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I5133

Sigma-Aldrich

Imidazolidinyl urea

Synonyme(s) :

N,N′′-Methylenebis[N′-[3-(hydroxymethyl)-2,5-dioxo-4-imidazolidinyl]-urea

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About This Item

Formule empirique (notation de Hill) :
C11H16N8O8
Numéro CAS:
39236-46-9
Poids moléculaire :
388.29
Numéro CE :
254-372-6
Numéro MDL:
MFCD00221482
Code UNSPSC :
12352100
ID de substance PubChem :
57654298
Nomenclature NACRES :
NA.22

52,10 €

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Devis pour commande en gros

Forme

powder

Pf

240.5 °C

Solubilité

water: soluble 1 g/L at 20 °C

Densité

1.24 g/cm3 at 20 °C

Température de stockage

2-8°C

Chaîne SMILES 

[OCN1C(NC(=O)NCNC(=O)NC2N(CO)C(=O)NC2=O)C(=O)NC1=O]
OCN1C(NC(=O)NCNC(=O)NC2N(CO)C(=O)NC2=O)C(=O)NC1=O

InChI

[1S/C11H16N8O8/c20-2-18-4(6(22)16-10(18)26)14-8(24)12-1-13-9(25)15-5-7(23)17-11(27)19(5)3-21/h4-5,20-21H,1-3H2,(H2,12,14,24)(H2,13,15,25)(H,16,22,26)(H,17,23,27)]
1S/C11H16N8O8/c20-2-18-4(6(22)16-10(18)26)14-8(24)12-1-13-9(25)15-5-7(23)17-11(27)19(5)3-21/h4-5,20-21H,1-3H2,(H2,12,14,24)(H2,13,15,25)(H,16,22,26)(H,17,23,27)

Clé InChI

[ZCTXEAQXZGPWFG-UHFFFAOYSA-N]
ZCTXEAQXZGPWFG-UHFFFAOYSA-N

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Catégories apparentées

Application

Imidazolidinyl urea can be used as a hydrogen-bonding reinforced factor to prepare:
  • Polymeric supramolecular hydrogels by using polyethyleneglycol (PEG) and diisocyanates.
  • Multi-functional polyacrylamide hydrogels.
Used in:
Pharmacological studies investigating nutrient-sensitized screening for drugs that shift energy metabolism from mitochondrial respiration to glycolysis
Therapeutic studies involving nanostructured vegetable-based carriers for topical delivery of active molecules
Topical formulas for use as antioxidants

Pictogrammes

Exclamation mark
GHS07

Mention d'avertissement

Warning

Mentions de danger

H317

Classification des risques

Skin Sens. 1B

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 2

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves

Listes réglementaires

Les listes réglementaires sont principalement fournies pour les produits chimiques. Seules des informations limitées peuvent être fournies ici pour les produits non chimiques. L'absence d'indication signifie qu'aucun des composants n'est répertorié. Il incombe à l'utilisateur de s'assurer de l'utilisation sûre et légale du produit.

EU REACH Annex XVII (Restriction List)

CAS No.

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Certificats d'analyse (COA)

Lot/Batch Number
0000405267
0000396837
BCCL8040
BCCM1626
BCCM5158

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D Matosiuk et al.
European journal of medicinal chemistry, 36(10), 783-797 (2001-12-12)
The synthesis and physicochemical properties of new carbonyl derivatives of 1-aryl-2-iminoimidazolidine are presented. Isomeric 1-(1-arylimidazolidine-2-ylidene)-3-arylureas (series A) and 1-aryl-2-imine-3-arylaminocarbonylimidazolidines (series B) were obtained after the condensation reaction of 1-aryl-2-iminoimidazolidines and arylisocyanates. 1-Aryl-2-iminoimidazolidines were synthesised in a two-step reaction from the
Marléne Isaksson et al.
Contact dermatitis, 54(1), 29-34 (2006-01-24)
A topical corticosteroid preparation on the Swedish market, Flutivate cream, contains a fairly high concentration of formaldehyde (FA). In this study, we have investigated the clinical relevance of contact allergy to FA when treating an allergic eczema with Flutivate cream
Onjeon Ryu et al.
Biomolecules & therapeutics, 26(6), 608-615 (2018-02-13)
Benzalkonium chloride, diazolidinyl urea, and imidazolidinyl urea are commonly used preservatives in cosmetics. Recent reports suggested that these compounds may have cellular and systemic toxicity in high concentration. In addition, diazolidinyl urea and imidazolidinyl urea are known formaldehyde (FA) releasers
Robert L Rietschel et al.
Dermatitis : contact, atopic, occupational, drug, 18(3), 155-162 (2007-08-30)
To determine whether petrolatum or aqueous vehicles are more sensitive for detecting allergy to imidazolidinylurea (IU), diazolidinylurea (DU), and dimethylol dimethyl hydantoin (DM). The relationship of these allergens to formaldehyde sensitivity was also explored. Retrospective analysis of patients patch-tested by
T Agner et al.
Contact dermatitis, 45(1), 21-25 (2001-06-26)
The preservatives imidazolidinyl urea (IMID, Germall 115) and diazolidinyl urea (DU, Germall II) are commonly used in cosmetic products and are well-known sensitizers. The aim of the present study was to establish the optimal patch test concentration in hydrophilic dried-in
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Questions

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

    1 réponse

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

    1 réponse

    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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