Propylthiouracil | CAS#51-52-5 | Peroxidase Inhibitor

MedKoo Cat#: 318592 | Name: Propylthiouracil

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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Propylthiouracil is a drug used to treat hyperthyroidism by decreasing the amount of thyroid hormone produced by the thyroid gland. Propylthiouracil-d5 is a labelled antihyperthyroid that has been shown to increase the size of adipose tissue in vitro. It is a peroxidase inhibitor.

Chemical Structure

Propylthiouracil

CAS#51-52-5

Theoretical Analysis

MedKoo Cat#: 318592

Name: Propylthiouracil

CAS#: 51-52-5

Chemical Formula: C7H5D5N2OS

Exact Mass: 175.0828

Molecular Weight: 175.26

Elemental Analysis: C, 47.97; H, 8.62; N, 15.98; O, 9.13; S, 18.30

Price and Availability

Size	Price	Availability	Quantity
1g	USD 350.00	2 Weeks
10g	USD 950.00	2 Weeks

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Related CAS #

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Synonym

Propylthiouracil; Propylthiouracil-d5; Procasil-d5; Propacil-d5; Propycil-d5; 6-(Propyl-d5)-2-thiouracil; CTK8G2614;

IUPAC/Chemical Name

6-(2,2,3,3,3-pentadeuteriopropyl)-2-sulfanylidene-1H-pyrimidin-4-one

InChi Key

KNAHARQHSZJURB-UHFFFAOYSA-N

InChi Code

InChI=1S/C7H10N2OS/c1-2-3-5-4-6(10)9-7(11)8-5/h4H,2-3H2,1H3,(H2,8,9,10,11)

SMILES Code

CCCC1=CC(=O)NC(=S)N1

Appearance

Solid powder

Purity

>98% (or refer to the Certificate of Analysis)

Shipping Condition

Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition

Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility

Soluble in DMSO, not in water

Shelf Life

>2 years if stored properly

Drug Formulation

This drug may be formulated in DMSO

Stock Solution Storage

0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code

2934.99.9001

More Info

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 175.26 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass	1 mg	5 mg	10 mg
1 mM	1.15 mL	5.76 mL	11.51 mL
5 mM	0.23 mL	1.15 mL	2.3 mL
10 mM	0.12 mL	0.58 mL	1.15 mL
50 mM	0.02 mL	0.12 mL	0.23 mL

