3-(5-氯-1H-吲哚-3-基)丙烯酸 | 1207962-36-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 中文名称: 3-(5-氯-1H-吲哚-3-基)丙烯酸
• 英文名称: 3-(5-chloro-1H-indol-3-yl)acrylic acid
• 英文别名: 3-(5-chloro-1H-indol-3-yl)prop-2-enoic acid
• CAS: 1207962-36-4
• 化学式: C₁₁H₈ClNO₂
• 分子量: 221.643
• InChiKey: ZLICOCANALRYJY-UHFFFAOYSA-N

物化性质

• 沸点：
  462.5±30.0 °C(Predicted)
• 密度：
  1.483±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  53.1
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-(5-氯-1H-吲哚-3-基)丙烯酸 在 platinum(IV) oxide 、 氢气 作用下， 以 甲醇 为溶剂， 反应 8.0h， 生成 5-氯吲哚-3-丙酸
  参考文献：
  名称：

  Synthesis, characterization, and SAR studies of new (1H-indol-3-yl)alkyl-3-(1H-indol-3-yl)propanamide derivatives as possible antimicrobial and antitubercular agents

  摘要：

  In this article, we report herein the SAR studies of a series of (1H-indol-3-yl)alkyl-3-(1H-indol-3-yl)propanamide 10(a-j), 11(a-j). The synthesized compounds were evaluated for their preliminary in vitro antibacterial, antifungal activity and were screened for antitubercular activity against Mycobacterium tuberculosis H37Rv strain. The synthesized compounds displayed interesting antimicrobial activity.

  DOI：

  10.1007/s00044-012-0451-x
• 作为产物：
  描述：

  5-氯吲哚-3-甲醛 、 丙二酸 在 哌啶 、 吡啶 作用下， 反应 14.0h， 生成 3-(5-氯-1H-吲哚-3-基)丙烯酸
  参考文献：
  名称：

  Synthesis, characterization, and SAR studies of new (1H-indol-3-yl)alkyl-3-(1H-indol-3-yl)propanamide derivatives as possible antimicrobial and antitubercular agents

  摘要：

  In this article, we report herein the SAR studies of a series of (1H-indol-3-yl)alkyl-3-(1H-indol-3-yl)propanamide 10(a-j), 11(a-j). The synthesized compounds were evaluated for their preliminary in vitro antibacterial, antifungal activity and were screened for antitubercular activity against Mycobacterium tuberculosis H37Rv strain. The synthesized compounds displayed interesting antimicrobial activity.

  DOI：

  10.1007/s00044-012-0451-x

文献信息

• Base-Catalyzed Conjugate Addition of Thiols to Indolyl Acrylic Acids and in situ Decarboxylation: An Expedient Synthesis of Functionalized 3-(1-Thio)ethyl-1H-indoles
  作者：Ching-Fa Yao、Shijay Gao、Chi Tseng、B. Raju、Chen Tsai

  DOI：10.1055/s-0029-1218294

  日期：2009.12

  thio)ethyl-1H-indoles is described herein. This simple procedure in- volves the Michael addition of thiols to 3-indoleacrylic acids fol- lowed by in situ decarboxylation of the Michael adduct in the presence of a catalytic amount of K2CO3 in DMF at 100 °C. The method was found to be fairly general with various thiols and dif- ferent 3-indoleacrylic acids.

  本文描述了用于合成 3-(1-硫代)乙基-1H-吲哚的一锅两步法。这个简单的过程包括硫醇与 3-吲哚丙烯酸的迈克尔加成，然后在 100 °C 下在 DMF 中存在催化量的 K2CO3 的情况下，迈克尔加合物的原位脱羧。发现该方法对于各种硫醇和不同的 3-吲哚丙烯酸相当通用。