(2-methylphenyl) 2-(1H-indol-3-yl)acetate | 84289-34-9

• 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-methylphenyl) 2-(1H-indol-3-yl)acetate
• CAS: 84289-34-9
• 化学式: C₁₇H₁₅NO₂
• 分子量: 265.312
• InChiKey: UJSRXFOULZLSLI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  42.1
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  对甲基苯甲酰氯 、 (2-methylphenyl) 2-(1H-indol-3-yl)acetate 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.5h， 以49%的产率得到[1-(4-methyl-benzoyl)-1H-indol-3-yl]-acetic acid o-tolyl ester
  参考文献：
  名称：

  Synthesis and biological evaluation of N-substituted indole esters as inhibitors of cyclo-oxygenase-2 (COX-2)

  摘要：

  A series of novel N-substituted indole carboxylic, acetic and propionic acid esters have been prepared as possible cyclo-oxygenase 2 (COX-2) enzyme inhibitors. Compounds 20, 23 Were found slightly active against COX-2. The synthesis of indole carboxylic, acetic and propionic acid esters were furnished by using dicyclohexyl carbodiimide (DCC), dimethylamino pyridine (DMAP) as carboxylate activators. N-substitution of indole esters was verified with several benzyl and benzoyl group in presence of NaH in DMF, respectively. (C) 2002 Editions scientifiques et medicales Elsevier SAS. All rights reserved.

  DOI：

  10.1016/s0014-827x(02)01233-8
• 作为产物：
  描述：

  3-吲哚乙酸 、 邻甲酚 在 4-二甲氨基吡啶 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 以64%的产率得到(2-methylphenyl) 2-(1H-indol-3-yl)acetate
  参考文献：
  名称：

  Synthesis and biological evaluation of N-substituted indole esters as inhibitors of cyclo-oxygenase-2 (COX-2)

  摘要：

  A series of novel N-substituted indole carboxylic, acetic and propionic acid esters have been prepared as possible cyclo-oxygenase 2 (COX-2) enzyme inhibitors. Compounds 20, 23 Were found slightly active against COX-2. The synthesis of indole carboxylic, acetic and propionic acid esters were furnished by using dicyclohexyl carbodiimide (DCC), dimethylamino pyridine (DMAP) as carboxylate activators. N-substitution of indole esters was verified with several benzyl and benzoyl group in presence of NaH in DMF, respectively. (C) 2002 Editions scientifiques et medicales Elsevier SAS. All rights reserved.

  DOI：

  10.1016/s0014-827x(02)01233-8

文献信息

• El-Gendy; Osman; Khalifa, Pharmazie, 1982, vol. 37, # 7, p. 481 - 482
  作者：El-Gendy、Osman、Khalifa

  DOI：——

  日期：——
• EL-GENDY, A. A.;OSMAN, A. N.;KHALIFA, M., PHARMAZIE, 1982, 37, N 7, 481-482
  作者：EL-GENDY, A. A.、OSMAN, A. N.、KHALIFA, M.

  DOI：——

  日期：——
• Synthesis and biological evaluation of N-substituted indole esters as inhibitors of cyclo-oxygenase-2 (COX-2)
  作者：Süreyya Ölgen、Doğu Nebioğlu

  DOI：10.1016/s0014-827x(02)01233-8

  日期：2002.7

  A series of novel N-substituted indole carboxylic, acetic and propionic acid esters have been prepared as possible cyclo-oxygenase 2 (COX-2) enzyme inhibitors. Compounds 20, 23 Were found slightly active against COX-2. The synthesis of indole carboxylic, acetic and propionic acid esters were furnished by using dicyclohexyl carbodiimide (DCC), dimethylamino pyridine (DMAP) as carboxylate activators. N-substitution of indole esters was verified with several benzyl and benzoyl group in presence of NaH in DMF, respectively. (C) 2002 Editions scientifiques et medicales Elsevier SAS. All rights reserved.