1-methylimidazolidine-2,4-dione

• ChemBase ID: 78328
• Molecular Formular: C4H6N2O2
• Molecular Mass: 114.10264
• Monoisotopic Mass: 114.04292744
• SMILES: N1C(=O)CN(C1=O)C
• Canonical SMILES: O=C1CN(C(=O)N1)C
• InChI: InChI=1S/C4H6N2O2/c1-6-2-3(7)5-4(6)8/h2H2,1H3,(H,5,7,8)
• InChIKey: RHYBFKMFHLPQPH-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-methylimidazolidine-2,4-dione
• IUPAC Traditional name: 1-methylhydantoin
• Synonyms: 1-methylimidazolidine-2,4-dione; Dioxy-creatinine; NSC 80560; 1-Methylhydantoin; 1-Methylimidazolidine-2,4-dione; 1-Methylhydantoin 97%; 1-甲基乙内酰脲

Database IDs

• CAS Number: 616-04-6
• EC Number: 210-460-6
• MDL Number: MFCD00003187
• PubChem SID: 24896963; 162043097
• PubChem CID: 69217

CALCULATED PROPERTIES

• Acid pKa: 9.940497
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): -1.22656
• LogD (pH = 7.4): -1.2277794
• Log P: -1.2265444
• Molar Refractivity: 25.9428 cm^3
• Polarizability: 9.922667 Å^3
• Polar Surface Area: 49.41 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 156-157 °C(lit.); 156-157°C; 156-159°C

Safety Information

• Storage Warning: Irritant
• German water hazard class: 3
• TSCA Listed: 否
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: 97%
• Empirical Formula (Hill Notation): C4H6N2O2

DETAILS

Sigma Aldrich - M49887

Packaging
25 g in glass bottle
Application
Reactant for organocatalytic tandem three component reactions of aldehyde, alkyl vinyl ketone, and amide1Reactant for synthesis of:
• Selective angiotensin II AT2 receptor agonists with reduced CYP 450 inhibition2
• Allosteric glucokinase activators3
• Hydantoin derivatives with antiproliferative activity4
• Thiohydantoins5
• P2X7 receptor antagonists6
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. M49887.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.