(Z)-1-(4-methoxyphenyl)-4,4-dimethyl-2-(1,2,4-triazol-1-yl)pent-1-en-3-one | 76714-53-9

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: (Z)-1-(4-methoxyphenyl)-4,4-dimethyl-2-(1,2,4-triazol-1-yl)pent-1-en-3-one
• CAS: 76714-53-9
• 化学式: C₁₆H₁₉N₃O₂
• 分子量: 285.346
• InChiKey: PXNAOAPJIMUUPN-ZROIWOOFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  57
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (Z)-1-(4-methoxyphenyl)-4,4-dimethyl-2-(1,2,4-triazol-1-yl)pent-1-en-3-one 在 盐酸羟胺 、 potassium carbonate 、 三乙胺 作用下， 以 甲醇 、 氯仿 、 水 为溶剂， 生成 [(Z)-[(Z)-1-(4-methoxyphenyl)-4,4-dimethyl-2-(1,2,4-triazol-1-yl)pent-1-en-3-ylidene]amino] 4-methylthiadiazole-5-carboxylate
  参考文献：
  名称：

  Synthesis and Fungicidal Activity of(1Z, 3Z)-4,4-Dimethyl-1-substitutedphenyl-2-(1H-1,2,4-triazol-1-yl)-pent-1-en-3-oneO-[2,4-dimethylthiazole(or 4-methyl-1,2,3-thiadiazole)]-5-carbonyl Oximes

  摘要：

  A series of novel (Z)‐1‐tert‐butyl (or phenyl)‐2‐(1H‐1,2,4‐triazol‐1‐yl)‐ethanoneO‐[2,4‐dimethylthiazole (or 4‐methyl‐1,2,3‐thiadiazole) −5‐carbonyl] oximes5a–5cand (1Z, 3Z)‐4,4‐dimethyl‐1‐substitutedphenyl‐2‐(1H‐1,2,4‐triazol‐1‐yl)‐pent‐1‐en‐3‐oneO‐[2,4‐dimethylthiazole (or 4‐methyl‐1,2,3‐thiadiazole)‐5‐carbonyl] oximes6a–6ewere synthesized by the condensations of (Z)‐1‐tert‐butyl (or phenyl)‐2‐(1H‐1,2,4‐triazol‐1‐yl)‐ethanone oximes3or (1Z, 3Z)‐4,4‐dimethyl‐1‐substitutedphenyl‐2‐(1H‐1,2,4‐triazol‐1‐yl)‐pent‐1‐en‐3‐one oximes4with 2,4‐dimethylthiazole‐5‐carbonyl chloride or 4‐methyl‐1,2,3‐thiadiazole‐5‐carbonyl chloride in the basic condition. Their structures were confirmed by IR,1H NMR, mass spectroscopy, and elemental analyses. The results of preliminary bioassays showed the title compounds5and6exhibited moderate to good fungicidal activities. For example, compound6cpossessed 86.4% inhibition againstFusarium oxysporum, and compound6bexhibited 86.4 and 100% inhibition againstFusarium oxysporumandCercospora arachidicola Horiat the concentration of 50 mg/L, respectively.

  DOI：

  10.1002/jhet.783
• 作为产物：
  描述：

  4-甲氧基苯甲醛 、 3,3-二甲基-1-(1H-1,2,4-三唑-1-基)丁-2-酮 在 哌啶 作用下， 以 甲苯 为溶剂， 生成 (Z)-1-(4-methoxyphenyl)-4,4-dimethyl-2-(1,2,4-triazol-1-yl)pent-1-en-3-one
  参考文献：
  名称：

  Synthesis and Fungicidal Activity of(1Z, 3Z)-4,4-Dimethyl-1-substitutedphenyl-2-(1H-1,2,4-triazol-1-yl)-pent-1-en-3-oneO-[2,4-dimethylthiazole(or 4-methyl-1,2,3-thiadiazole)]-5-carbonyl Oximes

