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P0018

Pomalidomide

Name: Pomalidomide
Brand: SIGMA

≥98% (HPLC), powder, HbF inducer

Synonym(s):

1,3-dioxo-2-(2,6-dioxopiperidin-3-yl)-4-aminoisoindoline, 3-amino-N-(2,6-dioxo-3-piperidyl)phthalamide, 4-Amino-2-(2,6-dioxo-3-piperidinyl)-1H-isoindole-1,3(2H)-dione, Actimid, CC-4047, IMiD 3

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About This Item

Empirical Formula (Hill Notation):

C₁₃H₁₁N₃O₄

CAS Number:

19171-19-8

Molecular Weight:

273.24

MDL number:

MFCD12756407

UNSPSC Code:

12352200

PubChem Substance ID:

329819974

NACRES:

NA.77

product name

Pomalidomide, ≥98% (HPLC)

ligand

pomalidomide

Quality Level

100

Assay

≥98% (HPLC)

form

powder

reaction suitability

reagent type: ligand

color

yellow

solubility

DMSO: ≥14 mg/mL

storage temp.

2-8°C

SMILES string

Nc1cccc2C(=O)N(C3CCC(=O)NC3=O)C(=O)c12

InChI

1S/C13H11N3O4/c14-7-3-1-2-6-10(7)13(20)16(12(6)19)8-4-5-9(17)15-11(8)18/h1-3,8H,4-5,14H2,(H,15,17,18)

InChI key

UVSMNLNDYGZFPF-UHFFFAOYSA-N

Gene Information

human ... CRBN(51185) , CUL4A(8451) , DDB1(1642) , RBX1(9978)

Related Categories

Protein Degrader Building Blocks

Application

Pomalidomide has been used:

to treat BV173 cells to study the role of proteolysis targeting chimera (PROTAC) compound, JQ1-CRBN, in inducing specific class-I major histocompatibility complex (MHC-I) peptides
for apoptosis studies and intracellular calcium analysis
as a fetal hemoglobin (HbF) agent to study the additive effect with UNC0638 on the levels of fetal hemoglobin expression in β-thalassemia/ variant hemoglobin E (HbE) erythroid progenitor cells

Biochem/physiol Actions

Pomalidomide is an effective fetal hemoglobin (HbF) inducer that downregulates the key &#947-globin repressors, SRY-box transcription factor 6 (SOX6), and BAF chromatin remodeling complex subunit (BCL11A).

Pomalidomide is a second generation immunomodulator, TNF-α inhibitor, and thalidomide analog.

Features and Benefits

This compound is featured on the Cytokine Receptors (Tumor Necrosis Receptor Family) page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

related product

Product No.

Description

Pricing

Signal Word

Danger

Hazard Statements

H360D

Precautionary Statements

P201 - P202 - P280 - P308 + P313 - P405 - P501

Hazard Classifications

Repr. 1B

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Emma C Fink et al.

Blood, 132(14), 1535-1544 (2018-08-02)

Thalidomide and its derivatives, lenalidomide and pomalidomide, are clinically effective treatments for multiple myeloma and myelodysplastic syndrome with del(5q). These molecules lack activity in murine models, limiting investigation of their therapeutic activity or toxicity in vivo. Here, we report the

Pomalidomide Ameliorates H₂O₂-Induced Oxidative Stress Injury and Cell Death in Rat Primary Cortical Neuronal Cultures by Inducing Anti-Oxidative and Anti-Apoptosis Effects.

Yan-Rou Tsai et al.

International journal of molecular sciences, 19(10) (2018-10-24)

Due to its high oxygen demand and abundance of peroxidation-susceptible lipid cells, the brain is particularly vulnerable to oxidative stress. Induced by a redox state imbalance involving either excessive generation of reactive oxygen species (ROS) or dysfunction of the antioxidant

Dynamic control of proinflammatory cytokines Il-1β and Tnf-α by macrophages in zebrafish spinal cord regeneration.

Themistoklis M Tsarouchas et al.

Nature communications, 9(1), 4670-4670 (2018-11-09)

Spinal cord injury leads to a massive response of innate immune cells in non-regenerating mammals, but also in successfully regenerating zebrafish. However, the role of the immune response in successful regeneration is poorly defined. Here we show that inhibiting inflammation

Synergistic Antimyeloma Activity of Dendritic Cells and Pomalidomide in a Murine Myeloma Model.

Manh-Cuong Vo et al.

Frontiers in immunology, 9, 1798-1798 (2018-08-21)

We have previously shown that immunization with tumor antigen-loaded dendritic cells (DCs) and the immunomodulating drug, lenalidomide, synergistically potentiates the enhancing antitumor immunity in a myeloma mouse model. In this study, we investigated the immunogenicity of DCs combined with pomalidomide

S-3-Amino-phthalimido-glutarimide inhibits angiogenesis and growth of B-cell neoplasias in mice.

Suzanne Lentzsch et al.

Cancer research, 62(8), 2300-2305 (2002-04-17)

Thalidomide has recently been shown to be useful in the treatment of multiple myeloma and may also be useful in the treatment of other hematological malignancies. We have identified a new derivative of thalidomide, S-3-[3-amino-phthalimido]-glutarimide (S-3APG) with dual activity against

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