci Rep. 2021 Sep 29;11(1):19288.
Rat thyroid FRTL-5 cells 5 mM 24 to 72 hours Radioiodine uptake studies showed that PTU increased 125I accumulation in FRTL-5 cells, but this effect was weaker than that produced by TSH. Thyroid. 2012 Aug;22(8):844-52.
Rat thyroid FRTL-5 cells 5 mM 48 hours RT-PCR and real-time PCR analysis revealed that PTU-induced NIS mRNA levels were comparable to those elicited by thyroid-stimulating hormone (TSH). Thyroid. 2012 Aug;22(8):844-52.

In Vivo:

Species
Animal Model
Administration Dosage Frequency Description References
Sprague-Dawley rats Non-obese non-alcoholic fatty liver disease (NO-NAFLD) model Dietary administration 0.2% 4 weeks To evaluate the relevance of the HFD+PTU-induced rat model in mimicking the histopathology and pathophysiology of NO-NAFLD. Results showed that hepatic steatosis in the HFD+PTU model at week 4 was comparable to that of the HFD model at week 8, and the HFD+PTU model exhibited higher levels of carnitines, phospholipids, and triglycerides, supporting its suitability as a research tool for NO-NAFLD. Int J Mol Sci. 2024 Oct 7;25(19):10764
Mussel juveniles Mussel juveniles Water exposure 0.01, 0.1, 1μM 4 weeks Investigate the effect of PTU on juvenile growth, results showed PTU had no significant effect on juvenile growth Sci Rep. 2021 Sep 29;11(1):19288.

Protocol

Bio Calculators
Preparing Stock Solutions 1mg 5mg 10mg

1 mM

5 mM

10 mM

5.87mL

1.17mL

0.59mL

29.37mL

5.87mL

2.94mL

58.74mL

11.75mL

5.87mL

Dissolving Methods
Please choose the appropriate dissolution scheme according to your animal administration guide.For the following dissolution schemes, clear stock solution should be prepared according to in vitro experiments, and then cosolvent should be added in turn:

in order to ensure the reliability of the experimental results, the clarified stock solution can be properly preserved according to the storage conditions; The working fluid for in vivo experiment is recommended to be prepared now and used on the same day;

The percentage shown in front of the following solvent refers to the volume ratio of the solvent in the final solution; If precipitation or precipitation occurs in the preparation process, it can be assisted by heating and/or ultrasound.
Protocol 1
Protocol 2

References

 

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