(1E)-1-(2H-1,3-benzodioxol-5-yl)-4,4-bis(2H3)methyl(5,5,5-2H3)pent-1-en-3-ol

• ChemBase ID: 177882
• Molecular Formular: C14H18O3
• Molecular Mass: 234.29092
• Monoisotopic Mass: 234.12559444
• SMILES: c1cc2c(cc1/C=C/C(C(C)(C)C)O)OCO2
• Canonical SMILES: OC(C(C)(C)C)/C=C/c1ccc2c(c1)OCO2
• InChI: InChI=1S/C14H18O3/c1-14(2,3)13(15)7-5-10-4-6-11-12(8-10)17-9-16-11/h4-8,13,15H,9H2,1-3H3/b7-5+
• InChIKey: IBLNKMRFIPWSOY-FNORWQNLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1E)-1-(2H-1,3-benzodioxol-5-yl)-4,4-bis(^2H₃)methyl(5,5,5-^2H₃)pent-1-en-3-ol
• IUPAC Traditional name: (1E)-1-(2H-1,3-benzodioxol-5-yl)-4,4-bis(^2H₃)methyl(5,5,5-^2H₃)pent-1-en-3-ol
• Synonyms: 1-(1,3-Benzodioxol-5yl)-4,4-dimethyl-1-penten-3-ol-d9; 4,4-Dimethyl-1-(3,4-methylenedioxyphenyl)-1-penten-3-ol-d9; BCX 2600-d9; Stiripentol-d9

Database IDs

• CAS Number: 1185239-64-8
• PubChem SID: 164233792
• PubChem CID: 46782940

CALCULATED PROPERTIES

• Acid pKa: 14.337275
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 3.1211164
• LogD (pH = 7.4): 3.1211162
• Log P: 3.1211164
• Molar Refractivity: 66.7719 cm^3
• Polarizability: 26.129787 Å^3
• Polar Surface Area: 38.69 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: White Solid
• Melting Point: 64-66°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - S686827

An labelled epilepsy drug. It has been used as co-therapy for treatment of epilepsy. It inhibits the enzymes responsible for metabolism of other anti-convulsant agents.

REFERENCES

• Laurie, D., et al.: J. Neurosci., 12, 4151 (1992)
• Smith, A., et al.: J. Pharmacol. Exp. Therap., 311, 601 (1992)
• Trojnar, M., et al.: Pharm. Rep., 57, 154 (1992)
• Drafts, B., et al.: J. Pharm. Exp. Ther., 318, 1094 (1992)
• Picton, A., et al.: Brain Res.