• Title/Summary/Keyword: 1,2,4-Triazole

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Synthesis of 6-[1-[4-(Benzoxazol-2-yl)thiobuthyl]-1,2,3-triazole-4-yl]methylenepenam as ${\beta}$-Lactamase Inhibitors

  • Im, Chae-Uk;Yim, Chul-Bu;Oh, Jung-Suk;Yoon, Sang-Bae
    • Archives of Pharmacal Research
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    • v.20 no.6
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    • pp.647-651
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    • 1997
  • The 6, 6-dibromopenam 6 was treated with $CH_{3}/MgBr$ and carbaldehyde 5 to afford the 6-bromo-6-(1-hydroxy-1-methyl)penicillanate 7, which was reacted with acetic anhybride to give acetoxy compound 8. The deacetobromination of 8 with zinc and acetic acid gave 6-exomethylenpenams, Z-isomer 9 and E-isomer 10, which were oxidized to sulfones 11 and 12 by m-CPBA. The p-methoxybenzyl compounds were deprotected by $AlCl_{3}$ and neutralized to give the sodium salts 13, 14, and 15.

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Antimicrobial Assessment of Some Heterocyclic Compounds Utilizing Ethyl 1-Aminotetrazole-5-carboxylate (Ethyl 1-Aminotetrazole-5-carboxylate로부터 유도된 헤테로고리 화합물들의 항균 활성 시험)

  • Taha, Mamdouh A. M.;El-Badry, Susan M.
    • Journal of the Korean Chemical Society
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    • v.54 no.4
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    • pp.414-418
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    • 2010
  • Ethyl 1-aminotetrazole-5-carboxylate (1) reacted with hydrazine hydrate to give the corresponding aminohydrazide 2. Cyclization of 2 by carbon disulfide yielded 1,3,4-oxadiazole-5-thiol structure 3. Reaction of 3 with either chloroacetone or ethyl chloroacetate furnished S-acyl 1,3,4-oxadiazole derivatives 4 and 5, respectively. Also compound 3 reacted with hydrazine hydrate afforded 4-amino-1,2,4-triazole-5-thiol derivative 6. 6-Methyl-1,3,4-triazolo[3,4-b]-1,3,4-thiadiazole structure 7 was synthesized by reaction of aminothiol 6 with glacial acetic acid. Diazotization of 1 with sodium nitrite in presence of hydrochloric acid yielding the diazonium salt which on treating with hippuric acid, oxazolone derivative 8 was obtained. Furthermore, tetrazolo[5,1-f]-1,2,4-triazine 9 was constructed via cyclization of aminoester 1 with formamide. Compound 9 reacted with carbon disulfide to furnish 8-thione derivative 10 which reacting with chloroacetone, ethyl chloroacetate, and hydrazine hydrate, the corresponding chemical structures 11, 12, and 13 were synthesized. 1,2,4-Triazolo[4,3-d]tetrazolo[5,1-f]-1,2,4-triazines 14 and 15 were resulted by treating of compound 13 with triethyl orthoformate, and glacial acetic acid, respectively. The structures of the newly synthesized products were elucidated according to elemental analyses and spectroscopic evidences. Some of the representative members of the prepared compounds were screened for antimicrobial activity.

Synthesis of Novel 1,2,4-Triazole Derivative (새로운 1,2,4-Triazole 유도체의 합성에 관한 연구)

  • Kim, Ho Sik;Park Tae Joo;Doh Yi Hyang;Lee Man Kil;Kurasawa Yoshihisa
    • Journal of the Korean Chemical Society
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    • v.36 no.5
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    • pp.738-743
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    • 1992
  • ${\alpha}-Arylhydrazonoacylazide(7) was synthesized starting from {\circo}-phenylenediamine(3) in four steps. The tautomeric behavior of {\alpha}-arylhydrazonoacylazide(7) between the hydrazone imine and diazenyl enamine forms in the dimethyl sulfoxide solution was investigated on the basis of the tautomer ratio determined by the ^1H-NMR spectral data. The 1-aryl-3-quinoxalinyl-1,2,4-triazol(8) was synthesized from {\alpha}-arylhydrazonoacylazide(7) by refluxing in benzene.$

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Application of Systemic Fungicide for Control of White Muscardine in Silkworm Bombyx mori L.

