N-[3-chloro-2-(4-hydroxy-3-methoxy-phenyl)-4-oxoazetidin-1-yl]isonicotinamide | 1152134-79-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 内酰胺类
• 英文名称: N-[3-chloro-2-(4-hydroxy-3-methoxy-phenyl)-4-oxoazetidin-1-yl]isonicotinamide
• 英文别名: N-[3-chloro-2-(4-hydroxy-3-methoxyphenyl)-4-oxoazetidin-1-yl]pyridine-4-carboxamide
• CAS: 1152134-79-6
• 化学式: C₁₆H₁₄ClN₃O₄
• 分子量: 347.758
• InChiKey: WDNXWWDDBOSRJI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  91.8
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  异烟肼 、 香草醛 在 溶剂黄146 、 三乙胺 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 6.0h， 生成 N-[3-chloro-2-(4-hydroxy-3-methoxy-phenyl)-4-oxoazetidin-1-yl]isonicotinamide
  参考文献：
  名称：

  Design and synthesis of novel N-substituted-3-chloro-2-azetidinone derivatives as potential anticonvulsant agents

  摘要：

  A new series of N-[3-chloro-2-(substitutedphenyl)-4-oxo-azetidin-1-yl]isonicotinamide (2a-l) were synthesized through condensation reaction of isoniazide with substituted aldehyde. The newly synthesized compounds were characterized by spectral data (IR, (1)H NMR, mass spectra) and elemental analysis. Compound 2e exhibited excellent anticonvulsant activity and no neurotoxicity in comparison to reference drug phenytoin.

  DOI：

  10.1007/s00044-010-9485-0

文献信息

• Synthesis and Antimycobacterial Activity of a Novel Series of Isonicotinylhydrazide Derivatives
  作者：Sandip Jaju、Mahesh Palkar、Veeresh Maddi、Pradeepkumar Ronad、Shivalingarao Mamledesai、Darbhamulla Satyanarayana、Mangala Ghatole

  DOI：10.1002/ardp.200900001

  日期：2009.12

  All the title compounds were tested for their in‐vitro antimycobacterial activity against Mycobacterium tuberculosis H37Rv using Alamar‐Blue susceptibility test, and the activity is expressed as the minimum inhibitory concentration (MIC) in μg/mL. Among the series, compounds 2b, 2g, 3b, and 3g displayed an encouraging antimycobacterial activity profile as compared to that of the reference drugs isoniazid

  14 种新型异烟酰肼衍生物 2a-g、3a-g 含有 4-噻唑烷酮 / 2-氮杂环丁酮核，通过 N'-取代的亚芳基/杂芳基异烟酰肼 1a-g 与硫乙醇酸在干燥的存在下反应合成了一系列新的异烟酰肼衍生物。苯和氯乙酰氯在三乙胺存在下分别。所有新合成化合物的结构均基于元素分析和光谱数据（IR 和 1H-NMR）进行表征。使用 Alamar-Blue 药敏试验测试所有标题化合物对结核分枝杆菌 H37Rv 的体外抗分枝杆菌活性，活性表示为最小抑制浓度 (MIC)，单位为 μg/mL。在该系列中，化合物 2b、2g、3b、
• Design and synthesis of novel N-substituted-3-chloro-2-azetidinone derivatives as potential anticonvulsant agents
  作者：Hozaifa Hasan、Maymoona Akhter、Wasim Akhter、Israr Ali、Mohd. Zaheen、Iftikhar Ahsan、Danish Mahmood

  DOI：10.1007/s00044-010-9485-0

  日期：2011.11

  A new series of N-[3-chloro-2-(substitutedphenyl)-4-oxo-azetidin-1-yl]isonicotinamide (2a-l) were synthesized through condensation reaction of isoniazide with substituted aldehyde. The newly synthesized compounds were characterized by spectral data (IR, (1)H NMR, mass spectra) and elemental analysis. Compound 2e exhibited excellent anticonvulsant activity and no neurotoxicity in comparison to reference drug phenytoin.