Ulmer W
Z Naturforsch C Biosci. 1979 Sep-Oct;34(9-10):658-69. doi: 10.1515/znc-1979-9-1002.
Some physical and chemical properties of the cancerostat cyclophosphamide (generic name: ENDOXAN) and its basic constituents H3PO4 and nor-N-mustard have been calculated with the help of a modified CNDO/S-method. The spectroscopic data of the H3PO4, which is the starting-point for a corresponding calculation of cyclophosphamide, has been studied by taking account of the 3 d electron of the phosphorus. Nor-N-mustard is a very reactive compound, characterized by the ability to split off chloride ions and to act as an alkylating agent. The binding of the nor-N-mustard to the cyclic phosphate ester (cyclophosphamide) modifies the chemical reactivity of the mustard group in an essential way, and the 3 d electron of the phosphorus plays an important role with respect to the excitability of the C--Cl bonds. Cyclophosphamide must be metabolized in a suitable way to develop the same alkylating activity as the nor-N-mustard. The computation of the excited states of cyclophosphamide revealed a similar term scheme as it was found by Clar in the case of the carcinogenic polycyclic hydrocarbons.
借助改进的CNDO/S方法，已计算出抗癌药环磷酰胺（通用名：癌得星）及其基本成分磷酸和去甲氮芥的一些物理和化学性质。磷酸是环磷酰胺相应计算的起点，已通过考虑磷的3d电子对其光谱数据进行了研究。去甲氮芥是一种非常活泼的化合物，其特点是能够脱去氯离子并作为烷基化剂起作用。去甲氮芥与环磷酸酯（环磷酰胺）的结合从根本上改变了氮芥基团的化学反应性，并且磷的3d电子对C-Cl键的激发起着重要作用。环磷酰胺必须以适当的方式代谢，以发挥与去甲氮芥相同的烷基化活性。环磷酰胺激发态的计算揭示了一种类似于Clar在致癌多环烃中发现的能级图。
