N-Nitroso N-Desmethyl rac-Dapoxetine
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E-mail: anna@molcoo.com
Product Number: D004091
English Name: N-Nitroso N-Desmethyl rac-Dapoxetine
English Alias: N-methyl-N-(3-(naphthalen-1-yloxy)-1-phenylpropyl)nitrous amide
CAS Number: 3028193-50-9
Molecular Formula: C₂₀H₂₀N₂O₂
Molecular Weight: 320.38
As a desmethyl nitroso derivative impurity of rac-Dapoxetine, this compound has the following advantages:
Well-defined and distinct structure: Contains nitroso (-N=O) group, methylamino, naphthyloxy, and phenylpropyl moieties, differing from N-desmethyl dapoxetine by nitroso substitution on the amino group. 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 N-nitrosamine structure is relatively stable under dark conditions. As a product of further nitrosation of dapoxetine after in vivo demethylation, it directly reflects metabolic transformation degree, improving accuracy of quality and metabolic tracing;
High detection sensitivity: The conjugated system of naphthalene ring and nitroso group shows strong UV absorption (220-250nm), and combined with characteristic mass response (m/z 321 [M+H]⁺), trace analysis can be achieved via LC-MS, compatible with aromatic drug detection systems.
Pharmaceutical quality control: Used as an impurity reference standard to identify and quantify N-Nitroso N-Desmethyl rac-Dapoxetine in dapoxetine APIs and formulations, ensuring residual nitroso impurities meet quality standards;
Metabolic pathway research: Exploring demethylation-nitrosation metabolic pathways of dapoxetine in vivo, analyzing formation and clearance rules of this impurity to support drug safety evaluation;
Stability assessment: Monitoring impurity content to evaluate oxidative deterioration trends of dapoxetine formulations during long-term storage, providing reference for storage condition design.
Dapoxetine is a selective serotonin reuptake inhibitor (SSRI) used to treat premature ejaculation, with a structure containing metabolizable dimethylamino groups. After in vivo demethylation catalyzed by CYP450 enzymes, the generated N-desmethyl dapoxetine may undergo further nitrosation to form N-Nitroso N-Desmethyl rac-Dapoxetine. Nitrosamines have potential genotoxicity, making their control critical for dapoxetine quality assurance and safety evaluation.
Current research focuses on:
Detection optimization: Using UPLC-MS/MS with nitroso fragment (NO⁺) monitoring to achieve ultra-trace detection (ppb level);
Metabolic enzyme identification: Identifying key enzymes (e.g., CYP2E1) catalyzing nitrosation of N-desmethyl dapoxetine via in vitro liver microsome experiments;
Toxicological profiling: Evaluating genotoxic potential through in vitro assays to establish scientifically based impurity limits;
Inhibition strategies: Developing nitrosation-inhibiting formulations (e.g., ascorbic acid addition) to minimize impurity formation in dapoxetine products.
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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