(+/-)-Thalidomide

CAS: 50-35-1

Ref. 3D-FT15648

Product Information

• Name: (+/-)-Thalidomide
• Synonyms: 1,3-Dioxo-2-(2,6-dioxopiperidin-3-yl)isoindoline, 1H-Isoindole-1,3(2H)-dione, 2-(2,6-dioxo-3-piperidinyl)-, 2-(2,6-Dioxo-3-Piperidinyl)-1H-Isoindole-1,3(2H)-Dione, 2-(2,6-Dioxo-piperidin-3-yl)-isoindole-1,3-dione, 2-(2,6-Dioxopiperidin-3-yl)-2,3-dihydro-1H-isoindole-1,3-dione, 2-(2,6-Dioxopiperidin-3-yl)isoindole-1,3-dione, 2-(2,6-Dioxopiperidin-3-yl)isoindoline-1,3-dione, 2-(2,6-dioxopiperidin-3-yl)-1H-isoindole-1,3(2H)-dione, 2-Phthalimidoglutarimide, 3-Phthalimidoglutarimide, Celgene, Contergan, Distaval, Immunoprin, K 17, Kevadon, Myrin, N-(2,6-Dioxo-3-piperidinyl)phthalimide, N-(2,6-Dioxo-3-piperidyl)phthalimide, N-Phthaloylglutamimide, Neurosedyn, Nsc 527179, Nsc 66847, Pantosediv, Pharmion, Phthalimide, N-(2,6-dioxo-3-piperidyl)-, Quetimid, Sauramide, Sedalis, Sedoval, Softenil, Softenon, Suaramide, Synovir, Talidomida, Talimol, Talinol, Thaled, Thalidomid, Thalomid, α-(N-Phthalimido)glutarimide, α-N-Phthalylglutaramide, α-Phthalimidoglutarimide

Description

Classified as immunomodulatory drug, thalidomide suppresses the expression of tumor necrosis factor-alpha (TNF-α), interferes with a cascade of pro-inflammatory cytokines, and interferes with the secretion of vascular endothelial growth factor (VEGF) and beta fibroblast growth factor (bFGF). Similarly to apremilast, thalidomide carries a phthalimide ring, together with a glutarimide ring that is specifically recognized by the target molecule cereblon. Thanks to its ability to contrast neoangiogenesis and the modifications of the bone marrow stromal microenvironment, thalidomide is a powerful tool to fight hematologic cancers. In the treatment of SARS-CoV-2, the immunomodulatory and anti-inflammatory action of thalidomide has and has proved beneficial when combined with a low-dose glucocorticoid.

• Brand: Biosynth

Chemical properties

• Molecular weight: 258.23 g/mol
• Formula: C₁₃H₁₀N₂O₄
• Purity: Min. 95%
• Color/Form: White Powder
• InChI: InChI=1S/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)
• InChI key: InChIKey=UEJJHQNACJXSKW-UHFFFAOYSA-N
• SMILES: O=C1CCC(N2C(=O)c3ccccc3C2=O)C(=O)N1