3-(carbamoyloxy)-2-phenyl(1,1,3,3-2H4)propyl carbamate

• ChemBase ID: 168874
• Molecular Formular: C11H14N2O4
• Molecular Mass: 238.23986
• Monoisotopic Mass: 238.09535694
• SMILES: c1ccccc1C(COC(=O)N)COC(=O)N
• Canonical SMILES: NC(=O)OCC(c1ccccc1)COC(=O)N
• InChI: InChI=1S/C11H14N2O4/c12-10(14)16-6-9(7-17-11(13)15)8-4-2-1-3-5-8/h1-5,9H,6-7H2,(H2,12,14)(H2,13,15)
• InChIKey: WKGXYQFOCVYPAC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(carbamoyloxy)-2-phenyl(1,1,3,3-^2H₄)propyl carbamate
• IUPAC Traditional name: 3-(carbamoyloxy)-2-phenyl(1,1,3,3-^2H₄)propyl carbamate
• Synonyms: 2-Phenyl-1,3-propanedioldicarbamate-d4; Carbamic Acid 2-Phenyltrimethylene-d4 Ester; ADD-03055-d4; W-554-d4; Felbamyl-d4; Felbatol-d4; Taloxa-d4; Felbamate-d4

Database IDs

• PubChem SID: 162263006
• PubChem CID: 13620359

CALCULATED PROPERTIES

• Acid pKa: 14.982562
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 0.67956793
• LogD (pH = 7.4): 0.67956793
• Log P: 0.67956793
• Molar Refractivity: 59.5868 cm^3
• Polarizability: 23.404238 Å^3
• Polar Surface Area: 104.64 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: White Solid
• Melting Point: 146-148°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - F231002

Antiepileptic, structurally similar to meprobamate.

REFERENCES

• Swinyard, E.A., et al.: Epilepsia, 27, 27 (1986)
• Remmel, R.P., et al.: Ther. Drug Monit., 12, 90 (1986)
• Sofia, R.D., et al.: Epilepsy Res. Suppl., 3, 103 (1986)