3-methyl-3-(2H5)phenylpyrrolidine-2,5-dione

• ChemBase ID: 175678
• Molecular Formular: C11H11NO2
• Molecular Mass: 189.21054
• Monoisotopic Mass: 189.0789786
• SMILES: C1C(C(=O)NC1=O)(c1ccccc1)C
• Canonical SMILES: O=C1NC(=O)CC1(C)c1ccccc1
• InChI: InChI=1S/C11H11NO2/c1-11(7-9(13)12-10(11)14)8-5-3-2-4-6-8/h2-6H,7H2,1H3,(H,12,13,14)
• InChIKey: UDESUGJZUFALAM-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-methyl-3-(^2H₅)phenylpyrrolidine-2,5-dione
• IUPAC Traditional name: 3-methyl-3-(^2H₅)phenylpyrrolidine-2,5-dione
• Synonyms: 3-Methyl-3-(phenyl-d5)-2,5-pyrrolidinedione; 2-Methyl-2-(phenyl-d5)succinimide; (+/-)-α-Methyl-α-(phenyl-d5)succinimide; N-Demethylmethsuximide-d5; N-Desmethylmethsuximide-d5; N-Normethsuximide-d5; α-Methyl-α-(phenyl-d5)succinimide; Normesuximide-d5

Database IDs

• CAS Number: 1185130-51-1
• PubChem SID: 164231588
• PubChem CID: 46782593

CALCULATED PROPERTIES

• Acid pKa: 10.076927
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 1.2393216
• LogD (pH = 7.4): 1.2384306
• Log P: 1.239333
• Molar Refractivity: 51.4519 cm^3
• Polarizability: 20.108894 Å^3
• Polar Surface Area: 46.17 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform
• Apperance: Off-White to Light Beige Solid
• Melting Point: 78-80°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - N720502

A labelled metabolite of calcium channel succinimide antiepileptic drug Methsuximide (M271900). Anticonvulsant.

REFERENCES

• Herrington, J., et al.: J. Neurophysiol., 68, 213 (1992)
• Steriade, M., et al.: Science, 262, 679 (1992)
• Zhang, Y., et al.: Epilepsy Res., 23, 15 (1992)
• Lee, J., et al.: Biophys. J., 77, 3034 (1992)
• Todorovic, S., et al.: Mol.Pharmacol., 58, 98 (2000)