CAS 50-35-1

Thalidomide

Description:

Thalidomide, with the CAS number 50-35-1, is a synthetic compound originally developed in the late 1950s as a sedative and later prescribed for morning sickness in pregnant women. It is classified as a phthalimide derivative and has a molecular formula of C13H10N2O4. Thalidomide is known for its unique mechanism of action, which includes immunomodulatory effects, anti-inflammatory properties, and inhibition of angiogenesis. Its structure features a chiral center, leading to two enantiomers, one of which is associated with the drug's therapeutic effects, while the other is linked to severe teratogenic effects, resulting in birth defects when taken during pregnancy. Due to these risks, thalidomide was withdrawn from the market in the early 1960s. However, it has since been repurposed and is now used under strict regulations for the treatment of certain conditions, such as multiple myeloma and leprosy-related complications. Its use is closely monitored due to its potential side effects, including peripheral neuropathy and thromboembolic events.

Formula: C₁₃H₁₀N₂O₄

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=C1N(C(=O)C=2C1=CC=CC2)C3C(=O)NC(=O)CC3

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

(+/-)-Thalidomide

CAS: 50-35-1

M02554 - (+/-)-Thalidomide

Formula: C₁₃H₁₀N₂O₄

Purity: 98%

Color and Shape: Solid

Molecular weight: 258.233

Ref: 10-M02554

(+/-)-Thalidomide

Controlled Product

CAS: 50-35-1

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.

Formula: C₁₃H₁₀N₂O₄

Purity: Min. 95%

Color and Shape: White Powder

Molecular weight: 258.23 g/mol

Ref: 3D-FT15648