苯甲酰胺类磷酸二酯酶-4抑制剂的设计与合成

Design and Synthesis of Benzamide Derivatives as Inhibitors of Phosphodiesterase-4

目的合成6个苯甲酰胺类磷酸二酯酶-4抑制剂。方法以异香兰素为原料,经过成醚反应、氧化反应、SchottenBaumann反应等制备目标化合物。结果成功制备了6个目标化合物:Benzoic acid,4-[[3-(isobutoxy)-4-methoxybenzoyl]amino](T1),Benzamide,4-[[3-(isobutoxy)-4-methoxybenzoyl]amino](T2),Benzamide,4-(isobutoxy)-3-methoxy-N-[4-[[(1-methylethyl)amino]sulfonyl]phenyl](T3),Benzoicacid,4-[[3-(cyclopentyloxy)-4-methoxybenzoyl]amino](T4),Benzamide,4-[[3-(cyclopentyloxy)-4-methoxybenzoyl]amino](T5),Benzamide,4-(cyclopentyloxy)-3-methoxy-N-[4-[[(1-methylethyl)amino]sulfonyl]phenyl](T6),收率分别为66.7%、65.7%、18.4%、46.7%、76.8%和12.4%,其中化合物T1、T2、T3、T5、T6为新化合物。结论所得产物的化学结构经1H-NMR、MS谱确证,与目标化合物相符。

Objective To synthesize 6 phosphodiesterase-4 inhibitors of benzamide derivatives. Methods Isovanillin as the starting material, compounds was synthesized by etherification, oxidation reaction and Schotten-Baumann reaction. Results6 target compounds were synthesized. Benzoic acid,4-[[3-（isobutoxy）-4-methoxybenzoyl]amino]（T1）, Benzamide,4-[[3-（isobutoxy）-4-methoxybenzoyl]amino]（T2）, Benzamide,4-（isobutoxy）-3-methoxy-N-[4-[[（1-methylethyl）amino]sulfonyl]phenyl]（T3）, Benzoicacid, 4-[[3-（cyclopentyloxy）-4-methoxybenzoyl]amino]（T4）, Benzamide,4-[[3-（cyclopentyloxy）-4-methoxybenzoyl]amino]（T5）, Benzamide,4-（cyclopentyloxy）-3-methoxy-N-[4-[[（1-methylethyl）amino]sulfonyl]phenyl]（T6）. The yield were 66.7%,65.7%, 18.4%, 46.7%, 76.8% and 12.4%, respectively. Conclution The structures of the target compounds were confirmed by1H-NMR and MS methods.