7-氯-3-咪唑-1-基-2,3-二氢色烯-4-酮 | 80930-37-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 中文名称: 7-氯-3-咪唑-1-基-2,3-二氢色烯-4-酮
• 英文名称: 3-(1-imidazolyl)-2,3-dihydro-7-chloro-4H-1-benzopyran-4-one
• 英文别名: 7-Chloro-3-(1H-imidazol-1-yl)-2,3-dihydro-4H-1-benzopyran-4-one；7-chloro-3-imidazol-1-yl-2,3-dihydrochromen-4-one
• CAS: 80930-37-6
• 化学式: C₁₂H₉ClN₂O₂
• 分子量: 248.669
• InChiKey: LLGUTPQVXRBKEV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  44.1
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  7-氯-3-咪唑-1-基-2,3-二氢色烯-4-酮 在 盐酸羟胺 、 potassium carbonate 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 生成 N-benzyloxy-7-chloro-3-imidazol-1-yl-chroman-4-imine
  参考文献：
  名称：

  Stereoselective Synthesis and in Vitro Antifungal Evaluation of (E)- and (Z)-Imidazolylchromanone Oxime Ethers

  摘要：

  A series of (E)- and (Z)-2,3-dihydro-3-(1 H-imidazol-1 -yl)-4H-1 -benzopyran-4-one oxime ethers have been synthesized and tested for antifungal activity Most compounds showed moderate to potent in vitro antifungal activity. Among the tested compounds, compound (E)-3 d was the most active agent against Candida albicans and Aspergillus niger, and compounds (Z)-(3 a) and (E)-3 a were the most potent compounds against Microsporum gypseum. Detailed stereoselective synthesis, spectroscopic, and biological data are reported.

  DOI：

  10.1002/1521-4184(200209)335:7<318::aid-ardp318>3.0.co;2-o
• 作为产物：
  描述：

  聚合甲醛 、 1-(4-Chloro-2-hydroxyphenyl)-2-(1H-imidazol-1-yl)ethan-1-one 以 溶剂黄146 为溶剂， 以83%的产率得到7-氯-3-咪唑-1-基-2,3-二氢色烯-4-酮
  参考文献：
  名称：

  Stereoselective Synthesis and in Vitro Antifungal Evaluation of (E)- and (Z)-Imidazolylchromanone Oxime Ethers

  摘要：

  A series of (E)- and (Z)-2,3-dihydro-3-(1 H-imidazol-1 -yl)-4H-1 -benzopyran-4-one oxime ethers have been synthesized and tested for antifungal activity Most compounds showed moderate to potent in vitro antifungal activity. Among the tested compounds, compound (E)-3 d was the most active agent against Candida albicans and Aspergillus niger, and compounds (Z)-(3 a) and (E)-3 a were the most potent compounds against Microsporum gypseum. Detailed stereoselective synthesis, spectroscopic, and biological data are reported.

  DOI：

  10.1002/1521-4184(200209)335:7<318::aid-ardp318>3.0.co;2-o

文献信息

• Azolylchromans as a novel scaffold for anticonvulsant activity
  作者：Saeed Emami、Abbas Kebriaeezadeh、Mohammad Jafar Zamani、Abbas Shafiee

  DOI：10.1016/j.bmcl.2006.01.004

  日期：2006.4

  A series of azolylchroman derivatives were prepared as conformationally constrained analogs of (arylalkyl)azole anticonvulsants. The anticonvulsant activities of the compounds were evaluated by determining seizure latency and protective effect against pentylenetetrazole (PTZ)-induced lethal convulsions in mice at a dose of 5 mg/kg. Among these compounds, 7-chloro-3-(1H-imidazol-1-yl)chroman-4-one and 3-(1H-1.2,4-triazol-1-yl)chroman-4-one exhibited significant action in delaying seizures as well as effective protection against PTZ-induced seizures and deaths. (C) 2006 Elsevier Ltd. All rights reserved.
• US4342775A
  申请人：——

  公开号：US4342775A

  公开（公告）日：1982-08-03