4-(prop-2-en-1-yl)piperidine-2,6-dione

• ChemBase ID: 159691
• Molecular Formular: C8H11NO2
• Molecular Mass: 153.17844
• Monoisotopic Mass: 153.0789786
• SMILES: C1C(CC(=O)NC1=O)CC=C
• Canonical SMILES: C=CCC1CC(=O)NC(=O)C1
• InChI: InChI=1S/C8H11NO2/c1-2-3-6-4-7(10)9-8(11)5-6/h2,6H,1,3-5H2,(H,9,10,11)
• InChIKey: NBLMGXRDBAQIBS-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-(prop-2-en-1-yl)piperidine-2,6-dione
• IUPAC Traditional name: 4-(prop-2-en-1-yl)piperidine-2,6-dione
• Synonyms: 4-(2-Propen-1-yl)-2,6-piperidinedione; 3-Allylglutarimide

Database IDs

• CAS Number: 918868-36-7
• PubChem SID: 162253826
• PubChem CID: 55274906

CALCULATED PROPERTIES

• Acid pKa: 11.800156
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 0.3232653
• LogD (pH = 7.4): 0.32324845
• Log P: 0.32326555
• Molar Refractivity: 40.6771 cm^3
• Polarizability: 15.794343 Å^3
• Polar Surface Area: 46.17 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - A555600

3-Allylglutarimide is used in the preparation of potent antimetastatic agents.

REFERENCES

• Reymond, S. et al.: Tetrahedron, 63, 5918 (2007)
• Reymond, S. et al.: Eur, J. Med Chem., 21, 4800 (2007)