7-methylcoumarin-4-acetyl chloride | 50402-84-1

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 香豆素及其衍生物
• 英文名称: 7-methylcoumarin-4-acetyl chloride
• 英文别名: 2-(7-Methyl-2-oxochromen-4-yl)acetyl chloride
• CAS: 50402-84-1
• 化学式: C₁₂H₉ClO₃
• 分子量: 236.655
• InChiKey: CCBUOQSWFLXRRD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  7-methylcoumarin-4-acetyl chloride 、 6-氯-5-氟苯并咪唑-2-硫醇 在 吡啶 作用下， 以 四氢呋喃 为溶剂， 以48%的产率得到N-(5-chloro-6-fluorobenzo[d]thiazole-2-yl)-2-(7-methyl-2-oxo-2H-chromen-4-yl)acetamide
  参考文献：
  名称：

  Synthesis and in vitro anti-HIV activity of N-1,3-benzo[d]thiazol-2-yl-2-(2-oxo-2H-chromen-4-yl)acetamide derivatives using MTT method

  摘要：

  A series of novel N-1,3-benzo[d]thiazol-2-yl-2-(2-oxo-2H-chromen-4-yl)acetamide derivatives has been synthesized. All the newly synthesized compounds were evaluated for their anti-HIV activity using MTT method. Most of these compounds showed moderate to potent activity against wild-type HIV-1 with an EC50 ranging from >7 EC50 [mu g/ml] to <100 EC50 [mu g/ml]. Among them, N-1,3-benzo[d]thiazol-2-yl-2-(2-oxo-2H-chromen-4-yl)acetamide 6v was identified as the most promising compound (EC50 = <7 mu g/ml). Among all the compounds, three compounds 6m, 6v and 6u have been exhibits potent anti-HIV activity against MT-4 cells. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.03.105
• 作为产物：
  描述：

  (7-甲基-2-氧代-2H-吡喃-4-基)乙酸 在 氯化亚砜 作用下， 生成 7-methylcoumarin-4-acetyl chloride
  参考文献：
  名称：

  Synthesis and in vitro anti-HIV activity of N-1,3-benzo[d]thiazol-2-yl-2-(2-oxo-2H-chromen-4-yl)acetamide derivatives using MTT method

  摘要：

  A series of novel N-1,3-benzo[d]thiazol-2-yl-2-(2-oxo-2H-chromen-4-yl)acetamide derivatives has been synthesized. All the newly synthesized compounds were evaluated for their anti-HIV activity using MTT method. Most of these compounds showed moderate to potent activity against wild-type HIV-1 with an EC50 ranging from >7 EC50 [mu g/ml] to <100 EC50 [mu g/ml]. Among them, N-1,3-benzo[d]thiazol-2-yl-2-(2-oxo-2H-chromen-4-yl)acetamide 6v was identified as the most promising compound (EC50 = <7 mu g/ml). Among all the compounds, three compounds 6m, 6v and 6u have been exhibits potent anti-HIV activity against MT-4 cells. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.03.105

文献信息

• Environmentally benign synthesis of 4-aminoquinoline-2-ones using recyclable choline hydroxide
  作者：Anita Kailas Sanap、Ganapati Subray Shankarling

  DOI：10.1039/c4nj01281j

  日期：——

  Biocompatible and recyclable choline hydroxide for rapid synthesis of 4-aminoquinoline-2-ones.

  生物相容性和可回收的氢氧化胆碱用于快速合成4-氨基喹啉-2-酮。
• A Chelating Nucleophile Plays a Starring Role: 1,8-Naphthyridine-Catalyzed Polycomponent α,α-Difluorination of Acid Chlorides
  作者：Andrew Griswold、Steven Bloom、Thomas Lectka

  DOI：10.1021/jo501534k

  日期：2014.10.17

  A dually activated ketene enolate, generated from an acid chloride, the unusual chelating nucleophile (1,8-naphthyridine), and a Lewis acid, reacts to afford a host of alpha,alpha-difluorinated products in the presence of a benchtop-stable fluorinating agent (Selectfluor). The use of this method to synthesize otherwise difficult to make products is highlighted along with computational and spectroscopic support for the proposed chelate.