Synthesis, Antibacterial, and Antifungal Activities of Some New Benzimidazoles

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概要

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• 1,2-Diaminobenzimidazoles 2 were synthesized by N-amination of 2-aminobenzimidazoles 1 with hydroxylamine-O-sulphonic acid. Substituted 1-alkyl and 1-alkylarylbenzimidazoles 3 were prepared from various benzimidazoles by alkylating with the corresponding alkyl halides. As an example, 1-(4-chlorobenzyl)-5,6-dimethyl-5,6-dimethylbenzimidazole (3_4) was N-aminated with O-(mesitylenesulphonyl)-hydroxyl-amine to give 5,6-dimethyl-1-(4-chlorobenzyl)-3-aminobenzimidazolium mesitylenesulphonate (6). Compounds 4,7 and 5 are derivatives of 1,2-(5-nitro-2-furfurylideneamino)-benzimidazoles and were synthesized by the carbonyl-amine condensation of 5-nitro-2-furaldehyde with appropriate 1,2-diaminobenzimidazoles 2 and 2-aminobenzimidazoles 1 and 3,respectively. An attempt to prepare the derivative of 3-(5-nitro-2-furfurylidenamino)-benzimidazolium mesitylenesulphonate (8) from compounds 6 was unsuccessful. The antimicrobial activitites of the above compounds were screened against different strains of bacteria and fungi. The general structure-activity relationships of tested benzimidazoles 3-7 were determined.

• 社団法人日本農芸化学会の論文
• 1992-02-23

著者

• MACKENZIE Kenneth

  School of Physical and Chemical Sciences, Victoria University of Wellington

• Mackenzie Kenneth

  School Of Chemistry University Of Bristol

• VLAOVIC Djordje

  Department of Chemistry, McMaster University

• CANADANOVIC-BRUNET Jasna

  Organic Chemistry Department, Faculty of Technology, University of Novi Sad

• BALAZ Jelica

  Dr. Pavle Vukasovic Institute for Plant Protection, Faculty of Agriculture, University of Novi Sad

• JURANIC Ivan

  Faculty of Chemistry, University of Belgrade

• DJOKOVIC Dejan

  Faculty of Chemistry, University of Belgrade

• Juranic Ivan

  Faculty Of Chemistry University Of Belgrade

• Balaz Jelica

  Dr. Pavle Vukasovic Institute For Plant Protection Faculty Of Agriculture University Of Novi Sad

• Djokovic Dejan

  Faculty Of Chemistry University Of Belgrade

• Mackenzie Kenneth

  School Of Chemical And Physical Sciences Victoria Univ. Of Wellington

• Vlaovic Djordje

  Department Of Chemistry Mcmaster University

• Canadanovic-brunet Jasna

  Organic Chemistry Department Faculty Of Technology University Of Novi Sad

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