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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:
39236-46-9
Molecular Weight:
388.29
EC Number:
254-372-6
MDL number:
MFCD00221482
UNSPSC Code:
12352100
PubChem Substance ID:
57654298
NACRES:
NA.22

Key Documents

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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

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

[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)

InChI key

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

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Show Differences

1 of 4

This Item
1336806PHR15008.41692
Imidazolidinyl urea

Sigma-Aldrich

I5133

Imidazolidinyl urea

Imidurea United States Pharmacopeia (USP) Reference Standard

USP

1336806

Imidurea

Imidurea Pharmaceutical Secondary Standard; Certified Reference Material

Supelco

PHR1500

Imidurea

N,N,N′,N′′,N′′-Pentamethyldiethylenetriamine for synthesis

Sigma-Aldrich

8.41692

N,N,N′,N′′,N′′-Pentamethyldiethylenetriamine

solubility

water: soluble 1 g/L at 20 °C

solubility

-

solubility

-

solubility

-

Quality Level

200

Quality Level

-

Quality Level

300

Quality Level

200

density

1.24 g/cm3 at 20 °C

density

-

density

-

density

0.828 g/cm3 at 20 °C

mp

240.5 °C

mp

-

mp

-

mp

<-18 °C

form

powder

form

-

form

-

form

liquid

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-30°C

storage temp.

2-30°C

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
GHS07

signalword

Warning

hcodes

H317

Hazard Classifications

Skin Sens. 1B

Storage Class

11 - Combustible Solids

wgk_germany

WGK 2

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
0000491937
0000491937
0000490618
0000490618
BCCN5162

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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
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
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
Søren Vig Lehmann et al.
Contact dermatitis, 54(1), 50-58 (2006-01-24)
For several decades, the cosmetic preservatives imidazolidinyl urea (IU) and diazolidinyl urea (DU) have not only been poorly characterized but have also had misleading chemical structures assigned to them. The most common trade names of IU and DU are Germall
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
View All Related Papers

Questions

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  1. 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/418/501/product-dating-information-06-25-mk.pdf

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  2. 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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