7,8-Dimethoxy-1-oxoisothiochromene-3-carbonyl chloride | 670248-81-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异硫色烯
• 英文名称: 7,8-Dimethoxy-1-oxoisothiochromene-3-carbonyl chloride
• CAS: 670248-81-4
• 化学式: C₁₂H₉ClO₄S
• 分子量: 284.72
• InChiKey: LRKZYFRCWHPHPY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  77.9
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  7,8-Dimethoxy-1-oxoisothiochromene-3-carbonyl chloride 、 苯佐卡因 以 1,4-二氧六环 为溶剂， 反应 1.0h， 以85%的产率得到4-[(7,8-dimethoxy-1-oxo-1H-isothiochromene-3-carbonyl)amino]benzoic acid ethyl ester
  参考文献：
  名称：

  Isothiocoumarin-3-carboxylic acid derivatives: Synthesis, anticancer and antitrypanosomal activity evaluation

  摘要：

  A series of new isothiocoumarin-3-carboxylic acids derivatives had been obtained based on the 5-arylidenerhodanines hydrolysis. Anticancer activity screening allowed identification of 7,8-dimethoxyl-oxo-1H-isothiochromene-3-carboxylic acid (4-phenylthiazol-2-yl)-amide (30) with the highest level of antimitotic activity (GI(50) NCI-H322MINSC Lung Cancer = 1.28 mu M). Evaluation of the antitrypanosomal activity against Trypanosoma brucei brucei showed that investigated compounds did not exhibit significant antiparasitic effects. Additionally, the most pharmacologically attractive compounds were nontoxic and well tolerated by the experimental animals. (C) 2014 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2014.01.028
• 作为产物：
  描述：

  2-羧基-3,4-二甲氧基苯甲醛 在 氯化亚砜 、 sodium acetate 、 溶剂黄146 、 potassium hydroxide 作用下， 生成 7,8-Dimethoxy-1-oxoisothiochromene-3-carbonyl chloride
  参考文献：
  名称：

  New 4-thiazolidinone-based molecules Les-2769 and Les-3266 as possible PPARγ modulators

  摘要：

  DOI：

  10.1016/j.bioorg.2022.106075

文献信息

• Isothiocoumarin-3-carboxylic acid derivatives: Synthesis, anticancer and antitrypanosomal activity evaluation
  作者：Danylo Kaminskyy、Anna Kryshchyshyn、Ihor Nektegayev、Olexandr Vasylenko、Philippe Grellier、Roman Lesyk

  DOI：10.1016/j.ejmech.2014.01.028

  日期：2014.3

  A series of new isothiocoumarin-3-carboxylic acids derivatives had been obtained based on the 5-arylidenerhodanines hydrolysis. Anticancer activity screening allowed identification of 7,8-dimethoxyl-oxo-1H-isothiochromene-3-carboxylic acid (4-phenylthiazol-2-yl)-amide (30) with the highest level of antimitotic activity (GI(50) NCI-H322MINSC Lung Cancer = 1.28 mu M). Evaluation of the antitrypanosomal activity against Trypanosoma brucei brucei showed that investigated compounds did not exhibit significant antiparasitic effects. Additionally, the most pharmacologically attractive compounds were nontoxic and well tolerated by the experimental animals. (C) 2014 Elsevier Masson SAS. All rights reserved.
• New 4-thiazolidinone-based molecules Les-2769 and Les-3266 as possible PPARγ modulators
  作者：Monika Bar、Bartosz Skóra、Anna Tabęcka-Łonczyńska、Serhii Holota、Dmytro Khyluk、Olexandra Roman、Roman Lesyk、Konrad A. Szychowski

  DOI：10.1016/j.bioorg.2022.106075

  日期：2022.11