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185809 Aldrich

Cyanuric acid

98%

Synonym: 1,3,5-Triazine-2,4,6-triol, 2,4,6-Trihydroxy-1,3,5-triazine

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Properties

Related Categories Building Blocks, Chemical Synthesis, Heterocyclic Building Blocks, Triazines
assay   98%
mp   >360 °C(lit.)
solubility   water: soluble0.2% at 25 °C(lit.)
  water: soluble10% at 150 °C(lit.)
  DMSO: soluble17.4%(lit.)
  water: soluble2.6% at 90 °C(lit.)
  DMF: soluble7.2%(lit.)
  acetone: insoluble
  alcohol: soluble (hot)(lit.)
  benzene: insoluble
  chloroform: insoluble
  diethyl ether: insoluble
  hydrochloric acid: soluble (conc.)
  methanol: insoluble (cold)
  potassium hydroxide solution: soluble

Description

Packaging

25, 100 g in glass bottle

General description

Cyanuric acid reacts with melamine to form a stable insoluble complex1. Degradation of cyanuric acid has been examined in Pseudomonas sp. strain D2. Adsorption and coadsorption structures formed from cyanuric acid and melamine molecules at Au(111) has been studied by surface scanning tunneling microscopy3.

Price and Availability

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Safety & Documentation

Safety Information

Personal Protective Equipment 
RIDADR 
UN 3077 9 / PGIII
WGK Germany 
1
RTECS 
XZ1800000

Protocols & Articles

Peer-Reviewed Papers

References

Set your institution to view full text papers.

1. Self-assembly based on the cyanuric acid-melamine lattice. Seto CT and Whitesides GM. J. Am. Chem. Soc. 112(17), 6409-11, (1990)

2. Ring cleavage and degradative pathway of cyanuric acid in bacteria. Cook AM, Beilstein P, Grossenbacher H, et al. Biochem. J. 231(1), 25-30, (1985)

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3. Cyanuric acid and melamine on Au111: structure and energetics of hydrogen-bonded networks. Xu W, Dong M, Gersen H, et al. Small 3(5), 854-8, (2007)

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Recent advances in the risk assessment of melamine and cyanuric acid in animal feed. Dorne JL, Doerge DR, Vandenbroeck M, et al. Toxicol. Appl. Pharmacol. 270(3), 218-29, (2013)

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[Simultaneous determination of melamine and cyanuric acid in foodstuffs by solid phase extraction-hydrophilic interaction chromatography-tandem mass spectrometry]. Zhao S, Deng X, Yi X, et al. Se Pu 30(7), 677-83, (2012)

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Melamine-induced renal toxicity is mediated by the gut microbiota. Zheng X, Zhao A, Xie G, et al. Sci. Transl. Med. 5(172), 172ra22, (2013)

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Antioxidant responses and renal crystal formation in rainbow trout treated with melamine administered individually or in combination with cyanuric acid. Pacini N, Prearo M, Abete MC, et al. J. Toxicol. Environ. Health A 76(8), 491-508, (2013)

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Pharmacokinetics of melamine and cyanuric acid and their combinations in F344 rats. Jacob CC, Von Tungeln LS, Vanlandingham M, et al. Toxicol. Sci. 126(2), 317-24, (2012)

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Efficient self-assembly in water of long noncovalent polymers by nucleobase analogues. Cafferty BJ, Gállego I, Chen MC, et al. J. Am. Chem. Soc. 135(7), 2447-50, (2013)

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Timing and route of exposure affects crystal formation in melamine and cyanuric exposed male and female rats: gavage vs. feeding. Sprando RL, Reimschuessel R, Stine CB, et al. Food Chem. Toxicol. 50(12), 4389-97, (2012)

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Depletion of melamine and cyanuric acid in serum from catfish Ictalurus punctatus and rainbow trout Onchorhynchus mykiss. Stine CB, Nochetto CB, Evans ER, et al. Food Chem. Toxicol. 50(10), 3426-32, (2012)

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Effect on morphology, oxidative stress and energy metabolism enzymes in the testes of mice after a 13-week oral administration of melamine and cyanuric acid combination. Lv Y, Liu Z, Tian Y, et al. Regul Toxicol Pharmacol 65(2), 183-8, (2013)

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The Pathological Effects of Melamine and Cyanuric Acid in the Diet of Walking Catfish (Clarius batrachus). Pirarat N, Katagiri T, Chansue N, et al. J. Comp. Pathol. 147(2-3), 259-66, (2012)