  摘要：

  A series of novel (Z)‐1‐tert‐butyl (or phenyl)‐2‐(1H‐1,2,4‐triazol‐1‐yl)‐ethanoneO‐[2,4‐dimethylthiazole (or 4‐methyl‐1,2,3‐thiadiazole) −5‐carbonyl] oximes5a–5cand (1Z, 3Z)‐4,4‐dimethyl‐1‐substitutedphenyl‐2‐(1H‐1,2,4‐triazol‐1‐yl)‐pent‐1‐en‐3‐oneO‐[2,4‐dimethylthiazole (or 4‐methyl‐1,2,3‐thiadiazole)‐5‐carbonyl] oximes6a–6ewere synthesized by the condensations of (Z)‐1‐tert‐butyl (or phenyl)‐2‐(1H‐1,2,4‐triazol‐1‐yl)‐ethanone oximes3or (1Z, 3Z)‐4,4‐dimethyl‐1‐substitutedphenyl‐2‐(1H‐1,2,4‐triazol‐1‐yl)‐pent‐1‐en‐3‐one oximes4with 2,4‐dimethylthiazole‐5‐carbonyl chloride or 4‐methyl‐1,2,3‐thiadiazole‐5‐carbonyl chloride in the basic condition. Their structures were confirmed by IR,1H NMR, mass spectroscopy, and elemental analyses. The results of preliminary bioassays showed the title compounds5and6exhibited moderate to good fungicidal activities. For example, compound6cpossessed 86.4% inhibition againstFusarium oxysporum, and compound6bexhibited 86.4 and 100% inhibition againstFusarium oxysporumandCercospora arachidicola Horiat the concentration of 50 mg/L, respectively.

  DOI：

  10.1002/jhet.783

文献信息

• FUNAKI, YUDZI;OSITA, XIROBUMI;YAMAMOTO, SIGEHO;TANAKA, SIGEHO;KATO, TOSIR+
  作者：FUNAKI, YUDZI、OSITA, XIROBUMI、YAMAMOTO, SIGEHO、TANAKA, SIGEHO、KATO, TOSIR+

  DOI：——

  日期：——
• Halogenierte Triazolylvinyl-keto- und -carbinol-Derivate, Verfahren zu ihrer Herstellung sowie ihre Verwendung als Pflanzenwachstumsregulatoren und Fungizide
  申请人：BAYER AG

  公开号：EP0044425B1

  公开（公告）日：1985-09-18
• Synthesis and Fungicidal Activity of<i>(1Z, 3Z)-</i>4,4-Dimethyl-1-substitutedphenyl-2-(1<i>H</i>-1,2,4-triazol-1-yl)-pent-1-en-3-one<i>O</i>-[2,4-dimethylthiazole(or 4-methyl-1,2,3-thiadiazole)]-5-carbonyl Oximes
  作者：Hui-Yu Mao、Hong Song、De-Qing Shi

  DOI：10.1002/jhet.783

  日期：2012.5

  A series of novel (Z)‐1‐tert‐butyl (or phenyl)‐2‐(1H‐1,2,4‐triazol‐1‐yl)‐ethanoneO‐[2,4‐dimethylthiazole (or 4‐methyl‐1,2,3‐thiadiazole) −5‐carbonyl] oximes5a–5cand (1Z, 3Z)‐4,4‐dimethyl‐1‐substitutedphenyl‐2‐(1H‐1,2,4‐triazol‐1‐yl)‐pent‐1‐en‐3‐oneO‐[2,4‐dimethylthiazole (or 4‐methyl‐1,2,3‐thiadiazole)‐5‐carbonyl] oximes6a–6ewere synthesized by the condensations of (Z)‐1‐tert‐butyl (or phenyl)‐2‐(1H‐1,2,4‐triazol‐1‐yl)‐ethanone oximes3or (1Z, 3Z)‐4,4‐dimethyl‐1‐substitutedphenyl‐2‐(1H‐1,2,4‐triazol‐1‐yl)‐pent‐1‐en‐3‐one oximes4with 2,4‐dimethylthiazole‐5‐carbonyl chloride or 4‐methyl‐1,2,3‐thiadiazole‐5‐carbonyl chloride in the basic condition. Their structures were confirmed by IR,1H NMR, mass spectroscopy, and elemental analyses. The results of preliminary bioassays showed the title compounds5and6exhibited moderate to good fungicidal activities. For example, compound6cpossessed 86.4% inhibition againstFusarium oxysporum, and compound6bexhibited 86.4 and 100% inhibition againstFusarium oxysporumandCercospora arachidicola Horiat the concentration of 50 mg/L, respectively.