Görög S, Halmos Z, Herényi B, Georgakis A, Balogh G, Csizér E, Tuba Z
Richter Gedeon Vegyészeti Gyár Rt., Budapest.
Acta Pharm Hung. 1991 Mar;61(2):77-81.
In the course of the estimation of the impurity profile of ethynodiol diacetate, in addition to common impurities such as norethisterone acetate, ethynodiol-3-acetate and alpha-ethynodiol diacetate, two unknown impurities were detected by analytical reversed phase HPLC (C-18 silica and 80% aq. methanol as the eluent) and isolated by normal phase preparative HPLC (silica and 98:2 mixture of hexane and 2-propanol as the eluent). The 1H- and 13C-NMR spectra of the isolated impurities revealed that their structures could be characterized as the E and Z isomers of an analogue of EDDA containing "trimerised acetyl" group at the 17-hydroxy group (structures 4 and 4a). These structures were in good agreement with the extended UV spectra of the impurities and the mass spectra with the m/z 438 peak which can be derived from 4 and 4a by the loss of ketene.
在对炔诺酮双醋酸酯杂质概况的评估过程中，除了常见杂质如醋酸炔诺酮、3 - 醋酸炔诺醇和α - 炔诺酮双醋酸酯外，通过反相分析型高效液相色谱法（C - 18硅胶，80% 甲醇水溶液作为洗脱剂）检测到两种未知杂质，并通过正相制备型高效液相色谱法（硅胶，己烷与2 - 丙醇98:2混合物作为洗脱剂）进行分离。分离出的杂质的1H - 和13C - NMR光谱显示，它们的结构可表征为在17 - 羟基处含有“三聚乙酰基”基团的炔诺酮双醋酸酯类似物的E型和Z型异构体（结构4和4a）。这些结构与杂质的扩展紫外光谱以及具有m/z 438峰的质谱图非常吻合，该峰可由4和4a失去乙烯酮得到。
