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I5133

Sigma-Aldrich

Imidazolidinyl urea

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C11H16N8O8
CAS Number:
Molecular Weight:
388.29
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

storage temp.

2-8°C

SMILES string

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)

InChI key

ZCTXEAQXZGPWFG-UHFFFAOYSA-N

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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

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Skin Sens. 1B

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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
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
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
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

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