2-methyl-7-ethylindole | 91131-85-0

• 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
• 英文名称: 2-methyl-7-ethylindole
• 英文别名: 7-ethyl-2-methylindole；7-ethyl-2-methyl-indole；7-Aethyl-2-methyl-indol；2-Methyl-7-ethyl-1H-indole；2-Methyl-7-aethyl-indol；7-ethyl-2-methyl-1H-indole
• CAS: 91131-85-0
• 化学式: C₁₁H₁₃N
• 分子量: 159.231
• InChiKey: WQJJAQXIXFDBDI-UHFFFAOYSA-N

物化性质

• 熔点：
  33 °C
• 沸点：
  145 °C(Press: 10 Torr)
• 密度：
  1.054±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  15.8
• 氢给体数：
  1
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  2-methyl-7-ethylindole 、 二氯苯甲酰氯 在 甲基碘化镁 作用下， 以 乙醚 为溶剂， 反应 2.5h， 生成 (7-Ethyl-2-methyl-1H-indol-3-yl)(2,3-dichlorophenyl)methanone
  参考文献：
  名称：

  3-Arylindole derivatives and their use as cb2 receptor agonists

  摘要：

  本发明的主题是公式1的化合物及其制备以及包含它们的药物组合物。这些化合物是CB2大麻素受体的激动剂。

  公开号：

  US20040034090A1
• 作为产物：
  描述：

  硝基乙苯 、 2-Methyl-1-Propenylmagnesium Bromide 在 水 、 sodium chloride 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 生成 2-methyl-7-ethylindole
  参考文献：
  名称：

  3-Arylindole derivatives and their use as cb2 receptor agonists

  摘要：

  本发明的主题是公式1的化合物及其制备以及包含它们的药物组合物。这些化合物是CB2大麻素受体的激动剂。

  公开号：

  US20040034090A1

文献信息

• Ruthenium-catalyzed heteroannulation of anilines with alkanolammonium chlorides leading to indoles
  作者：Chan Sik Cho、Jin Hwang Kim、Tae-Jeong Kim、Sang Chul Shim

  DOI：10.1016/s0040-4020(01)00202-2

  日期：2001.4

  Anilines react with alkanolammonium chlorides in an aqueous medium (H2O–dioxane) at 180°C in the presence of a catalytic amount of a ruthenium catalyst together with SnCl2·2H2O to afford the corresponding indoles in moderate to good yields. Especially, when triisopropanolammonium chloride is employed to react with anilines, 2-methylindoles are formed regioselectively. The presence of SnCl2·2H2O is

  在催化量的钌催化剂和SnCl 2 ·2H 2 O的存在下，苯胺在水性介质（H 2 O-二恶烷）中在180°C下与链烷醇氯化铵反应，以中等至良好的收率得到相应的吲哚。特别是，当使用氯化三异丙基丙铵与苯胺反应时，区域选择性地形成2-甲基吲哚。的SnCl存在2 ·2H 2 O为必需的有效形成吲哚。针对该催化过程，提出了一种涉及链烷醇基团从链烷醇胺转移至苯胺，苯胺被苯胺链烷醇进行N-烷基化以及1,2-二苯胺基烷烃的杂环化反应的反应途径。
• Ruthenium-catalyzed synthesis of indoles from anilines and trialkanolammonium chlorides in an aqueous medium
  作者：Chan Sik Cho、Jin Hwang Kim、Sang Chul Shim

  DOI：10.1016/s0040-4039(00)00035-6

  日期：2000.3

  Anilines react with trialkanolammonium chlorides in an aqueous medium (H2O–dioxane) at 180°C in the presence of a catalytic amount of ruthenium(III) chloride hydrate and triphenylphosphine together with tin(II) chloride dihydrate to afford the corresponding indoles in good yields.

  在催化量的氯化钌（III）水合物和三苯基膦与氯化锡（II）二水合存在下，苯胺在水性介质（H 2 O-二恶烷）中于180°C下与三氯氯化铵反应，得到相应的吲哚化合物。良品率高。
• 3-arylindole derivatives and their use as CB2 receptor agonists
  申请人：Sanofi-Aventis

  公开号：US06995184B2

  公开（公告）日：2006-02-07

  A subject-matter of the present invention is compounds of formula: and their preparation and the pharmaceutical compositions comprising them. These compounds are agonists for CB2 cannabinoid receptors.

  本发明的主题是公式为：的化合物及其制备以及包含它们的药物组合物。这些化合物是CB2大麻素受体的激动剂。
• Reaction pathway in the vapour-phase synthesis of indole and alkylindoles
  作者：M CAMPANATI、S FRANCESCHINI、O PICCOLO、A VACCARI

  DOI：10.1016/j.jcat.2005.02.014

  日期：2005.5.15

  The vapour-phase synthesis of indole and its derivatives from aniline or alkylanilines and ethylene glycol or other diols was investigated with the use of a novel ZrO2/SiO2 (5:95 w/w) catalyst to check the applicability of this synthesis to a wide number of alkylindoles. During feeding with alkylaniline, the above catalyst showed catalytic results better than those reported in the literature, and a very good regenerability. In particular, with ethylene glycol, the best yields in the corresponding indoles were obtained when a C-2-C-3 alkyl chain was located in the ortho position to the amino group. The differences in reactivity between aniline and alkylaniline were significantly reduced when the length of the diol chain was increased and eliminated with 2,3-butanediol. On the basis of the above data and those collected sharing the synthesis in single steps, a possible overall reaction pathway was proposed to design a better tailor-made catalyst. It was also indicated that the formation of heavy compounds, which are able to deactivate the catalyst, were not derived from the reagents or the following reactions on the indole formed, but might be mainly attributed to the polycondensation of an aldehyde intermediate. (c) 2005 Elsevier Inc. All rights reserved.
• Stroh; Hahn, Justus Liebigs Annalen der Chemie, 1959, vol. 623, p. 176,182
  作者：Stroh、Hahn

  DOI：——

  日期：——