Process Improvement Of Pikamilone: A New Brain Function Improving Drug And Active Structure Modification And Optimization Of Steroid Alkaloid Compounds With Potential Anti-tumor Activities

As a new brain function improving drug, pikamilone has comprehensive clinical applications. Staring from pyridine-3-carboxylic acid, which was reacted with thionyl chloride to give pyridine-3-carbonyl chloride hydrochloride 1,4-aminobutyric acid was reacted with methanol and thionyl chloride to give 4-aminobutyric acid methyl ester hydrochloride 2,1 and 2 was reacted to give pikamilone methyl ester and hydrolyzed to give brain function improving drug pikamilone.Process of synthesis of pikamilone is improved through studies on some key factors of reactions. Raw material equivalent, catalyst types and equivalent as well as specific working-up methods are studied to identify the infections on overall yield of pikamilone.The second part:.Based on the structure of solasodine, a compound with reported exciting anti-tumor activity, a variety of steroid alkaloid compounds with potential activities in competing with tumor cells are designed with a purpose of identifying new anti-tumor drugs. The synthetic routes of target molecule are also studied.After exploring and comparison of designed synthetic routes, a possible route is fixed to synthesize target molecule. Starting from 16-dehydropregnenolone acetate, target molecule can be obtained by epoxy oxidation, Huang Minglong reduction, allyl alcohol oxidation, Michael addition, reduction with sodium borohydride as well as halogenation and cyclization of a-nitro group intermediate in one step, finally reduction of nitro group.Additionally, specific conditions of some reactions are optimized to obtain high yield in reasonable reaction time.