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MedKoo Cat#: 585279 | Name: Triuret

Description:

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

Triuret is a byproduct of purine degradation in living organisms and has potential hypokalemic effects.

Chemical Structure

Triuret
Triuret
CAS#556-99-0

Theoretical Analysis

MedKoo Cat#: 585279

Name: Triuret

CAS#: 556-99-0

Chemical Formula: C3H6N4O3

Exact Mass: 146.0440

Molecular Weight: 146.11

Elemental Analysis: C, 24.66; H, 4.14; N, 38.35; O, 32.85

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
No Data
Synonym
Triuret
IUPAC/Chemical Name
Urea, N,N'-bis(aminocarbonyl)-
InChi Key
WNVQBUHCOYRLPA-UHFFFAOYSA-N
InChi Code
InChI=1S/C3H6N4O3/c4-1(8)6-3(10)7-2(5)9/h(H6,4,5,6,7,8,9,10)
SMILES Code
O=C(NC(N)=O)NC(N)=O
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
Shelf Life
>3 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

Preparing Stock Solutions

The following data is based on the product molecular weight 146.11 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
1: Palii SP, Contreras CS, Steill JD, Palii SS, Oomens J, Eyler JR. Triuret as a potential hypokalemic agent: Structure characterization of triuret and triuret-alkali metal adducts by mass spectrometric techniques. Arch Biochem Biophys. 2010 Jun 1;498(1):23-34. doi: 10.1016/j.abb.2010.03.023. Epub 2010 Apr 3. PubMed PMID: 20371222; PubMed Central PMCID: PMC3816746. 2: Gersch C, Palii SP, Imaram W, Kim KM, Karumanchi SA, Angerhofer A, Johnson RJ, Henderson GN. Reactions of peroxynitrite with uric acid: formation of reactive intermediates, alkylated products and triuret, and in vivo production of triuret under conditions of oxidative stress. Nucleosides Nucleotides Nucleic Acids. 2009 Feb;28(2):118-49. doi: 10.1080/15257770902736400. PubMed PMID: 19219741; PubMed Central PMCID: PMC2742358. 3: Robinson KM, Morré JT, Beckman JS. Triuret: a novel product of peroxynitrite-mediated oxidation of urate. Arch Biochem Biophys. 2004 Mar 1;423(1):213-7. PubMed PMID: 14871483. 4: Mohandas R, Sautina L, Beem E, Schuler A, Chan WY, Domsic J, McKenna R, Johnson RJ, Segal MS. Uric acid inhibition of dipeptidyl peptidase IV in vitro is dependent on the intracellular formation of triuret. Exp Cell Res. 2014 Aug 1;326(1):136-42. doi: 10.1016/j.yexcr.2014.05.025. Epub 2014 Jun 9. PubMed PMID: 24925478; PubMed Central PMCID: PMC4107633. 5: Kim KM, Henderson GN, Frye RF, Galloway CD, Brown NJ, Segal MS, Imaram W, Angerhofer A, Johnson RJ. Simultaneous determination of uric acid metabolites allantoin, 6-aminouracil, and triuret in human urine using liquid chromatography-mass spectrometry. J Chromatogr B Analyt Technol Biomed Life Sci. 2009 Jan 1;877(1-2):65-70. doi: 10.1016/j.jchromb.2008.11.029. Epub 2008 Nov 25. PubMed PMID: 19081307; PubMed Central PMCID: PMC2684329. 6: Roth J, O'Leary DJ, Wade CG, Miller D, Armstrong KB, Thoburn JD. Conformational analysis of alkylated biuret and triuret: evidence for helicity and helical inversion in oligoisocyanates. Org Lett. 2000 Oct 5;2(20):3063-6. PubMed PMID: 11009346. 7: GRIFFIN JL. Identification of ameba crystals. II. Triuret in two crystal forms. Biochim Biophys Acta. 1961 Mar 4;47:433-9. PubMed PMID: 13708578. 8: Abernethy G, Higgs K. Rapid detection of economic adulterants in fresh milk by liquid chromatography-tandem mass spectrometry. J Chromatogr A. 2013 May 3;1288:10-20. doi: 10.1016/j.chroma.2013.02.022. Epub 2013 Feb 16. PubMed PMID: 23540766. 9: Okamura H, Crisp A, Hübner S, Becker S, Rovó P, Carell T. Proto-Urea-RNA (Wöhler RNA) Containing Unusually Stable Urea Nucleosides. Angew Chem Int Ed Engl. 2019 Oct 1. doi: 10.1002/anie.201911746. [Epub ahead of print] Review. PubMed PMID: 31573740. 10: Fellig J. Production of Triuret from Uric Acid by Ultraviolet Irradiation. Science. 1954 Jan 22;119(3082):129-30. PubMed PMID: 17797269. 11: CARLSTROEM D, RINGERTZ H. THE MOLECULAR AND CRYSTAL STRUCTURE OF TRIURET. Acta Crystallogr. 1965 Mar 10;18:307-13. PubMed PMID: 14271707. 12: Woldemariam G, Kyad A, Moore S, Qiu J, Semin D, Tan Z, Wypych J. Development and Validation of a HPLC-UV Method for Urea and Related Impurities. PDA J Pharm Sci Technol. 2019 Jun 17. pii: pdajpst.2018.009803. doi: 10.5731/pdajpst.2018.009803. [Epub ahead of print] PubMed PMID: 31209168. 13: Tischer S, Börnhorst M, Amsler J, Schoch G, Deutschmann O. Thermodynamics and reaction mechanism of urea decomposition. Phys Chem Chem Phys. 2019 Aug 14;21(30):16785-16797. doi: 10.1039/c9cp01529a. Epub 2019 Jul 22. PubMed PMID: 31328193. 14: MacMahon S, Begley TH, Diachenko GW, Stromgren SA. A liquid chromatography-tandem mass spectrometry method for the detection of economically motivated adulteration in protein-containing foods. J Chromatogr A. 2012 Jan 13;1220:101-7. doi: 10.1016/j.chroma.2011.11.066. Epub 2011 Dec 8. PubMed PMID: 22197251. 15: GRIFFIN JL. The isolation, characterization, and identification of the crstalline inclusions of the large free-living amebae. J Biophys Biochem Cytol. 1960 Apr;7:227-34. PubMed PMID: 13829298; PubMed Central PMCID: PMC2224799.

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