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Chin. J. Org. Chem. ›› 2008, Vol. 28 ›› Issue (05): 899-902. Previous Articles     Next Articles

Reports

1-烃基-2-(4-β-D-吡喃阿洛糖苷-苯基)-苯并咪唑类化合物的合成及其镇静活性的研究

杨鸿均，胡翠，李颖，尹述凡*   

  1. (四川大学化学学院 成都 610064)
  • 收稿日期:2007-08-18 修回日期:2007-11-09 发布日期:2008-05-20
  • 通讯作者: 尹述凡

Synthesis of Calm Activity 1-Alkyl-2-(4-β-D-allopyranosyloxyphenyl)- benzimidazole Derivatives

YANG Hong-Jun,HU Cui,LI Ying,YIN Shu-Fan*   

  1. (Faculty of Chemistry, Sichuan University, Chengdu 610064)
  • Received:2007-08-18 Revised:2007-11-09 Published:2008-05-20
  • Contact: YIN Shu-Fan

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1021

2-(4-β-D-Allopyranosyloxyphenyl)benzimidazole (2) has been synthesized by the condensation of helicid with 1,2-phenylenediamine using CH3COOH as a catalyst. 1-Alkyl-2-(4-β-D-allopyranosyloxy- phenyl)benzimidazole derivatives 3a～3h were synthesized by the reaction of 2 with alkyl halides and K2CO3 in ethanol. The structures of all new compounds 2 and 3a～3h were characterized by 1H NMR, IR and MS (HRMS) spectra. The preliminary bioassay test of 2 and 3a～3h showed that some of such compounds have good calm activity. For example, compounds 2 (100 mg•kg－1) and 3f (100 mg•kg－1) were better than the parent helicid.

Key words: benzimidazole, 1,2-phenylenediamine, synthesis, helicid