Ethyl-<7-methoxy-1-methylindol>-2-carboxylat | 43142-85-4

• 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
• 英文名称: Ethyl-<7-methoxy-1-methylindol>-2-carboxylat
• 英文别名: 7-methoxy-1-methyl-indole-2-carboxylic acid ethyl ester；ethyl 7-methoxy-1-methyl-2-indolecarboxylate；Ethyl 7-methoxy-1-methylindole-2-carboxylate
• CAS: 43142-85-4
• 化学式: C₁₃H₁₅NO₃
• 分子量: 233.267
• InChiKey: RFKQYNPKIBDDOA-UHFFFAOYSA-N

物化性质

• 沸点：
  371.8±22.0 °C(Predicted)
• 密度：
  1.14±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  40.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  Ethyl-<7-methoxy-1-methylindol>-2-carboxylat 在 三甲基铝 、 magnesium 作用下， 以 甲醇 、 甲苯 为溶剂， 生成 2-(4,5-dihydro-1H-imidazol-2-yl)-7-methoxy-1-methyl-2,3-dihydroindole
  参考文献：
  名称：

  Indoline analogs of idazoxan: potent .alpha.2-antagonists and .alpha.1-agonists

  摘要：

  The synthesis and alpha-adrenergic activity of a series of substituted 2-imidazolinylindolines are described. Substitution in the indoline ring generated compounds with a spectrum of adrenoceptor antagonist/agonist profiles that proved sensitive to both the nature and position of the substituent. Many of the derivatives possess greater presynaptic antagonist potency than the corresponding benzodioxan 1, dihydrobenzofuran 2, and indan 3 analogues; however, this alpha 2-antagonism is often accompanied by alpha 1-agonist activity. It was not possible to separate alpha 2-antagonist from alpha 1-agonist properties in this series. Compounds of most interest proved to be the N-ethyl 6, 5-chloro-N-methyl 18, and 5-chloro-N-ethyl 23 derivatives, all being potent alpha 2-antagonists and alpha 1-agonists. Substitution at the 4- and 7-position of the indoline ring generally gave compounds with nonselective agonist properties.

  DOI：

  10.1021/jm00400a009
• 作为产物：
  描述：

  邻甲氧基苯胺 在 盐酸 、 sodium nitrite 作用下， 以 N-甲基乙酰胺 、 乙醇 为溶剂， 生成 Ethyl-<7-methoxy-1-methylindol>-2-carboxylat
  参考文献：
  名称：

  US6169107

  摘要：

  公开号：

文献信息

• Indoloylguanidine derivatives as inhibitors of sodium-hydrogen exchange
  申请人：SUMITOMO PHARMACEUTICALS COMPANY, LIMITED

  公开号：EP0622356B1

  公开（公告）日：1998-07-01
• EP0708091A2
  申请人：——

  公开号：EP0708091A2

  公开（公告）日：1996-04-24
• US6169107B1
  申请人：——

  公开号：US6169107B1

  公开（公告）日：2001-01-02
• US6248772B1
  申请人：——

  公开号：US6248772B1

  公开（公告）日：2001-06-19
• Indoline analogs of idazoxan: potent .alpha.2-antagonists and .alpha.1-agonists
  作者：Gay P. Fagan、Christopher B. Chapleo、Anthony C. Lane、Malcolm Myers、Alan G. Roach、Colin F. C. Smith、Michael R. Stillings、Anthony P. Welbourn

  DOI：10.1021/jm00400a009

  日期：1988.5

  The synthesis and alpha-adrenergic activity of a series of substituted 2-imidazolinylindolines are described. Substitution in the indoline ring generated compounds with a spectrum of adrenoceptor antagonist/agonist profiles that proved sensitive to both the nature and position of the substituent. Many of the derivatives possess greater presynaptic antagonist potency than the corresponding benzodioxan 1, dihydrobenzofuran 2, and indan 3 analogues; however, this alpha 2-antagonism is often accompanied by alpha 1-agonist activity. It was not possible to separate alpha 2-antagonist from alpha 1-agonist properties in this series. Compounds of most interest proved to be the N-ethyl 6, 5-chloro-N-methyl 18, and 5-chloro-N-ethyl 23 derivatives, all being potent alpha 2-antagonists and alpha 1-agonists. Substitution at the 4- and 7-position of the indoline ring generally gave compounds with nonselective agonist properties.

表征谱图