05670
Allantoin
≥98.0% (N)
Synonym(s):
NSC 7606, 5-Ureidohydantoin, Glyoxylic(acid) diureide
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About This Item
Empirical Formula (Hill Notation):
C4H6N4O3
CAS Number:
Molecular Weight:
158.12
Beilstein/REAXYS Number:
102364
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
Recommended Products
Quality Level
assay
≥98.0% (N)
form
powder
ign. residue
≤0.2%
mp
230 °C (dec.) (lit.)
SMILES string
NC(=O)NC1NC(=O)NC1=O
InChI
1S/C4H6N4O3/c5-3(10)6-1-2(9)8-4(11)7-1/h1H,(H3,5,6,10)(H2,7,8,9,11)
InChI key
POJWUDADGALRAB-UHFFFAOYSA-N
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Application
Reactant for:
Synthesis of Mannich bases for use as antibacterial agents
Synthesis of sulofenur analogs for use as antitumor agents
Synthesis of Mannich bases for use as antibacterial agents
Synthesis of sulofenur analogs for use as antitumor agents
Biochem/physiol Actions
Purine metabolite via the uric acid pathway. Uric acid also reacts with free radicals to produce allantoin, thus allantoin may be a useful biomarker for oxidative stress.
Storage Class
11 - Combustible Solids
wgk_germany
WGK 1
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
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Khairia M. Youssef, et al
Medicinal Chemistry Research, 11, 481-503 (2003)
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Oxidation Communications, 32, 714-723 (2009)
Juan Luis Díaz-Leal et al.
Journal of experimental botany, 63(11), 4095-4106 (2012-03-24)
The ureides allantoin and allantoate are key molecules in the transport and storage of nitrogen in ureide legumes. In shoots and leaves from Phaseolus vulgaris plants using symbiotically fixed nitrogen as the sole nitrogen source, ureide levels were roughly equivalent
Adviye A Tolun et al.
Annals of epidemiology, 22(12), 892-894 (2012-10-16)
Oxidative stress has been implicated in Down syndrome (DS) pathology. This study compares DS individuals and controls on their urinary levels of allantoin and 2,3-dinor-iPF2α-III; these biomarkers have been previously validated in a clinical model of oxidative stress. Urine samples
Raymond Javan Chan et al.
Radiation oncology (London, England), 7, 121-121 (2012-08-02)
Radiation-induced skin reaction (RISR) is one of the most common and distressing side effects of radiotherapy in patients with cancer. It is featured with swelling, redness, itching, pain, breaks in skin, discomfort, and a burning sensation. There is a lack
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