  • Virendrakumar, B.Nataraju;Thiagarajan, V.;Datta, R.K.
    • International Journal of Industrial Entomology and Biomaterials
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    • v.5 no.2
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    • pp.171-174
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    • 2002
  • Two systemic fungicides, SF1 (Bavistin, a carbandazim fungicide 50% WP, Rallis India ltd., India) and SF2 (Bayleton 25% WP-Triadiamefon, a Triazole compound, Rallis India Ltd., India) were screened for control of muscardine disease in silkworm, Bombyx mori. One and two percent of SF1 and 0.05 and 0.1 % of SF2 in aqueous solution were found to be effective in in vivo condition for the control of the disease. These fungicides, on feeding through mulberry leaves continuously for two days to 4$^{th}$ and 5$^{th}$ instar silkworm larvae inoculated topically with conidia of Beauveria bassiana (4$\times$10$^{6}$ conidia/ml) resulted in reduction in mortality due to muscardine by over 90% as against 100% mortality in inoculated control. SF1 at 1% reduced the mortality by 90% in 4$^{th}$ instar and 91% in final instar silkworm while at 2%, the reduction was 92% and 96%, respectively. SF2 at 0.05 and 0.1 % concentration reduced the mortality by 82 and 88% during 4$^{th}$ instar and by 88 and 92% during 5$^{th}$ instar, respectively.

A Pyrenyl-Appended Triazole-Based Calix[4]arene as a Fluorescent Sensor for Iodide Ion

  • Kim, Jong-Seung;Park, Sun-Young;Kim, Sang-Hoon;Thuery, Pierre;Souane, Rachid;Matthews, Susan E.;Vicens, Jacques
    • Bulletin of the Korean Chemical Society
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    • v.31 no.3
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    • pp.624-629
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    • 2010
  • The synthesis and evaluation of a novel calix[4]arene-based fluorescent chemosensor 1 for the detection of I. is described. The fluorescent changes observed upon addition of various anions show that 1 is selective for I. over other anions. Addition of I. results in ratiometric measurements with 1 : 1 complex ratio.

Control of Powdery Mildew (Uncinula necator) in Vineyards by Spraying and Vapor-Action Treatments of Triazole Fungicides (Triazole계 살균제의 살포 및 훈증처리에 의한 포도 흰가루병(Uncinula nectator)의 방제)

  • 오정행
    • Korean Journal Plant Pathology
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    • v.12 no.3
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    • pp.316-323
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    • 1996
  • 비가림재배 포도원에서 발생하는 흰가루병에 대하여 triazole계 살균제 flusilazole, myclobutanil, difenoconazole, penconazole, triflumizole, triadimefon의 방제 효과를 검정한 결과는 다음과 같다. 살균제 처리구의 이병과방율과 이병엽율은 무처리구에 비해 현저히 감소하였고, 이들의 방제가는 과방에서 약제에 따라 94.7∼97.9%, 잎에서 85.5%∼90.9%였으며 대조약제인 polyoxin B의 방제가와 유사한 정도를 보였다. 공시살균제의 보호효과는 살균제를 병발생 1주일전에 살포하는 경우, 살포 3주 후에 방제가는 약제에 따라 72.2∼90.5%였으나 4주 후에는 21.2∼41.6%로 감소하여 대조약제 polyoxin B의 52.5%보다 감소시켰으나 myclobutanil의 발아억제 효과는 약제 농도증가에 크게 영향받지 않았다. 살균제에 침지한 cheesecloth를 포도원 선반에 매달아 조사한 공시살균제의 훈증효과는 살포농도의 2배로 처리했을 때 처리점으로부터 반경 30cm이내의 포도송이에서는 약제에 따라 57.2∼71.1%의 방제가를 보였으나 전체 식물체에서는 49.1∼65.8%로서 10일 간격으로 3회 살포한 것 보다 낮은 방제가를 보였다.

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A Convenient Synthesis of New 3,7-Diphenylthieno[3,2-e]bis[1,2,4] triazolo[4,3-a:4',3'-c]pyrimidine Derivatives by Oxidative Cyclization Using Alumina-supported Calcium Hypochlorite

  • Son, Hoon-Young;Song, Yang-Heon
    • Bulletin of the Korean Chemical Society
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    • v.31 no.8
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    • pp.2242-2246
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    • 2010
  • New 3,7-diphenylthieno[3,2-e]bis[1,2,4]triazolo[4,3-a:4',3'-c]pyrimidine derivatives were easily synthesized at room temperature in good yield by the oxidative cyclization of thienopyrimidinyl hydrazones with alumina-supported calcium hypochlorite ($Ca(OCl)_2/Al_2O_3$).