1: Duan Q, Wang T, Zhang N, Perera V, Liang X, Abeysekera IR, Yao X. Propylthiouracil, Perchlorate, and Thyroid-Stimulating Hormone Modulate High Concentrations of Iodide Instigated Mitochondrial Superoxide Production in the Thyroids of Metallothionein I/II Knockout Mice. Endocrinol Metab (Seoul). 2016 Mar;31(1):174-84. doi: 10.3803/EnM.2016.31.1.174. PubMed PMID: 26754589; PubMed Central PMCID: PMC4803556. 2: Ben Hamida F, Troudi A, Sefi M, Boudawara T, Zeghal N. The protective effect of propylthiouracil against hepatotoxicity induced by chromium in adult mice. Toxicol Ind Health. 2016 Feb;32(2):235-45. doi: 10.1177/0748233713498446. Epub 2013 Sep 30. PubMed PMID: 24081637. 3: Zasada K, Karbownik-Lewinska M. Comparison of potential protective effects of melatonin and propylthiouracil against lipid peroxidation caused by nitrobenzene in the thyroid gland. Toxicol Ind Health. 2015 Dec;31(12):1195-201. doi: 10.1177/0748233713491799. Epub 2013 May 30. PubMed PMID: 23723263. 4: Fung SC, Wyssusek KH. Hyperthyroidism and propylthiouracil-induced liver failure in pregnancy. Anaesth Intensive Care. 2015 Nov;43(6):793-4. PubMed PMID: 26603813. 5: Gajic-Veljic M, Bonaci-Nikolic B, Lekic B, Skiljevic D, Ciric J, Zoric S, Stojimirovic B, Nikolic M. Importance of low serum DNase I activity and polyspecific anti-neutrophil cytoplasmic antibodies in propylthiouracil-induced lupus-like syndrome. Rheumatology (Oxford). 2015 Nov;54(11):2061-70. doi: 10.1093/rheumatology/kev243. Epub 2015 Jul 10. PubMed PMID: 26163691. 6: Mull JL, Solus JF, Mutizwa MM, Chiang HC, Rosman IS, Musiek A. Atypical propylthiouracil-induced ANCA-positive vasculitis: report of a case with unusual clinical and histopathologic findings. Dermatol Online J. 2015 Aug 15;21(8). pii: 13030/qt3v22b88d. PubMed PMID: 26437163. 7: Gianetti E, Russo L, Orlandi F, Chiovato L, Giusti M, Benvenga S, Moleti M, Vermiglio F, Macchia PE, Vitale M, Regalbuto C, Centanni M, Martino E, Vitti P, Tonacchera M. Pregnancy outcome in women treated with methimazole or propylthiouracil during pregnancy. J Endocrinol Invest. 2015 Sep;38(9):977-85. doi: 10.1007/s40618-015-0281-z. Epub 2015 Apr 4. PubMed PMID: 25840794. 8: Paiaulla S, Venkategowda PM, Rao SM, Balaraju B. Propylthiouracil-induced autoimmune disease. Indian J Crit Care Med. 2015 Aug;19(8):484-6. doi: 10.4103/0972-5229.162471. PubMed PMID: 26321810; PubMed Central PMCID: PMC4548420. 9: Bagnato G, Bitto A, Pizzino G, Roberts WN, Squadrito F, Altavilla D, Bagnato G, Saitta A. Propylthiouracil modulates aortic vasculopathy in the oxidative stress model of systemic sclerosis. Vascul Pharmacol. 2015 Aug;71:79-83. doi: 10.1016/j.vph.2014.12.006. Epub 2015 Apr 11. PubMed PMID: 25869518. 10: Criado PR, Grizzo Peres Martins AC, Gaviolli CF, Alavi A. Propylthiouracil-Induced Vasculitis With Antineutrophil Cytoplasmic Antibody. Int J Low Extrem Wounds. 2015 Jun;14(2):187-91. doi: 10.1177/1534734614549418. Epub 2014 Sep 25. PubMed PMID: 25256279. 11: Rahaman MM, Reinders FG, Koes D, Nguyen AT, Mutchler SM, Sparacino-Watkins C, Alvarez RA, Miller MP, Cheng D, Chen BB, Jackson EK, Camacho CJ, Straub AC. Structure Guided Chemical Modifications of Propylthiouracil Reveal Novel Small Molecule Inhibitors of Cytochrome b5 Reductase 3 That Increase Nitric Oxide Bioavailability. J Biol Chem. 2015 Jul 3;290(27):16861-72. doi: 10.1074/jbc.M114.629964. Epub 2015 May 22. PubMed PMID: 26001785; PubMed Central PMCID: PMC4505432. 12: Retraction: Mode of binding of the antithyroid drug propylthiouracil to mammalian haem peroxidases. Acta Crystallogr F Struct Biol Commun. 2015 Jun;71(Pt 6):804. doi: 10.1107/S2053230X15006962. Epub 2015 May 27. PubMed PMID: 26057817; PubMed Central PMCID: PMC4461352. 13: Khan TA, Yin Luk FC, Uqdah HT, Arif A, Hussain H, Jayatilleke A, Aggarwal S. A fatal case of propylthiouracil-induced ANCA-associated vasculitis resulting in rapidly progressive glomerulonephritis, acute hepatic failure, and cerebral angiitis. Clin Nephrol. 2015 May;83(5):309-14. doi: 10.5414/CN108322. PubMed PMID: 25208313. 14: Singh RP, Singh A, Kushwaha GS, Singh AK, Kaur P, Sharma S, Singh TP. Mode of binding of the antithyroid drug propylthiouracil to mammalian haem peroxidases. Acta Crystallogr F Struct Biol Commun. 2015 Mar;71(Pt 3):304-10. doi: 10.1107/S2053230X15001806. Epub 2015 Feb 19. Retraction in: Acta Crystallogr F Struct Biol Commun. 2015 Jun;71(Pt 6):804. PubMed PMID: 25760705. 15: Boattini M, Rodrigues A, Nascimento P, Luz KC, Castelo Branco S, Rodrigues N, Cachado P, Garcia T. Propylthiouracil induced pulmonary-renal syndrome: a case report. Acta Reumatol Port. 2015 Apr-Jun;40(2):190-2. PubMed PMID: 26219972. 16: Schamp V, Verfaillie C, Bonroy C, Vande Walle J, Raes A, Dehoorne J. Propylthiouracil induced ANCA-associated vasculitis in a 14-year-old girl. Acta Clin Belg. 2015 Apr;70(2):127-9. doi: 10.1179/2295333714Y.0000000090. PubMed PMID: 25937486. 17: Xing H, Guan X. Necrotizing gingivostomatitis and osteonecrosis associated with antithyroid drug propylthiouracil therapy. Oral Surg Oral Med Oral Pathol Oral Radiol. 2015 Feb;119(2):e65-8. doi: 10.1016/j.oooo.2014.11.001. Epub 2014 Nov 14. PubMed PMID: 25577420. 18: Melis M, Sollai G, Muroni P, Crnjar R, Barbarossa IT. Associations between orosensory perception of oleic acid, the common single nucleotide polymorphisms (rs1761667 and rs1527483) in the CD36 gene, and 6-n-propylthiouracil (PROP) tasting. Nutrients. 2015 Mar 20;7(3):2068-84. doi: 10.3390/nu7032068. PubMed PMID: 25803547; PubMed Central PMCID: PMC4377901. 19: Choi SE, Chan J. Relationship of 6-n-propylthiouracil taste intensity and chili pepper use with body mass index, energy intake, and fat intake within an ethnically diverse population. J Acad Nutr Diet. 2015 Mar;115(3):389-96. doi: 10.1016/j.jand.2014.09.001. Epub 2014 Nov 20. PubMed PMID: 25441957. 20: Gnanaraj P, Dayalan H, Elango T, Malligarjunan H, Raghavan V, Rao R. Downregulation of involucrin in psoriatic lesions following therapy with propylthiouracil, an anti-thyroid thioureylene: immunohistochemistry and gene expression analysis. Int J Dermatol. 2015 Mar;54(3):302-6. doi: 10.1111/ijd.12565. Epub 2014 Sep 30. PubMed PMID: 25267471.