3-[3-(hydroxymethyl)-2,5-dioxoimidazolidin-4-yl]-1-[({[3-(hydroxymethyl)-2,5-dioxoimidazolidin-4-yl]carbamoyl}amino)methyl]urea

• ChemBase ID: 104181
• Molecular Formular: C11H16N8O8
• Molecular Mass: 388.29354
• Monoisotopic Mass: 388.10910951
• SMILES: OCN1C(NC(=O)NCNC(=O)NC2N(CO)C(=O)NC2=O)C(=O)NC1=O
• Canonical SMILES: OCN1C(=O)NC(=O)C1NC(=O)NCNC(=O)NC1C(=O)NC(=O)N1CO
• InChI: 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)
• InChIKey: ZCTXEAQXZGPWFG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[3-(hydroxymethyl)-2,5-dioxoimidazolidin-4-yl]-1-[({[3-(hydroxymethyl)-2,5-dioxoimidazolidin-4-yl]carbamoyl}amino)methyl]urea
• IUPAC Traditional name: imidazolidinyl urea
• Synonyms: Imidurea; Methanebis(N,N'-(5-Ureido-2,4-Diketotetrahydroimidazole)-N,N-Dimethylol; IMIDAZOLIDINYL UREA; Imidurea, Germall 115;''N',N-methylenebis[3-[1-(hydroxymethyl)- 2,5-dioxoimidazolidin-4-yl]urea]; 1-[1-(hydroxymethyl)-2,5-dioxoimidazolidin-4-yl]- 3-[[[1-(hydroxymethyl)-2,5-dioxoimidazolidin-4-yl] carbamoylamino]methyl]urea; N,N′′-Methylenebis[N′-[3-(hydroxymethyl)-2,5-dioxo-4-imidazolidinyl]-urea; Imidazolidinyl urea; 咪唑烷基脲

Database IDs

• CAS Number: 39236-46-9
• EC Number: 254-372-6
• MDL Number: MFCD00221482; MFCD00038890
• PubChem SID: 24895984; 162092447
• PubChem CID: 38258
• CHEBI ID: 51805
• CHEMBL: 65433
• Chemspider ID: 35067
• Wikipedia Title: Imidazolidinyl_urea

CALCULATED PROPERTIES

• Acid pKa: 8.550949
• H Acceptors: 8
• H Donor: 8
• LogD (pH = 5.5): -5.0481853
• LogD (pH = 7.4): -5.0776005
• Log P: -5.047804
• Molar Refractivity: 78.6759 cm^3
• Polarizability: 31.08091 Å^3
• Polar Surface Area: 221.54 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 141-143°C

Safety Information

• Storage Condition: 2-8°C
• RTECS: YT7365000
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 2
• Risk Statements: 36
• Safety Statements: 26-36; 26-60
• TSCA Listed: 是
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H319
• GHS Precautionary statements: P280-P264-P305+P351+P338-P337+P313; P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: 2-8°C

Product Information

• Empirical Formula (Hill Notation): C11H16N8O8

DETAILS

MP Biomedicals - 02155009

Reported to be useful as a preservative.

Sigma Aldrich - I5133

Application
Reported to be useful as a preservative.
Used in:Biological studies investigating the antibacterial synergistic activity of essential oils and surfactants against P. aeruginosa and S. aureus1Pharmacological studies investigating nutrient-sensitized screening for drugs that shift energy metabolism from mitochondrial respiration to glycolysis2Therapeutic studies involving nanostructured vegetable-based carriers for topical delivery of active molecules3Topical formulas for use as antioxidants4Comparison studies of MEKC and microemulsion electrokinetic chromatography for analytical studies of preservatives5Investigations of in vitro induction of apoptosis versus necrosis by widely used preservatives6
Packaging
25, 100 g in poly bottle

REFERENCES

• Richardson, E.L., Cosm. Toilet., 96: 91, (1981)