Lenalidomide Impurity A
Lenalidomide Impurity A is a structurally related synthetic byproduct arising from the alkylation step in lenalidomide production. It retains the 2-chlorophthalimide core but lacks the glutarimide side chain, featuring a terminal piperidine-1-ylamino group instead of the fully substituted glutarimide moiety. This impurity exhibits a truncated pharmacophore with reduced steric bulk compared to the parent API. Its primary application is as a reference standard for HPLC-based quantification of process-related impurities in lenalidomide drug substance characterization.
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IUPAC Name
5-amino-4-(7-nitro-3-oxo-1H-isoindol-2-yl)-5-oxopentanoic acid
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📝 Synonyms
1198299-72-7
5-amino-4-(4-nitro-1-oxoisoindolin-2-yl)-5-oxopentanoic acid
5-amino-4-(7-nitro-3-oxo-1H-isoindol-2-yl)-5-oxopentanoic acid
5-Amino-4-(1,3-dihydro-4-nitro-1-oxo-2H-isoindol-2-yl)-5-oxopentanoic Acid
5-Amino-4-(4-nitro-1-oxoisoindolin-2-yl)-5-oxopentanoic Acid; 2H-Isoindole-2-butanoic acid, ?-(aminocarbonyl)-1,3-dihydro-4-nitro-1-oxo- (ACI); ?-(Aminocarbonyl)-1,3-dihydro-4-nitro-1-oxo-2H-isoindole-2-butanoic acid (ACI); 5-Amino-4-(1,3-dihydro-4-nitro-1-oxo-2H-isoindol-2-yl)-5-oxopentanoic Acid
Lenalidomide Impurity A
Lenalidomide Impurity 37
SCHEMBL2168054
SCHEMBL29771892
YXB29972
🔬 Chemical Identifiers
C1C2=C(C=CC=C2[N+](=O)[O-])C(=O)N1C(CCC(=O)O)C(=O)N
InChI=1S/C13H13N3O6/c14-12(19)10(4-5-11(17)18)15-6-8-7(13(15)20)2-1-3-9(8)16(21)22/h1-3,10H,4-6H2,(H2,14,19)(H,17,18)
MUVQMLOEDIDSDJ-UHFFFAOYSA-N
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