Propylthiouracil
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MedKoo CAT#: 318592

CAS#: 51-52-5

Description: 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

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Propylthiouracil
CAS# 51-52-5
Instruction

Theoretical Analysis

MedKoo Cat#: 318592
Name: Propylthiouracil
CAS#: 51-52-5
Chemical Formula: C7H5D5N2OS
Exact Mass: 175.08
Molecular Weight: 175.260
Elemental Analysis: C, 47.97; H, 8.62; N, 15.98; O, 9.13; S, 18.30

Price and Availability

Size Price Availability Quantity
100g USD -1
1g USD 120
2g USD 190
5g USD 350
10g USD 450
20g USD 650
50g USD 950
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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:

Biological target:
In vitro activity:
In vivo activity:

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.

Recalculate based on batch purity %
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
Formulation protocol:
In vitro protocol:
In vivo protocol:

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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.