Lenalidomide Impurity B
Lenalidomide Impurity B is a degradation byproduct formed via oxidative cleavage of the phthalimide core in lenalidomide, retaining the indole heterocycle but featuring a hydroxyl-substituted benzyl ester moiety. Its structure incorporates a 6-(2-amino-4-methyl-1-oxo-1H-pyrimidin-5-yl) group linked to a 2-(hydroxycarbonyl)benzoic acid ester, differing from the parent compound by a demethylated phthalimide ring and an oxidized side chain. This impurity serves as a critical HPLC reference standard for quantifying oxidative degradation pathways in lenalidomide formulations.
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Molecular Formula
C13H11N3O5
Molecular Weight
289.2400
CAS Number
827026-45-9
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PubChem CID
11471781 ↗
IUPAC Name
3-(7-nitro-3-oxo-1H-isoindol-2-yl)piperidine-2,6-dione
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📝 Synonyms
3-(4-Nitro-1-oxo-1,3-dihydroisoindol-2-yl)piperidine-2,6-dione
RefChem:493353
112-558-3
827026-45-9
3-(4-nitro-1-oxoisoindolin-2-yl)piperidine-2,6-dione
4-Nitro lenalidomide
MFCD11977267
2,6-Piperidinedione, 3-(1,3-dihydro-4-nitro-1-oxo-2H-isoindol-2-yl)-
3-(7-nitro-3-oxo-1H-isoindol-2-yl)piperidine-2,6-dione
5CBC4TCM54
🔬 Chemical Identifiers
C1CC(=O)NC(=O)C1N2CC3=C(C2=O)C=CC=C3[N+](=O)[O-]
InChI=1S/C13H11N3O5/c17-11-5-4-10(12(18)14-11)15-6-8-7(13(15)19)2-1-3-9(8)16(20)21/h1-3,10H,4-6H2,(H,14,17,18)
JKPJLYIGKKDZDT-UHFFFAOYSA-N
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