• 제목/요약/키워드: Tetrazolo[1,5-a]quinoxaline

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항균성을 가진 Tetrazolo[1,5-a]quinoxaline류의 합성 (Synthesis of Tetrazolo[1,5-a]quinoxalines with Antimicrobial Activity)

  • 김호식;김동은
    • 대한화학회지
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    • 제45권4호
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    • pp.325-333
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    • 2001
  • 4-치환 tetrazolo[1,5-a]quinoxaline류는 4-chlorotetrazolo[1,5-a]quinoxaline(8) 또는 4hydra-zino-[1,5-a]quinoxaline(9)으로부터 합성하였다. N,N-디메틸포름아미드 용매에서 tetrazololo[1,5-a]quinoxaline(12)를 환류시켜 1,2,4-triazolo[3,4-c]tetrazolo[1,5-a]quinoxaline (13)을 합성하였으며, 이것은 N,N-디메틸포름아미드 용매에서 화합물 9와 ethyl chloroformate를 반응시켜도 합성할 수 있었다. 화합물 9를 isothiocyanate류와 반응시켜 tetrazololo[1,5-a]quinoxaline류(14)를 합성하였으며, 이것을 dimethyl acethylenedicarboxyla-te와 반응시켜 tetrazololo[1,5-a]quinoxaline류(15)를 합성하였다. 그리고 화합물 9를 alkyl (ethoxymethylene)-cyanoacetate류와 반응시켜 tetrazololo[1,5-a]quinoxaline류(18)를 합성하였다. 합성한 화합물 중에서 몇 가지는 몇 가지 균주에 대하여 항균성, 항진균성 도는 항조류성을 나타내었다.

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Synthesis of Tetrazolo[1,5-a]quinoxaline based Azetidinones & Thiazolidinones as Potent Antibacterial & Antifungal Agents

  • Kumar, Shiv;Khan, S.A.;Alam, Ozair;Azim, Rizwan;Khurana, Atul;Shaquiquzzaman, M.;Siddiqui, Nadeem;Ahsan, Waquar
    • Bulletin of the Korean Chemical Society
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    • 제32권7호
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    • pp.2260-2266
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    • 2011
  • 4-Chlorotetrazolo[1,5-a]quinoxaline (III) was synthesized by azide (2+3) cycloaddition of 2,3-dichloroquinoxaline (II). Compound (III) on further refluxing with hydrazine hydrate furnished 4-hydrazinotetrazolo[1,5-a]quinoxaline (IV). Further refluxing of (IV) with different aromatic aldehydes in methanol yielded corresponding Schiff's bases V(a-j). Various 4-aminotetrazolo[1,5-a]quinoxaline based azetidinones VII(a-j) were synthesized by stirring the compounds V(a-j), at low temperature, with equimolar mixture of chloroacetylchloride & triethylamine in dry benzene, while 4-aminotetrazolo[1,5-a]quinoxaline based thiazolidinones VIII(a-j) were synthesized by refluxing Schiff's bases V(a-j) with thioglycolic acid in oil-bath. The structures of all the compounds were confirmed on the basis of $^1H$-NMR & FT-IR spectral data. All the newly synthesized compounds were screened for in-vitro antimicrobial activity against E. coli, S. aureus, K. pneumoniae & P. aeruginosa & antifungal activity against C. albicans. Few of them have exhibited the promising activity.