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Merck

I5133

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
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
EC Number:
254-372-6
MDL number:
Form:
powder
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SMILES string

[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 key

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

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)

form

powder

mp

240.5 °C

solubility

water: soluble 1 g/L at 20 °C

density

1.24 g/cm3 at 20 °C

storage temp.

2-8°C

Quality Level

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

signalword

Warning

hcodes

Hazard Classifications

Skin Sens. 1B

Storage Class

11 - Combustible Solids

wgk

WGK 2

ppe

dust mask type N95 (US), Eyeshields, Gloves


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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
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
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
Fernanda O Carvalho et al.
Naunyn-Schmiedeberg's archives of pharmacology, 393(3), 445-455 (2019-10-28)
The aim of this present study was to evaluate the effect of solid lipid nanoparticles (SLN) containing carvacrol over the lung damage of airway smoke inhalation. The study was conducted with 30 rats subjected to smoke inhalation and divided into

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