2-(indol-3-ylmethyl)benzoxazole | 74862-29-6

• 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-(indol-3-ylmethyl)benzoxazole
• 英文别名: Benzoxazole, 2-(1H-indol-3-ylmethyl)-；2-(1H-indol-3-ylmethyl)-1,3-benzoxazole
• CAS: 74862-29-6
• 化学式: C₁₆H₁₂N₂O
• 分子量: 248.284
• InChiKey: ASFPQWRPGFADLI-UHFFFAOYSA-N

物化性质

• 熔点：
  132-133 °C
• 沸点：
  469.9±28.0 °C(Predicted)
• 密度：
  1.297±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  41.8
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  吲哚-3-乙腈 在 盐酸 作用下， 以 乙醚 、 乙醇 为溶剂， 反应 21.0h， 生成 2-(indol-3-ylmethyl)benzoxazole
  参考文献：
  名称：

  唑及其衍生物的合成和性质。32.吲哚羧酸亚氨基酯盐酸盐的合成及部分转化

  摘要：

  DOI：

  10.1007/bf00561348

文献信息

• Synthesis of α-silylalkylbenzoxazoles and oxazoles from stable silylketenes
  作者：Stephen P. Marsden、James T. Steer、Barry S. Orlek

  DOI：10.1016/j.tet.2009.03.105

  日期：2009.7

  Stable silylketenes, prepared by rhodium-catalysed decomposition of silyldiazoketones, undergo addition/cyclocondensation sequences with aminophenols and aminomalonate to give α-silylalkylbenzoxazoles and oxazoles, respectively. The silicon can be retained throughout functional group interconversions or can be removed by protodesilylation under acidic conditions as desired.

  通过铑催化的甲硅烷基重氮酮的分解制备的稳定的甲硅烷基烯酮与氨基酚和氨基丙二酸酯进行加成/环缩合序列，分别得到α-甲硅烷基烷基苯并恶唑和恶唑。硅可以在整个官能团互变中保留，或者可以根据需要在酸性条件下通过原甲硅烷基化除去。
• Antiinflammatory activity of novel indole derivatives
  作者：M Verma、M Tripathi、AK Saxena、K Shanker

  DOI：10.1016/0223-5234(94)90193-7

  日期：1994.1

  3-[(2-Imidazolyl, benzimidazolyl or benzoxazolyl)alkyl]indoles 2a-h were synthesized by cyclizing the carboxylic group of (3-indolyl)alkanoic acids 1 with ethylenediamine, o-phenylenediamine or o-aminophenol, respectively. Reaction of 1 with p-aminoacetophenone or aryl-substituted thiosemicarbazones yielded N-(4-acetylphenyl)-(2 or 4)-(indol-3-yl)alkylcarboxamides 3a-b or l-arylidene 4-[2-(indol-3-yl)(acetyl or propionyl)]thiosemicarbazides 5a-h; 3a-b were cyclized into N-[4-(2-aminothiazol-4-yl)phenyl]-(2 or 4)-(indol-3-yl)alkylcarboxamides 4a-b. Cyclization of 5a-h with malonic acid yielded 1-[2-(indol-3-yl)(acetyl or propionyl)]-3-arylideneamino-2-thiobarbituric acids 6a-h, which were finally converted into corresponding Mannich bases 7a-f. Compounds 2a-h, 4a-b, 6a-h and 7a-f were evaluated for their antiinflammatory activity. Compounds 2e, 2g, 4b, 6c and 6d exhibited promising antiinflammatory activity with a lower ulcerogenic liability than indomethacin.
• KELAREV V. I.; SHVEXGEJMER G. A., XIMIYA GETEROTSIKL. SOEDIN., 1980, HO 5, 645-650
  作者：KELAREV V. I.、 SHVEXGEJMER G. A.

  DOI：——

  日期：——
• KARAKHANOV, R. A.;KELAREV, V. I.;KOKOSOVA, A. S.;NASYROV, I. M.;KUSHETZOV+, PROC. 5TH CONF. APPL. CHEM. UNIT. OPER. AND PROCESS., BALATONFURED, 3-7 S+
  作者：KARAKHANOV, R. A.、KELAREV, V. I.、KOKOSOVA, A. S.、NASYROV, I. M.、KUSHETZOV+

  DOI：——

  日期：——
• Synthesis and properties of azoles and their derivatives. 32. Synthesis and some transformations of hydrochlorides of imido esters of indolecarboxylic acids
  作者：V. I. Kelarev、G. A. Shvekhgeimer

  DOI：10.1007/bf00561348

  日期：1980.5