T144

(±)-Thalidomide

≥98%, powder

• Synonyme(s) : (±)-2-(2,6-Dioxo-3-piperidinyl)-1H-isoindole-1,3(2H)-dione
• Formule empirique (notation de Hill): C₁₃H₁₀N₂O₄
• Numéro CAS: 50-35-1
• Poids moléculaire : 258.23
• Numéro CE : 200-031-1
• Numéro MDL: MFCD00153873
• Code UNSPSC : 12352111
• eCl@ss : 39180303
• ID de substance PubChem : 24278765
• Nomenclature NACRES : NA.77

Propriétés

• ligand: thalidomide
• Pureté: ≥98%
• Forme: powder
• Pertinence de la réaction: reagent type: ligand
• Couleur: white
• Solubilité: DMSO: 20 mg/mL, clear
• Auteur: Celgene
• Chaîne SMILES: O=C1CCC(N2C(=O)c3ccccc3C2=O)C(=O)N1
• 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)
• Clé InChI: UEJJHQNACJXSKW-UHFFFAOYSA-N
• Informations sur le gène: human ... CRBN(51185) , CUL4A(8451) , DDB1(1642) , LITAF(9516) , RBX1(9978) , TNF(7124) ; mouse ... Nos2(18126) ; rat ... Nos1(24598)

Description

Application

Thalidomide has been used to study its neuropathological effects in mouse models of Alzheimer′s disease (AD). This study reported that long term administration of thalidomide causes beta-secretase inhibition and subsequently alleviates amyloid-like pathology. Furthermore, thalidomide has also been used to evaluate its teratogenic functions. Thalidomide was found to affect endodermal differentiation and neural development in differentiating human embryonic and induced pluripotent stem cells.

Actions biochimiques/physiologiques

(±)-Thalidomide selectively inhibits biosynthesis of tumor necrosis factor α (TNF-α). It also functions as an inhibitor of angiogenesis, an immunosuppressive agent, a sedative and a teratogen. Furthermore, thalidomide is known to exhibit antitumor functions in refractory multiple myeloma.

Caractéristiques et avantages

This compound was developed by Celgene. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Notes préparatoires

Thalidomide is soluble in DMSO at a concentration that is more than 20 mg/ml. It is insoluble in water and ethanol.

Informations sur la sécurité

• Pictogrammes: GHS06,GHS08
• Mention d'avertissement: Danger
• Mentions de danger: H301,H312,H360D
• Conseils de prudence: P202 - P264 - P280 - P301 + P310 - P302 + P352 + P312 - P362 + P364
• Classification des risques: Acute Tox. 3 Oral - Acute Tox. 4 Dermal - Repr. 1A
• Code de la classe de stockage: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• Classe de danger pour l'eau (WGK): WGK 3
• Équipement de protection individuelle: Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges