Novel 21-aminosteroids that inhibit iron-dependent lipid peroxidation and protect against central nervous system trauma

…, JM McCall, DE Ayer, FJ VanDoornik…

Index: Jacobsen, E. Jon; McCall, John M.; Ayer, Donald E.; VanDoornik, Fred J.; Palmer, John R.; et al. Journal of Medicinal Chemistry, 1990 , vol. 33, # 4 p. 1145 - 1151

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Citation Number: 104

Abstract

Chemistry The 21-aminosteroids were prepared as illustrated in Scheme I. Reaction of readily availab1el3 21-halo-or 21-sulfonylpregnanes with the appropriately substituted piperazines in acetonitrile provided coupled produds 11-16 and 18-32. In some cases (24, 30) the 21-0-mesylate was generated (from the corresponding alcohol) and reacted with the desired amine (CH3CN, potassium carbonate) in situ. Acylation of 16 with tert-butylacetyl ...