Product Number: E034004
English Name: Eldecalcitol Impurity 4
English Alias: (1R,2R,3R,Z)-5-((E)-2-((1R,3aS,7aR)-1-((R)-6-hydroxy-6-methylheptan-2-yl)-7a-methylhexahydro-1H-inden-4(2H)-ylidene)ethylidene)-3-(3-hydroxypropoxy)-4-methylenecyclohexane-1,2-diol
CAS Number: 1809782-41-9
Molecular Formula: C₃₀H₅₀O₅
Molecular Weight: 490.72
As an impurity of Eldecalcitol, this compound has the following advantages:
Well-defined with distinct polyhydroxyl features: Contains steroidal skeleton, multiple hydroxyl groups (1,2-cyclohexanediol, 3-hydroxypropoxy, 6-hydroxy-6-methylheptyl), and conjugated double bonds. Differences from eldecalcitol in hydroxyl positions and side chain structure, combined with strong hydrophilicity from polyols, enable accurate identification via reversed-phase HPLC and LC-MS as a specific impurity marker;
High stability and traceability: Vicinal diol and ether linkages ensure stability under neutral conditions. As a derivative from incomplete hydroxyl oxidation or side chain extension in eldecalcitol synthesis, it directly reflects hydroxyl modification efficiency, improving process tracing accuracy;
High detection sensitivity: UV absorption (260-280nm) from conjugated steroidal double bonds, combined with enhanced mass response from polyol ionization (m/z 491 [M+H]⁺), enables trace analysis via LC-MS (ppb level), compatible with polyhydroxylated vitamin D derivative impurity systems.
Pharmaceutical quality control: Used as an impurity reference standard to quantify Eldecalcitol Impurity 4 in APIs, ensuring residual hydroxyl-modified impurities meet quality standards;
Synthesis optimization: Optimizing steroidal hydroxyl oxidation (oxidant selectivity) and 3-hydroxypropoxy coupling by monitoring impurity levels to enhance target polyol selectivity;
Impurity profile enrichment: Contributing to eldecalcitol’s impurity profile for comprehensive purity assessment and stability risk evaluation (e.g., vicinal diol oxidation).
Eldecalcitol, an active vitamin D₃ analog for osteoporosis, regulates calcium metabolism via chiral hydroxyls and conjugated double bonds. During synthesis, off-target hydroxyl oxidation or incomplete 3-hydroxypropoxy conjugation may generate polyhydroxylated derivatives like Eldecalcitol Impurity 4. Its differing bioactivity and oxidation susceptibility make control critical for eldecalcitol quality assurance.
Current research focuses on:
Analytical method validation: Developing UPLC-MS/MS assays with polyol fragment monitoring to achieve 0.1 ppb detection limits for simultaneous impurity/eldecalcitol quantification;
China
