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Merck

05670

Sigma-Aldrich

Allantoin

≥98.0% (N)

Sinónimos:

NSC 7606, 5-Ureidohydantoin, Glyoxylic(acid) diureide

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About This Item

Fórmula empírica (notación de Hill):
C4H6N4O3
Número de CAS:
Peso molecular:
158.12
Beilstein/REAXYS Number:
102364
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

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

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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Visite la Librería de documentos

Khairia M. Youssef, et al
Medicinal Chemistry Research, 11, 481-503 (2003)
Sh. Joshi
Oxidation Communications, 32, 714-723 (2009)
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
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
Takahiro Doi et al.
Contact dermatitis, 67(5), 284-292 (2012-05-09)
Imidazolidinyl urea releases formaldehyde through decomposition. However, there have been few reports on the chemistry of imidazolidinyl urea in cosmetics. The aim of this study was to characterize imidazolidinyl urea-derived compounds in cosmetics and to determine which compounds are responsible

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