4,4-dimethylpiperidine-2,6-dione

• ChemBase ID: 87125
• Molecular Formular: C7H11NO2
• Molecular Mass: 141.16774
• Monoisotopic Mass: 141.0789786
• SMILES: N1C(=O)CC(CC1=O)(C)C
• Canonical SMILES: O=C1NC(=O)CC(C1)(C)C
• InChI: InChI=1S/C7H11NO2/c1-7(2)3-5(9)8-6(10)4-7/h3-4H2,1-2H3,(H,8,9,10)
• InChIKey: YUJCWMGBRDBPDL-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4,4-dimethylpiperidine-2,6-dione
• IUPAC Traditional name: glutarimide, 3,3-dimethyl-
• Synonyms: 4,4-Dimethyl-2,6-dioxopiperidine; 4,4-Dimethylpiperidine-2,6-dione; β,β-DIMETHYL GLUTARIMIDE; 4,4-Dimethyl-2,6-piperidinedione; 3,3-Dimethylglutarimide; 4,4-Dimethylpiperidine-2,6-dione; 3,3-二甲基谷酰胺; 3,3-二甲基戊二酰亚胺

Database IDs

• CAS Number: 1123-40-6
• EC Number: 214-373-4
• MDL Number: MFCD00006671
• Beilstein Number: 111981
• PubChem SID: 162074241; 24893491
• PubChem CID: 14292

CALCULATED PROPERTIES

• Acid pKa: 11.7953005
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 0.038163103
• LogD (pH = 7.4): 0.03814604
• Log P: 0.03816332
• Molar Refractivity: 35.9061 cm^3
• Polarizability: 14.211085 Å^3
• Polar Surface Area: 46.17 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 144-146 °C(lit.); 144-146°C; 144-146°C; 146 - 148°C
• Hydrophobicity(logP): 0.425

Safety Information

• Storage Warning: Harmful/Irritant
• RTECS: MA4348000
• European Hazard Symbols: Irritant (Xi); Harmful (Xn)
• German water hazard class: 2
• Risk Statements: 22-36/37/38-43; 36/37/38
• Safety Statements: 26-36/37; 26-37
• TSCA Listed: 否
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H315-H317-H319-H335; H315-H319-H335
• GHS Precautionary statements: P261-P280-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves

Product Information

• Purity: 95%; 99%
• Empirical Formula (Hill Notation): C7H11NO2

DETAILS

Sigma Aldrich - D160008

Packaging
25 g in glass bottle
Application
Reactant for synthesis of:
• Spiro-piperidine inhibitors for modulation of the M2 proton channel from influenza A virus1
• Second-generation selective inhibitors of Hepatitis C virus NS3 serine protease2
• Spirocyclic oxetanes3
• Ru-catalyzed stereoselective addition of imides to alkynes4
• Metabolically protected arylpiperiazine 5-HT1A ligands5
• Selective antagonists of the a1d adrenergic receptor6