Topic summary

Glutarimide

Glutarimide
Names Preferred IUPAC name
Piperidine-2,6-dione
Other names
2,6-Piperidine-dione; NSC 58190; BRN 0110052
Identifiers
3D model (JSmol)
ChemSpiderECHA InfoCard100.013.038EC Number
  • 214-340-4
UNII
  • InChI=1S/C5H7NO2/c7-4-2-1-3-5(8)6-4/h1-3H2,(H,6,7,8)
    Key: KNCYXPMJDCCGSJ-UHFFFAOYSA-N
  • C1CC(=O)NC(=O)C1
Properties C5H7NO2Molar mass113.116 g·mol Appearance White crystalline powder Melting point155–157 °C (311–315 °F; 428–430 K) Soluble in water, ethanol, acetone
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Glutarimide, also known as piperidine-2,6-dione, is an organic compound with the chemical formula C5H7NO2. It is a white crystalline powder formed by the dehydration of the amide of glutaric acid. Glutarimide serves as a core structural component in several pharmacologically active compounds, including thalidomide, lenalidomide, cycloheximide, and glutethimide, which exhibit immunomodulatory, anticancer, or antibiotic properties. As a standalone compound, glutarimide is used in chemical synthesis and research, with no direct therapeutic applications.