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为减少一些非甾体抗炎药(NSAIDs)长期服用产生的严重胃肠道副作用,故设计合成了两个NSAIDs布洛芬与盐酸美金刚通过氨基酸的偶联的化合物。以布洛芬为原料,与草酰氯反应生成酰氯,再与氨基酸反应生成酰胺,最后与盐酸美金刚缩合,得到新型结构的目标化合物N-[1-(3,5-二甲基-三环[3.2.1.0~(3.6)]癸烷-1-氨甲酰基)-甲基]-2-(4-异丁基苯基)丙酰胺(Ⅱ1),N-[1-(3,5-二甲基-三环[3.2.1.0~(3,6)]癸烷-1-氨甲酰基-乙基]-2-(4-(异丁基苯基)丙酰胺(Ⅱ2),其结构经核磁共振(1 H NMR)、红外光谱仪(IR)和高分辨质谱仪(HR-MS)确证。
In order to reduce the serious gastrointestinal side effects caused by long-term administration of some NSAIDs, two NSAIDs Ibuprofen conjugates with memantine hydrochloride were designed and synthesized. With ibuprofen as raw material, it reacted with oxalyl chloride to form acid chloride and then reacted with amino acid to form amide. Finally, it was condensed with memantine hydrochloride to obtain the target compound N- [1- (3,5-dimethyl-tricyclic [3.2.1.0- (3.6)] decane- 1 -carbamoyl) -methyl] -2- (4-isobutylphenyl) propionamide (II1), N- [1- Tricyclo [3.2.1.0- (3,6)] decane- 1 -carbamoyl-ethyl] -2- (4- (isobutylphenyl) propanamide (II2) Nuclear magnetic resonance (1 H NMR), infrared spectroscopy (IR) and high resolution mass spectrometry (HR-MS) confirmed.