thalidomide

Thalidomide A piperidinyl isoindole originally introduced as a non-barbiturate hypnotic, but withdrawn from the market due to teratogenic effects. It has been reintroduced and used for a number of immunological and inflammatory disorders. Thalidomide displays immunosuppresive and anti-angiogenic activity. It inhibits release of TUMOR NECROSIS FACTOR-ALPHA from monocytes, and modulates other cytokine action.

[1. A hypnotic drug that, if taken in early pregnancy, may cause the birth of infants with phocomelia and other defects; approved for used in the treatment of erythema nodusum leprosum and under investigational use in other clinical areas.

Molecular Formula: C₁₃H₁₀N₂O₄

InChI: InChI=1/C13H10N2O4/c16-10-6-5-9(11(17)14-10)15-12(18)7-3-1-2-4-8(7)13(15)19/h1-4,9H,5-6H2,(H,14,16,17)/f/h14H

InChIKey: InChIKey=UEJJHQNACJXSKW-YHMJCDSICW
SMILES: C1CC(=O)NC(=O)C1N2C(=O)C3=CC=CC=C3C2=O

Names:
    C07910
    thalidomide
    2-(2,6-dioxo-3-piperidyl)isoindole-1,3-dione
    50-35-1

Registries:
    PubChem CID 5426
    PubChem ID 10112