Venetoclax-N-Oxide;2469279-00-1
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E-mail: anna@molcoo.com
Product Number: V028002
English Name: Venetoclax-N-Oxide
English Alias: 4-(3-((1H-pyrrolo[2,3-b]pyridin-5-yl)oxy)-4-(((3-nitro-4-(((tetrahydro-2H-pyran-4-yl)methyl)amino)phenyl)sulfonyl)carbamoyl)phenyl)-1-((4'-chloro-5,5-dimethyl-3,4,5,6-tetrahydro-[1,1'-biphenyl]-2-yl)methyl)piperazine 1-oxide
CAS Number: 2469279-00-1
Molecular Formula: C₄₅H₅₀ClN₇O₈S
Molecular Weight: 884.44
As an N-oxide derivative impurity of Venetoclax, this compound has the following advantages:
Well-defined and distinct structure: Contains piperazine N-oxide (-N⁺-O⁻), pyrrolo[2,3-b]pyridine ring, nitrobenzenesulfonamide, and chlorobiphenyl moieties, differing from Venetoclax by N-oxidation of the piperazine nitrogen. It can be accurately identified by techniques such as HPLC and LC-MS, providing a specific marker for impurity detection;
High stability and traceability: The polar structure of N-oxide is stable under neutral conditions. As a product of Venetoclax storage or oxidative degradation, it directly reflects the degree of oxidative deterioration, improving the accuracy of quality tracing;
High detection sensitivity: The unique retention behavior of nitro and sulfonamide groups in reversed-phase chromatography, combined with characteristic mass response of N-oxide (e.g., m/z 885 [M+H]⁺), enables trace analysis via LC-MS, compatible with detection systems for complex-structured drugs.
Pharmaceutical quality control: Used as an impurity reference standard to identify and quantify Venetoclax-N-Oxide in Venetoclax APIs and formulations, ensuring residual N-oxide impurities meet quality standards;
Stability evaluation: Assessing the oxidative stability of Venetoclax formulations under light and high temperature by monitoring impurity content, supporting the development of appropriate storage conditions;
Degradation pathway research: Exploring the oxidative degradation mechanism of Venetoclax in aerobic environments, clarifying the formation conditions of N-oxide impurities to optimize antioxidant production processes.
Venetoclax is a B-cell lymphoma 2 (BCL-2) inhibitor used to treat hematologic malignancies such as chronic lymphocytic leukemia, with a structure containing an oxidizable piperazine ring. During storage (especially when exposed to air, light, or high temperature), the piperazine nitrogen may be oxidized to form an N-oxide derivative, namely Venetoclax-N-Oxide. N-oxide impurities may affect drug stability and target-binding activity, making their control a key part of Venetoclax quality assurance.
Current research focuses on:
Detection method optimization: Using UPLC-MS/MS with optimized parameters for N-oxide characteristic fragments (e.g., pyrrolopyridine ring cleavage ions) to achieve ultra-trace detection (ppb level);
Oxidation kinetics: Studying impurity formation rates under varying pH and oxygen levels to identify key drivers (e.g., metal ion catalysis) of piperazine oxidation in Venetoclax;
Activity impact assessment: Comparing BCL-2 binding affinity between this impurity and Venetoclax via in vitro assays to evaluate potential effects on drug efficacy;
Stabilization strategies: Developing oxygen-barrier packaging and antioxidant additives to minimize N-oxide impurity formation in Venetoclax products during storage.
We can also customize related analogues and modified peptides including HPLC, MS, 1H-NMR, MS, HPLC, IR, UV, COA, MSDS.
This product is intended for laboratory use only!
WhatsAPP: +86 17386083646
E-mail: anna@molcoo.com
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