T151

(+)-Thalidomide

≥98% (HPLC), powder

• Synonyme(s) : R-(+)-2-(2,6-Dioxo-3-piperidinyl)-1H-isoindole-1,3(2H)-dione
• Formule empirique (notation de Hill) : C₁₃H₁₀N₂O₄
• CAS Number: 2614-06-4
• Poids moléculaire : 258.23
• Numéro MDL: MFCD00210220
• Code UNSPSC : 12352200
• ID de substance PubChem : 24899975
• Nomenclature NACRES : NA.77

Propriétés

• ligand: thalidomide
• Essai: ≥98% (HPLC)
• Forme: powder
• Pertinence de la réaction: reagent type: ligand
• Couleur: white to beige
• Solubilité: DMSO: 15 mg/mL, clear
• Auteur: Celgene
• Température de stockage: room temp
• Chaîne SMILES: O=C1CC[C@@H](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)/t9-/m1/s1
• Clé InChI: UEJJHQNACJXSKW-SECBINFHSA-N
• Informations sur le gène: human ... LITAF(9516), TNF(7124) ; mouse ... Nos2(18126) ; rat ... Nos1(24598)

Description

Application

Thalidomide has been used to study its teratogenic effects in chicken embryos and human embryonic cells. This study reported that thalidomide causes limb defects by stabilizing PTEN, inhibiting the expression of Akt and activating caspase-dependent apoptosis. Thalidomide has also been used for studying glutathione mediated teratogenic resistance in mouse embryos.

Actions biochimiques/physiologiques

(-)-Thalidomide selectively inhibits biosynthesis of tumor necrosis factor α (TNF-α). (R)-Thalidomide is called "safe enantiomer", but it can be converted in the body to (S)-isomer.

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 greater than or equal to 20 mg/ml. It is insoluble in ethanol and water.

Informations sur la sécurité

• Pictogrammes: GHS08,GHS07
• Mention d'avertissement: Danger
• Mentions de danger: H302,H360
• Conseils de prudence: P201 - P301 + P312 + P330 - P308 + P313
• Classification des risques: Acute Tox. 4 Oral - Repr. 1B
• 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
• Point d'éclair (°F): Not applicable
• Point d'éclair (°C): Not applicable
• Équipement de protection individuelle: Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges