N-Nitroso Indacaterol
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E-mail: anna@molcoo.com
Product Number: I018023
English Name: N-Nitroso Indacaterol
English Alias: (R)-N-(5,6-diethyl-2,3-dihydro-1H-inden-2-yl)-N-(2-hydroxy-2-(8-hydroxy-2-oxo-1,2-dihydroquinolin-5-yl)ethyl)nitrous amide
CAS Number: None
Molecular Formula: C₂₄H₂₇N₃O₄
Molecular Weight: 421.49
As a nitroso impurity of Indacaterol, this compound has the following advantages:
Well-defined with distinct chirality: Contains (R)-chiral indane core, 5,6-diethyl substituents, quinolinone ring (8-hydroxy, 2-oxo), hydroxyethyl side chain, and nitrous amide (-N-NO). Unlike indacaterol (long-acting β₂ agonist), its nitrous amide polarity and polycyclic hydrophobicity create significant physicochemical differences, enabling precise differentiation via HPLC/chiral chromatography as a specific marker;
High stability and traceability: Rigid indane-quinolinone structure and stability of hydroxyl/nitrous amide ensure stability under dark, low-temperature conditions. As a derivative from amine nitrosation during storage/synthesis, it directly reflects raw material purity and nitrite exposure, improving impurity tracing accuracy;
High detection sensitivity: Polycyclic conjugation shows strong UV absorption (250-300nm), combined with m/z 422 [M+H]⁺ enabling ppb-level analysis via LC-MS, compatible with long-acting β₂ agonist nitroso impurity systems.
Pharmaceutical quality control: Used as an impurity reference standard to quantify N-Nitroso Indacaterol in APIs and formulations, ensuring compliance with genotoxic impurity limits in pharmaceutical standards;
Storage optimization: Monitoring impurity levels under varying conditions (pH, humidity) to assess indacaterol stability and prevent excessive nitrosation;
Synthesis assessment: Evaluating purity of amine intermediates in indacaterol synthesis to reduce nitrosation risk at the source.
Indacaterol contains a secondary amine group, which may undergo nitrosation upon exposure to nitrous acid (e.g., from nitrate reduction), forming nitrous amide derivatives like N-Nitroso Indacaterol. Due to potential genotoxicity, nitroso impurities are strictly regulated, and their residues may affect indacaterol safety, making detection and control critical for quality assurance.
Current research focuses on:
Analytical method validation: Developing UPLC-MS/MS methods with C18 columns for separation, achieving 0.01 ppb detection limits;
Nitrosation mechanism: Studying impurity formation kinetics under varying nitrite concentration and pH to clarify secondary amine-to-nitrous amide conversion pathways;
Control strategies: Exploring nitrosation inhibitors (e.g., ascorbic acid) to keep impurity levels below safety limits (<0.001%);
Toxicity evaluation: Conducting in vitro genotoxicity tests (e.g., Ames test) to assess potential hazards and support limit setting.
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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