14-(6-甲氧基-1H-吲哚-3-基)十四烷-1-醇 | 651331-39-4

• 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
• 中文名称: 14-(6-甲氧基-1H-吲哚-3-基)十四烷-1-醇
• 英文名称: 14-(6-methoxy-1H-indole-3-yl)-tetradecane-1-ol
• 英文别名: 1H-Indole-3-tetradecanol, 6-methoxy-；14-(6-methoxy-1H-indol-3-yl)tetradecan-1-ol
• CAS: 651331-39-4
• 化学式: C₂₃H₃₇NO₂
• 分子量: 359.552
• InChiKey: RSKUSCVKKCCDDZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.7
• 重原子数：
  26
• 可旋转键数：
  15
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  45.2
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  6-甲氧基-1H-吲哚-2-羧酸甲酯 在 palladium on activated charcoal 喹啉 、 sodium hydroxide 、 disodium hydrogenphosphate 、 sodium amalgam 、 正丁基锂 、 氢气 、 铜 、 三氯氧磷 作用下， 以 四氢呋喃 、 甲醇 、 乙醇 、 正己烷 、 二氯甲烷 为溶剂， -78.0~40.0 ℃ 、101.33 kPa 条件下， 生成 14-(6-甲氧基-1H-吲哚-3-基)十四烷-1-醇
  参考文献：
  名称：

  Effects of Indole Fatty Alcohols on the Differentiation of Neural Stem Cell Derived Neurospheres

  摘要：

  In a search for inducers of neuronal differentiation to treat neurodegenerative diseases such as Alzheimer's disease, a series of indole fatty alcohols (IFAs) were prepared. 13C (n = 18) was able to promote the differentiation of neural stem cell derived neurospheres into neurons at a concentration of 10 nM. Analysis of the expression of the Notch pathway genes in neurospheres treated during the differentiation phase with 13c (n = 18) revealed a significant decrease in the transcription of the Notch 4 receptor.

  DOI：

  10.1021/jm0493616

文献信息

• Indole derivatives and drugs containing the same
  申请人：Luu Bang

  公开号：US20050261357A1

  公开（公告）日：2005-11-24

  An indole derivative represented by the following general formula (1): wherein at least one of R 1 , R 2 , R 3 , and R 4 represents an alkoxy group containing 1 to 20 carbon atoms, and other groups of the R 1 , R 2 , R 3 , and R 4 represent hydrogen, an alkyl group containing 1 to 6 carbon atoms, acetyl group, or hydroxyl group; and either one of X and Y represents —(CH 2 ) n OH wherein n is an integer of 0 to 30, and the other one of the X and Y represents hydrogen atom; or a salt thereof; and a drug and an agent for promoting differentiation of a stem cell containing such indole derivative or its salt as an effective component. The indole derivative (1) of the present invention has action of inducing differentiation of neural stem cell specifically into a neuron, and this indole derivative is useful as a prophylactic or therapeutic drug for brain dysfunction or neuropathy caused by loss or degeneration of the neuron.

  以下是一种由下述通式（1）表示的吲哚衍生物: 其中，R1、R2、R3和R4中至少有一个表示含有1到20个碳原子的烷氧基，而R1、R2、R3和R4的其他基团则表示氢、含有1到6个碳原子的烷基、乙酰基或羟基；X和Y中的一个表示—（CH2）nOH，其中n为0到30的整数，而X和Y的另一个表示氢原子；或其盐；以及包含这种吲哚衍生物或其盐作为有效成分的药物和促进干细胞分化的药剂。本发明的吲哚衍生物（1）具有特异性诱导神经干细胞分化为神经元的作用，因此这种吲哚衍生物可用作预防或治疗因神经元丧失或退化引起的脑功能障碍或神经病变的药物。
• INDOLE DERIVATIVES AND DRUGS CONTAINING THE SAME
  申请人：Meiji Dairies Corporation

  公开号：EP1533299A1

  公开（公告）日：2005-05-25

  An indole derivative represented by the following general formula (1) : wherein at least one of R1, R2, R3, and R4 represents an alkoxy group containing 1 to 20 carbon atoms, and other groups of the R1, R2, R3, and R4 represent hydrogen, an alkyl group containing 1 to 6 carbon atoms, acetyl group, or hydroxyl group; and either one of X and Y represents -(CH2)nOH wherein n is an integer of 0 to 30, and the other one of the X and Y represents hydrogen atom; or a salt thereof; and a drug and an agent for promoting differentiation of a stem cell containing such indole derivative or its salt as an effective component. The indole derivative (1) of the present invention has action of inducing differentiation of neural stem cell specifically into a neuron, and this indole derivative is useful as a prophylactic or therapeutic drug for brain dysfunction or neuropathy caused by loss or degeneration of the neuron.

  由以下通式（1）代表的吲哚衍生物： 其中 R1、R2、R3 和 R4 中至少有一个代表含有 1 至 20 个碳原子的烷氧基，R1、R2、R3 和 R4 中的其他基团代表氢、含有 1 至 6 个碳原子的烷基、乙酰基或羟基；X和Y中的一个代表-(CH2)nOH，其中n为0至30的整数，X和Y中的另一个代表氢原子；或其盐；以及含有这种吲哚衍生物或其盐作为有效成分的促进干细胞分化的药物和制剂。 本发明的吲哚衍生物（1）具有诱导神经干细胞特异性分化为神经元的作用，这种吲哚衍生物可作为预防或治疗药物，用于治疗神经元缺失或变性引起的脑功能障碍或神经病变。
• US7307098B2
  申请人：——

  公开号：US7307098B2

  公开（公告）日：2007-12-11
• Effects of Indole Fatty Alcohols on the Differentiation of Neural Stem Cell Derived Neurospheres
  作者：Djalil Coowar、Julien Bouissac、Mazen Hanbali、Marie Paschaki、Eliane Mohier、Bang Luu

  DOI：10.1021/jm0493616

  日期：2004.12.1

  In a search for inducers of neuronal differentiation to treat neurodegenerative diseases such as Alzheimer's disease, a series of indole fatty alcohols (IFAs) were prepared. 13C (n = 18) was able to promote the differentiation of neural stem cell derived neurospheres into neurons at a concentration of 10 nM. Analysis of the expression of the Notch pathway genes in neurospheres treated during the differentiation phase with 13c (n = 18) revealed a significant decrease in the transcription of the Notch 4 receptor.