Pomalidomide

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Cat.No. 6302 - Pomalidomide | C13H11N3O4 | CAS No. 19171-19-8
Description: Cereblon ubiquitination inhibitor; also TNF-α inhibitor and antiangiogenic
Chemical Name: 4-Amino-2-(2,6-dioxo-3-piperidinyl)-1H-isoindole-1,3(2H)-dione
Purity: ≥98% (HPLC)
Datasheet
Citations
Literature

Biological Activity

Potent TNF-α inhibitor (IC50 = 13 nM). Also potently inhibits IL-2 (EC50 = 8 nM). Thalidomide derivative. Binds cereblon and inhibits its ubiquitination. Exhibits antiproliferative effects in a Namalwa lymphoma cell line. Antiangiogenic.

Technical Data

M. Wt 273.24
Formula C13H11N3O4
Storage Store at +4°C
Purity ≥98% (HPLC)
CAS Number 19171-19-8
PubChem ID 134780
InChI Key UVSMNLNDYGZFPF-UHFFFAOYSA-N
Smiles NC1=CC=CC2=C1C(N(C2=O)C3CCC(NC3=O)=O)=O

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

All Tocris products are intended for laboratory research use only.

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMSO 27.32 100

Preparing Stock Solutions

The following data is based on the product molecular weight 273.24. Batch specific molecular weights may vary from batch to batch due to solvent of hydration, which will affect the solvent volumes required to prepare stock solutions.

Select a batch to recalculate based on the batch molecular weight:
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 3.66 mL 18.3 mL 36.6 mL
5 mM 0.73 mL 3.66 mL 7.32 mL
10 mM 0.37 mL 1.83 mL 3.66 mL
50 mM 0.07 mL 0.37 mL 0.73 mL

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Product Datasheets

Safety Datasheet

References

References are publications that support the products' biological activity.

Lohbeck & Miller (2016) Practical synthesis of a phthalimide-based Cereblon ligand to enable PROTAC development. Bioorg.Med.Chem.Lett. 26 5260 PMID: 27687673

Nanthakumar et al (2015) Dissecting fibrosis: therapeutic insights from the small-molecule toolbox. Nat.Rev.Drug.Discov. 14 693 PMID: 26338155

Lai et al (2016) Modular PROTAC design for the degradation of oncogenic BCR-ABL. Angew.Chem.Int.Ed.Engl. 55 807 PMID: 26593377

Winter et al (2015) Phthalimide conjugation as a strategy for in vivo target protein degradation. Science. 348 1376 PMID: 5999370


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Programmed Cell Death

Programmed Cell Death Poster

There are two currently recognized forms of programmed cell death: apoptosis and necroptosis. This poster summarizes the signaling pathways involved in apoptosis, necroptosis and cell survival following death receptor activation, and highlights the influence of the molecular switch, cFLIP, on cell fate.

Pathways for Pomalidomide

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