A derivative of (±)-thalidomide
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Isomer(s)
19877Pomalidomide
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5-Aminothalidomide

Item No. 39514

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
5-amino-2-(2,6-dioxo-3-piperidinyl)-1H-isoindole-1,3(2H)-dione
CAS Number
191732-76-0
Molecular Formula
C13H11N3O4
Formula Weight
273.2
Purity
≥95%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
Acetonitrile: SolubleDMSO: Soluble
SMILES
O=C1C2=CC=C(C=C2C(N1C3C(NC(CC3)=O)=O)=O)N
InChi Code
InChI=1S/C13H11N3O4/c14-6-1-2-7-8(5-6)13(20)16(12(7)19)9-3-4-10(17)15-11(9)18/h1-2,5,9H,3-4,14H2,(H,15,17,18)
InChi Key
IICWMVJMJVXCLY-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    250 mg

    $83

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    500 mg

    $158

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    1 g

    $231

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    5 g

    $578

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    Cayman Chemical
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    Product Description

    5-Aminothalidomide is a derivative of the immunomodulatory compound (±)-thalidomide (Item No. 14610). It inhibits the proliferation of EA.hy926 endothelial cells (IC50 = 200 µM).1 5-Aminothalidomide is an intermediate in the synthesis of a PROTAC c-MET degrader with antiproliferative activity in c-MET-sensitive EBC-1 and Hs 746T cancer cells.2 It is also an intermediate in the synthesis of a thalidomide derivative that reduces clinical scores in a mouse model of experimental autoimmune encephalomyelitis (EAE).1

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Contino-Pépin, C., Parat, A., Périno, S., et al. Preliminary biological evaluations of new thalidomide analogues for multiple sclerosis application. Biooorg. Med. Chem. Lett. 19(3), 878-881 (2009).

    2. Li, P., Jia, C., Fan, Z., et al. Discovery of novel exceptionally potent and orally active c-MET PROTACs for the treatment of tumors with MET alterations. Acta Pharm. Sin. B 13(6), 2715-2735 (2023).