5-(2-methoxy-ethoxy)-1H-indole | 947380-09-8

• 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: 5-(2-methoxy-ethoxy)-1H-indole
• 英文别名: 5-(2-methoxy-ethoxy)-indole；5-(2-methoxyethoxy)-1H-indole
• CAS: 947380-09-8
• 化学式: C₁₁H₁₃NO₂
• mdl: MFCD20662719
• 分子量: 191.23
• InChiKey: FPLAYGBHGUOPLD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.272
• 拓扑面积：
  34.2
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  5-(2-methoxy-ethoxy)-1H-indole 在 盐酸 、 三氯氧磷 作用下， 以 甲醇 为溶剂， 反应 6.75h， 生成 1-[(E)-[5-(2-methoxyethoxy)-1H-indol-3-yl]methylideneamino]-2-pentylguanidine
  参考文献：
  名称：

  The Serotonin 5-HT4 Receptor. 2. Structure-Activity Studies of the Indole Carbazimidamide Class of Agonists

  摘要：

  A number of substituted indole carbazimidamides were prepared and evaluated as 5-HT4 receptor agonists by using the isolated field-stimulated guinea pig ileum preparation. Their selectivity for the 5-HT4 receptor was established by examining their affinity for other 5-HT receptors using radioligand-binding techniques. Several selective and highly potent full as well as partial agonists emerged from this study. For example, 1b,d were found to be the most potent, full 5-HT4 receptor agonists described so far (EC(50) = 0.5 and 0.8 nM, respectively), being 6 and 4 times more potent than serotonin itself. On the other hand, 5b and 1h appeared as partial 5-HT4 receptor agonists in the nonstimulated guinea pig ileum preparation with potencies, evaluated against serotonin action, respectively similar (5b, K-i = 12 nM) to and 300-fold higher (1h, K-i = 0.04 nM) than serotonin.

  DOI：

  10.1021/jm00013a010
• 作为产物：
  描述：

  4-硝基间甲苯酚 、 alkaline earth salt of/the/ methylsulfuric acid 在 镍 potassium carbonate 、 一水合肼 作用下， 以 丙酮 为溶剂， 反应 8.5h， 生成 5-(2-methoxy-ethoxy)-1H-indole
  参考文献：
  名称：

  The Serotonin 5-HT4 Receptor. 2. Structure-Activity Studies of the Indole Carbazimidamide Class of Agonists

  摘要：

  A number of substituted indole carbazimidamides were prepared and evaluated as 5-HT4 receptor agonists by using the isolated field-stimulated guinea pig ileum preparation. Their selectivity for the 5-HT4 receptor was established by examining their affinity for other 5-HT receptors using radioligand-binding techniques. Several selective and highly potent full as well as partial agonists emerged from this study. For example, 1b,d were found to be the most potent, full 5-HT4 receptor agonists described so far (EC(50) = 0.5 and 0.8 nM, respectively), being 6 and 4 times more potent than serotonin itself. On the other hand, 5b and 1h appeared as partial 5-HT4 receptor agonists in the nonstimulated guinea pig ileum preparation with potencies, evaluated against serotonin action, respectively similar (5b, K-i = 12 nM) to and 300-fold higher (1h, K-i = 0.04 nM) than serotonin.

  DOI：

  10.1021/jm00013a010

文献信息

• [EN] INDOLE COMPOUNDS OR ANALOGUES THEREOF USEFUL FOR THE TREATMENT OF AGE-RELATED MACULAR DEGENERATION (AMD)<br/>[FR] COMPOSÉS INDOLIQUES OU ANALOGUES DE CEUX-CI UTILES DANS LE TRAITEMENT DE LA DÉGÉNÉRESCENCE MACULAIRE LIÉE À L'ÂGE (DMLA)
  申请人：NOVARTIS AG

  公开号：WO2012093101A1

  公开（公告）日：2012-07-12

  The present invention provides a compound of formula (I): a method for manufacturing the compounds of the invention, and its therapeutic uses. The present invention further provides a combination of pharmacologically active agents and a pharmaceutical composition.

  本发明提供了一种公式(I)的化合物：一种制造本发明化合物的方法及其治疗用途。本发明进一步提供了一种药物活性剂的组合物和一种药物组合物。
• [EN] INDOLOPYRIDINES AS INHIBITORS OF THE KINESIN SPINDLE PROTEIN (EG5 )<br/>[FR] INDOLOPYRIDINES EN TANT QU'INHIBITEURS DE LA PROTÉINE DE FUSEAU KINÉSINE (EG5)
  申请人：4SC AG

  公开号：WO2009024190A1

  公开（公告）日：2009-02-26

  Compounds of formula (I), in which R1, R2, R3 and R4 have the meanings indicated in the description, are effective Eg5-inhibiting compounds with anti-proliferative and/or apoptosis inducing activity.

  式（I）中的化合物，其中R1、R2、R3和R4具有描述中指示的含义，是具有抗增殖和/或诱导凋亡活性的有效Eg5抑制化合物。
• [EN] TETRACYCLIC INDOLOPYRIDINES AS EG5 INHIBITORS<br/>[FR] INDOLOPYRIDINES TÉTRACYCLIQUES EN TANT QU'INHIBITEURS DE EG5
  申请人：4SC AG

  公开号：WO2009024613A1

  公开（公告）日：2009-02-26

  Compounds of a certain formula (I), in which R1, R2, R3 and R4 have the meanings indicated in the description, are effective Eg5-inhibiting compounds with anti-proliferative and/or apoptosis inducing activity.

  具有特定化学式（I）的化合物，其中R1、R2、R3和R4具有描述中指示的含义，是具有抗Eg5活性的化合物，具有抑制增殖和/或诱导凋亡活性。
• INDOLOPYRIDINES AS EG5 KINESIN MODULATORS
  申请人：Vennemann Matthias

  公开号：US20090233902A1

  公开（公告）日：2009-09-17

  Compounds of a certain formula I, in which R1, R2, R3, R4, R5 and R6 have the meanings indicated in the description, are effective compounds with anti-proliferative and/or apoptosis inducing activity.

  某个公式I的化合物，其中R1、R2、R3、R4、R5和R6具有描述中指示的含义，是具有抗增殖和/或诱导凋亡活性的有效化合物。
• Complement pathway modulators and uses thereof
  申请人：ALTMANN Eva

  公开号：US20120295884A1

  公开（公告）日：2012-11-22

  The present invention provides a compound of formula I: a method for manufacturing the compounds of the invention, and its therapeutic uses. The present invention further provides a combination of pharmacologically active agents and a pharmaceutical composition.

  本发明提供了一种化合物I的方法，用于制造本发明的化合物以及其治疗用途。本发明还提供了一种药理活性剂的组合和制药组合物。