Phosphonylcholine Impurity NEW

Phosphonylcholine Impurity17364-16-8

Product Information

• Product Code：P096005

• English Name：Phosphonylcholine Impurity 5

• English Alias：(R)-2-hydroxy-3-(palmitoyloxy)propyl (2-(trimethylammonio)ethyl) phosphate

• CAS No.：17364-16-8

• Molecular Formula：C₂₄H₅₀NO₇P

• Molecular Weight：495.63

Advantages

• High-Purity Reference Standard：Confirmed by HPLC (≥99.0%), NMR (1H, 13C, 31P), HRMS, and elemental analysis, suitable for Phosphonylcholine impurity analysis and quality control.

• Stability Assurance：Stable for 36 months at -20℃ under light-protected, sealed storage; degradation rate <0.3% in methanol-chloroform mixture within 6 months.

Applications

• Quality Control Testing：Used for UPLC-MS/MS detection of Impurity 5 in Phosphonylcholine API and formulations, controlling content to meet ICH Q3A standards (single impurity limit ≤0.1%).

• Process Optimization Research：Monitors impurity formation during Phosphonylcholine synthesis, reducing generation by >30% by adjusting palmitoylation temperature (e.g., 40-50℃) and reaction time.

• Method Validation：Serves as a standard for developing impurity detection methods, verifying UPLC resolution (≥3.0) and LOD (0.01 ng/mL).

Background Description

Research Status

• Detection Technology：UPLC-MS/MS with C18 column (1.7μm) and 0.1% formic acid-acetonitrile gradient elution achieves separation within 12 minutes, with LOD of 0.005 ng/mL for trace impurity analysis.

• Formation Mechanism：Formed by esterification of (R)-glycerophosphocholine with palmitoyl chloride under alkaline catalyst (e.g., triethylamine); optimizing catalyst dosage and reaction pH inhibits side reactions.

• Safety Evaluation：In vitro hemolysis experiments show that this impurity causes 8.7% hemolysis of red blood cells at 100 μM (main drug hemolysis rate <1%). Although less toxic than the main drug, its content requires strict control. Long-term stability testing is ongoing to monitor ester bond hydrolysis under high temperature and humidity conditions.