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Pomalidomide

CAT: 0804-HY-10984-01Size: 5 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-10984-01Size:5 mg
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Description
Pomalidomide, the third-generation immunomodulatory agent, acts as molecular glue. Pomalidomide interacts with the E3 ligase cereblon and induces degradation of essential Ikaros transcription factors.
CAS Number
19171-19-8
Product Name Alternative
CC-4047
UNSPSC
12352005
Hazard Statement
H360
Target
Apoptosis; Ligands for E3 Ligase; Molecular Glues
Type
Reference compound
Related Pathways
Apoptosis; PROTAC
Applications
Cancer-programmed cell death
Field of Research
Cancer
Assay Protocol
https://www.medchemexpress.com/Pomalidomide.html
Purity
99.96
Solubility
DMSO : 50 mg/mL (ultrasonic)
Smiles
O=C1N(C(C2=C1C=CC=C2N)=O)C(C(N3)=O)CCC3=O
Molecular Formula
C13H11N3O4
Molecular Weight
273.24
Precautions
H360
References & Citations
[1]Zhu YX, et al. Molecular mechanism of action of the immune-modulatory drugs, thalidomide, lenalidomide and pomalidomide in multiple myeloma. Leuk Lymphoma. 2013 Apr;54 (4) :683-7.|[2]Hernandez-Ilizaliturri FJ1, et al. Immunomodulatory drug CC-5013 or CC-4047 and rituximab enhance antitumor activity in a severe combined immunodeficient mouse lymphoma model. Clin Cancer Res. 2005 Aug 15;11 (16) :5984-92.|[3]Schafer PH, et al. Enhancement of cytokine production and AP-1 transcriptional activity in T cells by thalidomide-related immunomodulatory drugs. J Pharmacol Exp Ther. 2003 Jun;305 (3) :1222-32.|[4]Li Z, et al. Pomalidomide shows significant therapeutic activity against CNS lymphoma with a major impact on the tumor microenvironment in murine models. PLoS One. 2013 Aug 5;8 (8) :e71754.|[5]Lu J, et al. Hijacking the E3 Ubiquitin Ligase Cereblon to Efficiently Target BRD4. Chem Biol. 2015 Jun 18;22 (6) :755-63.|[6]Liu D, et al. Tumour necrosis factor-α inhibits hepatic lipid deposition through GSK-3β/β-catenin signaling in juvenile turbot (Scophthalmus maximus L.) . Gen Comp Endocrinol. 2016 Mar 1;228:1-8.
Shipping Conditions
Room Temperature
Storage Conditions
-20°C, 3 years; 4°C, 2 years (Powder)
Scientific Category
Reference compound1
Clinical Information
Launched
Isoform
Cereblon

Chemical Information

Pomalidomide

Pomalidomide is an aromatic amine that is thalidomide substituted at position 4 on the isoindole ring system by an amino group. Used for the treatment of multiple myeloma in patients who failed to respond to previous therapies. It has a role as an antineoplastic agent, an angiogenesis inhibitor and an immunomodulator. It is a member of isoindoles, an aromatic amine, a dicarboximide and a member of piperidones. It is functionally related to a thalidomide.

CAS Number19171-19-8
PubChem CID134780
IUPAC Name4-amino-2-(2,6-dioxopiperidin-3-yl)isoindole-1,3-dione
Molecular FormulaC13H11N3O4
Molecular Weight273.24
XLogP0.2
Topological Polar Surface Area110
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count5
Rotatable Bond Count1
Heavy Atom Count20
Formal Charge0
Complexity504
SMILES
C1CC(=O)NC(=O)C1N2C(=O)C3=C(C2=O)C(=CC=C3)N
InChI
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)
InChIKey
UVSMNLNDYGZFPF-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of Pomalidomide
CAS: 19171-19-8
CID: 134780
Formula: C13H11N3O4
MW: 273.24
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight273.24
XLogP30.2
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count5
Rotatable Bond Count1
Exact Mass273.07495584
Monoisotopic Mass273.07495584
Topological Polar Surface Area110 Ų
Heavy Atom Count20
Formal Charge0
Complexity504
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count1
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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