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185809

Sigma-Aldrich

Cyanuric acid

98%

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Synonym(s):
1,3,5-Triazine-2,4,6-triol, 2,4,6-Trihydroxy-1,3,5-triazine
Empirical Formula (Hill Notation):
C3H3N3O3
CAS Number:
Molecular Weight:
129.07
Beilstein:
126982
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

98%

mp

>360 °C (lit.)

solubility

water: soluble 0.2% at 25 °C(lit.)
water: soluble 10% at 150 °C(lit.)
DMSO: soluble 17.4%(lit.)
water: soluble 2.6% at 90 °C(lit.)
DMF: soluble 7.2%(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

SMILES string

O=C1NC(=O)NC(=O)N1

InChI

1S/C3H3N3O3/c7-1-4-2(8)6-3(9)5-1/h(H3,4,5,6,7,8,9)

InChI key

ZFSLODLOARCGLH-UHFFFAOYSA-N

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General description

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

Application


  • iTRAQ-based proteomics analysis reveals the deregulated proteins related to liver toxicity induced by melamine with or without cyanuric acid in mice.: This study used iTRAQ-based proteomics to analyze liver toxicity in mice induced by melamine and cyanuric acid, identifying deregulated proteins associated with liver damage (Yin et al., 2019).

  • The contribution of mediated oxidation mechanisms in the electrolytic degradation of cyanuric acid using diamond anodes.: The research investigates the electrolytic degradation of cyanuric acid using diamond anodes, focusing on mediated oxidation mechanisms for effective degradation (Bensalah et al., 2016).

  • Encapsulation of [(SO₄)₄(H₂O)₁₁₂]⁸⁻ clusters in a metal organic framework of pyridyl functionalized cyanuric acid based tris-urea.: This paper explores the encapsulation of sulfate clusters in a metal-organic framework using pyridyl-functionalized cyanuric acid, highlighting its potential in material science applications (Dutta et al., 2015).

  • Comparing atrazine and cyanuric acid electro-oxidation on mixed oxide and boron-doped diamond electrodes.: This study compares the electro-oxidation of atrazine and cyanuric acid on different electrodes, providing insights into the efficiency and mechanisms of electrochemical degradation processes (Malpass et al., 2013).

  • Anion-pi interactions in cyanuric acids: a combined crystallographic and computational study.: The research examines anion-pi interactions in cyanuric acids through crystallographic and computational methods, contributing to the understanding of supramolecular chemistry (Frontera et al., 2005).

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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A M Cook et al.
The Biochemical journal, 231(1), 25-30 (1985-10-01)
The degradative pathway of cyanuric acid [1,3,5-triazine-2,4,6(1H,3H,5H)-trione] was examined in Pseudomonas sp. strain D. The bacterium grew with cyanuric acid, biuret, urea or NH4+ as sole source of nitrogen, and each substrate was entirely metabolized concomitantly with growth. Enzymes from
Self-assembly based on the cyanuric acid-melamine lattice.
Seto CT and Whitesides GM.
Journal of the American Chemical Society, 112(17), 6409-6411 (1990)
Cyanuric acid and melamine on Au111: structure and energetics of hydrogen-bonded networks.
Wei Xu et al.
Small (Weinheim an der Bergstrasse, Germany), 3(5), 854-858 (2007-03-30)
Mingxing Wang et al.
Bioconjugate chemistry, 23(4), 837-845 (2012-03-27)
Hyperbranched poly(ester amine)s (PEAs) were successfully synthesized by Michael addition reaction between tris[2-(acryloyloxy)ethyl]isocyanurate (TAEI) and low-molecular-weight polyethylenimine (LPEI, M(w) 0.8k, 1.2k, and 2.0k) and evaluated in vitro and in vivo as gene carriers. PEAs effectively condensed plasmid DNA with particle
Cristina C Jacob et al.
Toxicological sciences : an official journal of the Society of Toxicology, 126(2), 317-324 (2012-01-10)
The intentional adulteration of pet food with melamine and cyanuric acid has been implicated in the kidney failure and death of a large number of cats and dogs in the United States. Although individually these compounds present low toxicity in

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