(4S)-4-[(4-aminophenyl)methyl]-1,3-oxazolidin-2-one

• ChemBase ID: 67933
• Molecular Formular: C10H12N2O2
• Molecular Mass: 192.21448
• Monoisotopic Mass: 192.08987763
• SMILES: O1C(=O)N[C@H](C1)Cc1ccc(cc1)N
• Canonical SMILES: O=C1OC[C@@H](N1)Cc1ccc(cc1)N
• InChI: InChI=1S/C10H12N2O2/c11-8-3-1-7(2-4-8)5-9-6-14-10(13)12-9/h1-4,9H,5-6,11H2,(H,12,13)/t9-/m0/s1
• InChIKey: WNAVSKJKDPLWBD-VIFPVBQESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4S)-4-[(4-aminophenyl)methyl]-1,3-oxazolidin-2-one
• IUPAC Traditional name: (4S)-4-[(4-aminophenyl)methyl]-1,3-oxazolidin-2-one
• Synonyms: (S)-4-(4-Aminobenzyl)oxazolidin-2-one; 4S)-4-(4-Aminobenzyl)-1,3-oxazolidin-2-one; ZTR 5; (S)-4-(4-Aminobenzyl)-2-(1H)-oxazolidinone; (4S)-4-[(4-Aminophenyl)methyl]-2-oxazolidinone; (S)-4-(4-Aminobenzyl)-2(1H)-oxazolidinone; (4S)-4-[(4-氨基苯基)甲基]-2-恶唑烷酮; (S)-4-(4-氨基苄基)-1,3-唑烷-2-酮

Database IDs

• CAS Number: 152305-23-2; 340041-89-6
• MDL Number: MFCD03411476
• PubChem SID: 24884353; 162033668
• PubChem CID: 7099156

CALCULATED PROPERTIES

• Acid pKa: 13.100764
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 0.8593304
• LogD (pH = 7.4): 0.884794
• Log P: 0.8851294
• Molar Refractivity: 52.7554 cm^3
• Polarizability: 20.016994 Å^3
• Polar Surface Area: 64.35 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Off-white to Tan Solid
• Melting Point: 107-108°C; 107-111 °C

Safety Information

• Storage Condition: -20°C Freezer
• Storage Warning: IRRITANT
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 2
• Risk Statements: 22-36/37/38
• Safety Statements: 26-36/37
• TSCA Listed: false
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: 95+%; 97%
• Empirical Formula (Hill Notation): C10H12N2O2

DETAILS

Sigma Aldrich - 658405

Packaging
10 g in glass bottle

Toronto Research Chemicals - A599500

An intermediate of Zolmitriptan, as a novel inhibitor of the cytochrome P-450 enzyme aromatase.

REFERENCES

• Ahmed, S., et al.: Bioorg. Med. Chem. Lett., 5, 2789(1995)
• Ahmed, S., et al.: Drug. Des. Discov., 15, 239 (1995)
• Brodie, A., et al.: Steroids, 65, 171 (1995)