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Small-molecule/polymer recognition triggers aqueous-phase assembly and encapsulation. Zhou Z and Bong D Langmuir 29(1), 144-50, (2013)

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Tris[2-(acryloyloxy)ethyl]isocyanurate cross-linked low-molecular-weight polyethylenimine as gene delivery carriers in cell culture and dystrophic mdx mice. Wang M, Tucker JD, Lu P, et al. Bioconjug. Chem. 23(4), 837-45, (2012)

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Signal amplification architecture for electrochemical aptasensor based on network-like thiocyanuric acid/gold nanoparticle/ssDNA. Chen Z, Li L, Tian Y, et al. Biosens. Bioelectron. 38(1), 37-42, (2012)

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Melamine and cyanuric acid-induced crystalluria, uroliths, and nephrotoxicity in dogs and cats. Osborne CA, Lulich JP, Ulrich LK, et al. Vet. Clin. North Am. Small Anim. Pract. 39(1), 1-14, (2009)

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Evaluation of metabolomic profiling against renal toxicity in Sprague-Dawley rats treated with melamine and cyanuric acid. Kim TH, Ahn MY, Lim HJ, et al. Arch. Toxicol. 86(12), 1885-97, (2012)

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Comparing atrazine and cyanuric acid electro-oxidation on mixed oxide and boron-doped diamond electrodes. Malpass GR, Salazar-Banda GR, Miwa DW, et al. Environ. Technol. 34(5-8), 1043-51, (2013)

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Performance of urinary and gene expression biomarkers in detecting the nephrotoxic effects of melamine and cyanuric acid following diverse scenarios of co-exposure. Bandele O, Camacho L, Ferguson M, et al. Food Chem. Toxicol. 51, 106-13, (2013)

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Metabolomics evaluation of hydroxyproline as a potential marker of melamine and cyanuric acid nephrotoxicity in male and female Fischer F344 rats. Schnackenberg LK, Sun J, Pence LM, et al. Food Chem. Toxicol. 50(11), 3978-83, (2012)

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Colorimetric detection of Hg²+ ions in aqueous media using CA-Au NPs. Liu Z, Hu J, Tong S, et al. Spectrochim. Acta. A. Mol. Biomol. Spectrosc. 97, 737-40, (2012)

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Defining sequence space and reaction products within the cyanuric acid hydrolase (AtzD)/barbiturase protein family. Seffernick JL, Erickson JS, Cameron SM, et al. J. Bacteriol. 194(17), 4579-88, (2012)

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Urinary biomarker detection of melamine- and cyanuric acid-induced kidney injury in rats. Zhang Q, Gamboa da Costa G, Von Tungeln LS, et al. Toxicol. Sci. 129(1), 1-8, (2012)

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Pathway for the elimination of melamine in lactating dairy cows. Sun P, Wang JQ, Shen JS, et al. J. Dairy Sci. 95(1), 266-71, (2012)

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Detection of melamine and cyanuric acid in vegetable protein products used in food production. Levinson LR and Gilbride KA J. Food Sci. 76(4), C568-75, (2011)

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Quantifying the effect of polymer blending through molecular modelling of cyanurate polymers. Crawford AO, Hamerton I, Cavalli G, et al. PLoS ONE 7(9), e44487, (2012)

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Could infrared spectroscopy identify melamine-related stone using melamine-contained mixture as a reference? Cong X, Sun X, and Ning B J. Clin. Lab Anal. 27(1), 59-61, (2013)

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Expanding the cyanuric acid hydrolase protein family to the fungal kingdom. Dodge AG, Preiner CS, and Wackett LP J. Bacteriol. 195(23), 5233-41, (2013)

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Determination of cyanuric acid using exact matching isotope dilution mass spectrometry. Koh G, Gui EM, Teo TL, et al. J. Sep. Sci. 36(6), 1054-60, (2013)

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Merck 14,2698

Beil. 26,IV,632

Aldrich MSDS 1, 503:C / Corp MSDS 1 (1), 946:C / FT-IR 1 (2), 849:A / FT-IR 2 (3), 3893:D / IR-Spectra (3), 1380:G / IR-Spectra (2), 1202:F / RegBook 1 (2), 2601:G / Sax 6, 2608 / Structure Index 1, 411:D:3

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