(S) -Thalidomide

• Description:

  (S) -Thalidomide ((S) - (-) -Thalidomide) is the S-enantiomer of Thalidomide. (S) -Thalidomide has immunomodulatory, anti-inflammatory, antiangiogenic and pro-apoptotic effects[1][2][3]. (S) -Thalidomide induces teratogenic effects by binding to cereblon (CRBN) [4].

• Product Name Alternative:

  (S) - (-) -Thalidomide

• UNSPSC:

  12352005

• Hazard Statement:

  H302, H360

• Target:

  Apoptosis; Autophagy; Ligands for E3 Ligase; Molecular Glues

• Type:

  Reference compound

• Related Pathways:

  Apoptosis; Autophagy; PROTAC

• Applications:

  Metabolism-protein/nucleotide metabolism

• Field of Research:

  Metabolic Disease; Inflammation/Immunology

• Assay Protocol:

  https://www.medchemexpress.com/s-thalidomide.html

• Purity:

  99.52

• Solubility:

  DMSO : 83.33 mg/mL (ultrasonic)

• Smiles:

  O=C1N([C@@H](CC2)C(NC2=O)=O)C(C3=C1C=CC=C3)=O

• Molecular Formula:

  C13H10N2O4

• Molecular Weight:

  258.23

• Precautions:

  H302, H360

• References & Citations:

  [1]Stephens TD. The effect of thalidomide in chicken embryos. Birth Defects Res A Clin Mol Teratol. 2009 Aug;85 (8) :725-31.|[2]Murphy S, et al. Enantioselectivity of thalidomide serum and tissue concentrations in a rat glioma model and effects of combination treatment with cisplatin and BCNU. J Pharm Pharmacol. 2007 Jan;59 (1) :105-14.|[3]Liu WM, et al. s-thalidomide has a greater effect on apoptosis than angiogenesis in a multiple myeloma cell line. Hematol J. 2004;5 (3) :247-54.|[4]Tokunaga E, et al. Understanding the Thalidomide Chirality in Biological Processes by the Self-disproportionation of Enantiomers. Sci Rep. 2018 Nov 20;8 (1) :17131.

• Shipping Conditions:

  Room Temperature

• Storage Conditions:

  4°C (Powder, protect from light)

• Scientific Category:

  Reference compound1

• Clinical Information:

  No Development Reported

• Isoform:

  Cereblon

• CAS Number:

  [841-67-8]