5,5-diphenyl-2-sulfanylideneimidazolidin-4-one

• ChemBase ID: 150318
• Molecular Formular: C15H12N2OS
• Molecular Mass: 268.33358
• Monoisotopic Mass: 268.06703401
• SMILES: c1ccc(cc1)C1(C(=O)NC(=S)N1)c1ccccc1
• Canonical SMILES: O=C1NC(=S)NC1(c1ccccc1)c1ccccc1
• InChI: InChI=1S/C15H12N2OS/c18-13-15(17-14(19)16-13,11-7-3-1-4-8-11)12-9-5-2-6-10-12/h1-10H,(H2,16,17,18,19)
• InChIKey: AMDPNECWKZZEBQ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5,5-diphenyl-2-sulfanylideneimidazolidin-4-one
• IUPAC Traditional name: 5,5-diphenyl-2-sulfanylideneimidazolidin-4-one
• Synonyms: 5,5-Diphenyl-2-thioxo-4-imidazolidinone; 5,5-Diphenylimidazolidine-4-one-2-thione; DPTH; 5,5-Diphenyl-2-thiohydantoin; 5,5-二苯基-2-硫代海因

Database IDs

• CAS Number: 21083-47-6
• EC Number: 244-201-3
• MDL Number: MFCD00005278
• PubChem SID: 162244479; 24893640
• PubChem CID: 854150

CALCULATED PROPERTIES

• Acid pKa: 9.482747
• H Acceptors: 1
• H Donor: 2
• LogD (pH = 5.5): 3.0377424
• LogD (pH = 7.4): 3.0342531
• Log P: 3.03779
• Molar Refractivity: 78.1732 cm^3
• Polarizability: 30.510443 Å^3
• Polar Surface Area: 41.13 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 237-239 °C(lit.)

Safety Information

• RTECS: MU1750000
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 20/21/22
• Safety Statements: 36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H312-H332
• GHS Precautionary statements: P280
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Pharmacology Properties

• Gene Information: human ... CNR1(1268), CNR2(1269)rat ... Faah(29347)

Product Information

• Purity: 99%
• Empirical Formula (Hill Notation): C15H12N2OS

DETAILS

Sigma Aldrich - D214256

Packaging
5 g in glass bottle
Application
Reactant for synthesis of:
• Imidazole derivatives1
• Imidazothiazole and glycocyamidine derivatives for antimicrobial studies2
• Fatty acid amide hydrolase inhibitor templates3
• Anti-cancer agents4
• Hydantoins and thiohydantoins5
• Acyl CoA: cholesterol acyltransferase inhibitors6