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05670

Sigma-Aldrich

Allantoin

≥98.0% (N)

Synonym(s):

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

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25 G
€23.60
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About This Item

Empirical Formula (Hill Notation):
C4H6N4O3
CAS Number:
97-59-6
Molecular Weight:
158.12
Beilstein:
102364
EC Number:
202-592-8
MDL number:
MFCD00005260
UNSPSC Code:
12352100
PubChem Substance ID:
329748141
NACRES:
NA.22

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Quality Level

100

Assay

≥98.0% (N)

form

powder

ign. residue

≤0.2%

mp

230 °C (dec.) (lit.)

functional group

amine

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[1]
Synthesis of sulofenur analogs for use as antitumor agents[2]

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 Code

11 - Combustible Solids

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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Certificates of Analysis (COA)

Lot/Batch Number
BCCK3756
BCCJ1876
BCCG3593
BCCC2735
BCBQ2486V

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Sh. Joshi
Oxidation Communications, 32, 714-723 (2009)
Khairia M. Youssef, et al
Medicinal Chemistry Research, 11, 481-503 (2003)
Camila G Moreira et al.
Journal of ethnopharmacology, 141(3), 1005-1011 (2012-04-17)
Pyrostegia venusta is a native Brazilian plant which has a variety of uses in traditional folk medicine including the treatment of vitiligo. However, its effectiveness on melanogenesis is not yet elucidated. This study aimed to investigate the melanogenic activity of
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
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
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Questions

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  1. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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