Promethazine EP Impurity C(Hydrochloride)
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E-mail: anna@molcoo.com
Product Number: P069003A
English Name: Promethazine EP Impurity C(Hydrochloride)
English Alias: N-methyl-1-(10H-phenothiazin-10-yl)propan-2-amine hydrochloride
CAS Number: 60113-77-1
Molecular Formula: C₁₆H₁₈N₂S·HCl
Molecular Weight: 270.39 (free base); 36.46 (hydrochloride moiety)
As EP Impurity C of Promethazine (in hydrochloride form), this compound has the following advantages:
Well-defined with distinct polyheterocyclic features: Contains phenothiazine ring, N-methyl-2-aminopropyl side chain, and hydrochloride structure. Unlike promethazine (phenothiazine antihistamine with N,N-dimethylamino side chain), its secondary amine hydrochloride polarity, phenothiazine sulfur properties, and propyl hydrophobicity create significant differences, enabling precise differentiation via HPLC/ion-exchange chromatography as a specific marker;
High stability and water solubility: Rigid conjugated phenothiazine structure and hydrochloride salt properties ensure high stability under acidic conditions, with superior water solubility over free base, facilitating dissolution in aqueous systems for accurate and reproducible analysis;
High detection sensitivity: Large conjugated phenothiazine system shows strong UV absorption (250-300nm), combined with m/z 271 [M+H]⁺ (free base) enabling ppb-level analysis via LC-MS, compatible with phenothiazine drug amine impurity systems.
Pharmaceutical quality control: Used as an impurity reference standard to quantify Promethazine EP Impurity C(Hydrochloride) in APIs, ensuring compliance with European Pharmacopoeia (EP) quality standards for incompletely methylated impurities;
Synthesis optimization: Optimizing N-methylation conditions (reagent dosage) by monitoring impurity levels to enhance dimethylation specificity and reduce monomethyl byproducts;
Metabolism studies: Analyzing in vivo metabolic pathways of promethazine to confirm if N-demethylation is a major route, supporting drug disposition and safety assessment.
Promethazine synthesis involves phenothiazine-amino propyl conjugation and subsequent methylation. Incomplete methylation (e.g., insufficient methylating agent) may generate monomethyl secondary amine derivatives like Promethazine EP Impurity C, whose hydrochloride form is included in EP as a reference due to stability and solubility advantages. Sharing the phenothiazine core, it may affect antihistaminic activity and toxicity, making its control critical for promethazine efficacy and safety.
Current research focuses on:
Analytical method validation: Developing HPLC assays with C18 columns for separation, achieving 0.05 ppb detection limits;
Methylation kinetics: Studying impurity formation under varying methylating agent concentrations to clarify secondary-to-tertiary amine conversion pathways;
Control strategies: Optimizing methylation parameters (excess reagent) to keep impurity levels below 0.1% and enhance API purity;
Structural confirmation: Using ¹H/¹³C-NMR and chloride ion-selective electrode to verify hydrochloride structure, distinguishing from promethazine for authoritative identification.
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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