Pomalidomide

An orally administered immunomodulatory antineoplastic drug used primarily in combination regimens for relapsed or refractory multiple myeloma and, in certain jurisdictions, for AIDS-related Kaposi sarcoma. Pomalidomide binds cereblon (CRBN), a substrate receptor of the CRL4 E3 ubiquitin ligase complex, promoting ubiquitination and proteasomal degradation of the transcription factors IKZF1 and IKZF3. This produces direct antimyeloma and immunomodulatory effects. Major risks include severe birth defects, myelosuppression, and venous thromboembolism

CAS Number: 19171-19-8

Molecular Mass: 273.24 g/mol

Formula: C₁₃H₁₁N₃O₄

Smiles: Nc1cccc2c1C(=O)N(C1CCC(=O)NC1=O)C2=O

Synonymes:

Pomalidomide, 19171-19-8, Actimid, CC-4047, Pomalyst, Imnovid, 4-Aminothalidomide, 4-Amino-2-(2,6-dioxo-3-piperidyl)isoindoline-1,3-dione, 1H-Isoindole-1,3(2H)-dione, 4-amino-2-(2,6-dioxo-3-piperidinyl)-, 3-Amino-N-(2,6-dioxo-3-piperidyl)phthalimide, IMiD 3, CC 4047, IMID-3, 4-amino-2-(2,6-dioxopiperidin-3-yl)isoindole-1,3-dione, IMiD3, Pomalidomida, D2UX06XLB5, CC4047, CHEBI:72690, DTXSID40893458, 4-amino-2-(2,6-dioxopiperidin-3-yl)-1H-isoindole-1,3(2H)-dione, Phthalimide, 3-amino-N-(2,6-dioxo-3-piperidyl)-, pomalidomidum, RefChem:55885, L04AX06, DTXCID801323473, 4-amino-2-(2,6-dioxopiperidin-3-yl)isoindoline-1,3-dione, MFCD12756407, 4-Amino-2-(2,6-dioxo-3-piperidinyl)isoindole-1,3-dione, s1567, 4-amino-2-(2,6-dioxopiperidin-3-yl)-2,3-dihydro-1H-isoindole-1,3-dione, 1,3-dioxo-2-(2,6-dioxopiperidin-3-yl)-4-aminoisoindoline, S-3APG, Pomalidomide [USAN:INN], UNII-D2UX06XLB5, Pomalidomid, Pomalidomide?, HSDB 8222, Pomalyst (TN), 443919-33-3, IMiD1, Pomalidomide (Standard), 4-amino-2-(2,6-dioxo-3-piperidinyl)-1H-Isoindole-1,3(2H)-dione, POMALIDOMIDE [MI], POMALIDOMIDE [INN], POMALIDOMIDE [JAN], 3-amino-N-(2,6-dioxo-3-piperidyl)phthalamide, POMALIDOMIDE [USAN], 3-Aminophthalimidoglutarimide, POMALIDOMIDE [VANDF], MLS006011261, CHEMBL43452, POMALIDOMIDE [WHO-DD], SCHEMBL369172, GTPL7348, orb1305562, Pomalidomide (JAN/USAN/INN), POMALIDOMIDE [EMA EPAR], 3-aminio-phthalimido-glutarimide, SCHEMBL19250920, BDBM65456, IMID-4047, Pomalidomide - Bio-X trade mark, CDC-394, Pomalidomide, >=98% (HPLC), s-3-amino-phthalimido-glutarimide, UVSMNLNDYGZFPF-UHFFFAOYSA-N, GLXC-06238, HMS3655G05, HMS3744K07, HMS5079E16, POMALIDOMIDE [ORANGE BOOK], EBC-11137, HY-10984R, NSC767909, NSC775351, AKOS013400288, CCG-264684, CS-0165, DB08910, FA30210, NSC-767909, NSC-775351, SB16552, NCGC00346551-01, NCGC00346551-03, NCGC00346551-07, NCGC00346551-09, AC-26970, AS-17905, BP-24477, BP164278, DA-21486, HY-10984, SMR004703012, SY054807, 3-(3-AMINO)-PHTALAMIDO-GLUTARIMIDE, P2074, SW218099-2, D08976, EN300-317097, AB01565777_02, F230365, SR-01000941573, Q7227206, SR-01000941573-1, BRD-A12994259-001-02-1, 4-amino-2-(2,6-dioxo-3-piperidyl)isoindole-1,3-dione, Z1269642575, 2-(2,6-Dioxopiperidin-3-yl)-4-amino-isoindole-1,3-dione, 4-amino-2-(2,6-dioxo(3-piperidyl))isoindoline-1,3-dione, 4-Amino-2-[(3RS)-2,6-dioxopiperidin-3-yl)-1H-isoindole-1,3(2H)-dione

Bioactivity: Cereblon (CRBN)-binding immunomodulatory agent; molecular glue degrader of IKZF1 and IKZF3; antineoplastic and antiangiogenic agent

Solubility in Different Solvents

Solvent	Temperature [K]	Crystal form	Solubility [mg/mL]	Reference
Acetone	278.15	-	0.0054	[136]
Acetone	283.15	-	0.0075	[136]
Acetone	288.15	-	0.0097	[136]
Acetone	293.15	-	0.01234	[136]
Acetone	298.15	-	0.01577	[136]
Acetone	303.15	-	0.0195	[136]
Acetone	308.15	-	0.02376	[136]
Acetone	313.15	-	0.02831	[136]
Acetone	318.15	-	0.03399	[136]
Ethanol	278.15	-	9.0 × 10⁻⁴	[136]
Ethanol	283.15	-	0.00114	[136]
Ethanol	288.15	-	0.00146	[136]
Ethanol	293.15	-	0.00192	[136]
Ethanol	298.15	-	0.00247	[136]
Ethanol	303.15	-	0.0031	[136]
Ethanol	308.15	-	0.00391	[136]
Ethanol	313.15	-	0.0048	[136]
Ethanol	318.15	-	0.0057	[136]
Ethyl acetate	278.15	-	0.00128	[136]
Ethyl acetate	283.15	-	0.00187	[136]
Ethyl acetate	288.15	-	0.00261	[136]
Ethyl acetate	293.15	-	0.0034	[136]
Ethyl acetate	298.15	-	0.0043	[136]
Ethyl acetate	303.15	-	0.0054	[136]
Ethyl acetate	308.15	-	0.0065	[136]
Ethyl acetate	313.15	-	0.00804	[136]
Ethyl acetate	318.15	-	0.0098	[136]
Isopropanol	278.15	-	8.0 × 10⁻⁴	[136]
Isopropanol	283.15	-	0.0012	[136]
Isopropanol	288.15	-	0.00172	[136]
Isopropanol	293.15	-	0.00225	[136]
Isopropanol	298.15	-	0.00288	[136]
Isopropanol	303.15	-	0.0036	[136]
Isopropanol	308.15	-	0.0044	[136]
Isopropanol	313.15	-	0.0054	[136]
Isopropanol	318.15	-	0.0066	[136]

Molecule 3D descriptors

Descriptor	Value
PMI1	565.4070
PMI2	2563.2448
PMI3	2788.9041
NPR1	0.2027
NPR2	0.9191
RadiusOfGyration	3.2906
InertialShapeFactor	0.0016
Eccentricity	0.9792
Asphericity	0.5132
SpherocityIndex	0.2012
PBF	0.6029