(4S,5S)-3,4-dimethyl-5-phenyl-1,3-oxazolidin-2-one

• ChemBase ID: 177093
• Molecular Formular: C11H13NO2
• Molecular Mass: 191.22642
• Monoisotopic Mass: 191.09462866
• SMILES: C1(=O)O[C@H]([C@@H](N1C)C)c1ccccc1
• Canonical SMILES: C[C@@H]1N(C)C(=O)O[C@H]1c1ccccc1
• InChI: InChI=1S/C11H13NO2/c1-8-10(14-11(13)12(8)2)9-6-4-3-5-7-9/h3-8,10H,1-2H3/t8-,10+/m0/s1
• InChIKey: MNYARIILPGRTQL-WCBMZHEXSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4S,5S)-3,4-dimethyl-5-phenyl-1,3-oxazolidin-2-one
• IUPAC Traditional name: (4S,5S)-3,4-dimethyl-5-phenyl-1,3-oxazolidin-2-one
• Synonyms: (4S,5S)-3,4-Dimethyl-5-phenyl-2-oxazolidinone; Pseudoephedroxane

Database IDs

• CAS Number: 16251-47-1
• PubChem SID: 164233003
• PubChem CID: 177727

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 2.0656452
• LogD (pH = 7.4): 2.0656452
• Log P: 2.0656452
• Molar Refractivity: 52.6155 cm^3
• Polarizability: 20.701612 Å^3
• Polar Surface Area: 29.54 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: Off-White to Pale Yellow Solid
• Melting Point: 37-39°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - P839400

A pseudoephedrine analog exhibiting inhibitory actions within the central nervous system.

REFERENCES

• Hikino, H., et al.: J. Ethnopharmacol., 13, 175 (1985)