2-sulfanylideneimidazolidin-4-one

• ChemBase ID: 149481
• Molecular Formular: C3H4N2OS
• Molecular Mass: 116.14166
• Monoisotopic Mass: 116.00443376
• SMILES: C1C(=O)NC(=S)N1
• Canonical SMILES: O=C1CNC(=S)N1
• InChI: InChI=1S/C3H4N2OS/c6-2-1-4-3(7)5-2/h1H2,(H2,4,5,6,7)
• InChIKey: UGWULZWUXSCWPX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-sulfanylideneimidazolidin-4-one
• IUPAC Traditional name: 4-imidazolidinone, 2-thioxo-
• Synonyms: 2-Thioxo-4-imidazolidinone; NSC 11772; 2-Thiohydantoin; 2-硫代海因; 2-硫代乙内酰脲

Database IDs

• CAS Number: 503-87-7
• EC Number: 207-977-4
• MDL Number: MFCD00005277
• PubChem SID: 162243646; 24900103
• PubChem CID: 1274030

CALCULATED PROPERTIES

• Acid pKa: 9.680921
• H Acceptors: 1
• H Donor: 2
• LogD (pH = 5.5): -0.5603792
• LogD (pH = 7.4): -0.5625934
• Log P: -0.5603509
• Molar Refractivity: 29.037 cm^3
• Polarizability: 11.333813 Å^3
• Polar Surface Area: 41.13 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 229-231 °C (dec.)(lit.); 229-231°C dec.
• Vapor Density: 4 (vs air)

Safety Information

• RTECS: MU4200000
• European Hazard Symbols: X; Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 20/21/22; 22
• Safety Statements: 36
• TSCA Listed: 是
• GHS Pictograms: GHS06; GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H301; H302-H312-H332
• GHS Precautionary statements: P264-P270-P301+P310-P321-P405-P501A; P280
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves

Product Information

• Purity: 99%
• Empirical Formula (Hill Notation): C3H4N2OS

DETAILS

Sigma Aldrich - T30406

Packaging
25 g in poly bottle
Application
Reactant for synthesis of:
• Drugs with antidiabetic activity1
• Barbituric acid and thiohydantoin derivatives with antimicrobial activity2
• Possible anticancer agents3
• Fibroblast growth factor receptor 1 kinase inhibitors4
• HIV-1 integrase inhibitors5Reactant for persilylation6