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
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
202-592-8
Beilstein/REAXYS Number:
102364
MDL number:
Assay:
≥98.0% (N)
Form:
powder
InChI key
POJWUDADGALRAB-UHFFFAOYSA-N
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)
SMILES string
NC(=O)NC1NC(=O)NC1=O
assay
≥98.0% (N)
form
powder
ign. residue
≤0.2%
mp
230 °C (dec.) (lit.)
functional group
amine
Quality Level
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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
WGK 1
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
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Sh. Joshi
Oxidation Communications, 32, 714-723 (2009)
Khairia M. Youssef, et al
Medicinal Chemistry Research, 11, 481-503 (2003)
Peng Wang et al.
Journal of agricultural and food chemistry, 60(11), 2793-2798 (2012-03-01)
Despite increasing knowledge of allantoin as a phytochemical involved in rice, relatively little is known about its distribution and function in rice grains. In this study, allantoin was quantified in 15 Chinese rice grains, and its contents varied with grain
Rufus Turner et al.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 891-892, 85-89 (2012-03-09)
Allantoin is the major oxidation product of urate in humans and is a potential biomarker of oxidative stress. Several methods are used to measure allantoin in biological samples but they have inherent issues that can include lack of specificity and
Dora Il'yasova et al.
Clinica chimica acta; international journal of clinical chemistry, 413(19-20), 1446-1453 (2012-06-12)
Oxidative damage produced by reactive oxygen species (ROS) has been implicated in the etiology and pathology of many health conditions, including a large number of chronic diseases. Urinary biomarkers of oxidative status present a great opportunity to study redox balance
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