Product Number: D024010
English Name: Diltiazem N-Oxide
English Alias: 2-((2S,3S)-3-acetoxy-2-(4-methoxyphenyl)-4-oxo-3,4-dihydrobenzo[b][1,4]thiazepin-5(2H)-yl)-N,N-dimethylethanamine oxide
CAS Number: None
Molecular Formula: C₂₂H₂₆N₂O₅S
Molecular Weight: 430.52
As an N-oxide impurity reference standard for diltiazem, this compound has the following advantages:
Well-defined structure and high stability, which can be used to analyze the by-product formation mechanism of amine oxidation reactions during diltiazem synthesis or storage, optimizing processes to control N-oxide impurity generation;
Serving as a reference standard containing sulfur-nitrogen heterocycles and amine oxide structures, providing a standard substance for detecting amine oxide impurities in drugs, and helping to evaluate drug safety (amine oxides may affect drug metabolic pathways);
Helping study the impact of oxidation modification on drug physicochemical properties (such as polarity, water solubility) and toxicological characteristics to provide a scientific basis for formulating impurity control strategies.
Drug Development: Used as an impurity reference standard to identify and quantify N-oxide impurities in diltiazem preparations, evaluating the purity of APIs and formulations;
Quality Control: Acting as a standard substance to validate the sensitivity of detection methods (e.g., HPLC or LC-MS), ensuring N-oxide impurity content meets ICH guideline requirements during production;
Metabolism Research: Assisting in studying the oxidative metabolic pathway of diltiazem in vivo to provide references for pharmacokinetic research.
Diltiazem is a calcium channel blocker used for treating hypertension and angina pectoris. Since amine compounds are prone to oxidation reactions under aerobic conditions, Diltiazem N-Oxide may be generated during the synthesis, storage, or metabolism of diltiazem. Amine oxide impurities may alter drug bioavailability or produce toxic metabolites, so research on them is a key link in drug quality control and safety assessment.
Current research focuses on:
Synthesis Methods: Developing high-purity synthesis processes for Diltiazem N-Oxide, solving the challenge of poor stability of amine oxide compounds to meet the needs of toxicological research and quality control;
Detection Technologies: Establishing trace detection methods for N-oxide impurities (detection limits reach ppb level) using ultra-high-performance liquid chromatography-tandem mass spectrometry (UPLC-MS/MS) and other technologies;
Toxicological Evaluation: Studying the potential mutagenicity of this impurity through in vitro Ames tests and animal models;
Process Control: Analyzing the inducements of oxidation reactions (such as oxygen exposure, catalyst residues) to optimize the synthesis route or storage conditions to reduce the generation of N-oxide impurities.
China
