1-cyanomethyl-6-methoxyindole-2-carboxylic acid ethyl ester | 796069-29-9

• 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: 1-cyanomethyl-6-methoxyindole-2-carboxylic acid ethyl ester
• 英文别名: Ethyl 1-(cyanomethyl)-6-methoxy-1H-indole-2-carboxylate；ethyl 1-(cyanomethyl)-6-methoxyindole-2-carboxylate
• CAS: 796069-29-9
• 化学式: C₁₄H₁₄N₂O₃
• 分子量: 258.277
• InChiKey: XEGKBQNGAIIALA-UHFFFAOYSA-N

物化性质

• 沸点：
  443.9±35.0 °C(Predicted)
• 密度：
  1.18±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  64.2
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-cyanomethyl-6-methoxyindole-2-carboxylic acid ethyl ester 在 lithium aluminium tetrahydride 作用下， 以 乙醚 为溶剂， 生成 7-methoxy-1,2,3,4-tetrahydro-pyrazino[1,2-a]indole
  参考文献：
  名称：

  Evaluation of isotryptamine derivatives at 5-HT2 serotonin receptors

  摘要：

  On the basis that meta-chlorophenylpiperazine (mCPP: 1) is a nonselective 5-HT2C agonist. that benz-fused tryptamines (e.g., 5) display enhanced 5-HT2 affinity, and that certain isotryptamines 3 reportedly bind with enhanced affinity and selectivity at 5-HT2C receptors, we prepared and examined a series of isotryptamine-related analogues as potentially selective 5-HT2C agonists. None of the compounds displayed selectivity for 5-HT2C versus 5-HT2A receptors. Detailed re-examination of a compound previously reported to display 100-fold 5-HT2C selectivity [i.e.. S(+)-5,6-aifluoro-alpha-methylisotryptamine] revealed that its selectivity versus 5-HT2A receptors was, at best. only 10-fold. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00713-2
• 作为产物：
  描述：

  6-甲氧基-2-吲哚羧酸乙酯 、 氯乙腈 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 1-cyanomethyl-6-methoxyindole-2-carboxylic acid ethyl ester
  参考文献：
  名称：

  Indole compounds, a process for their preparation and pharmaceutical compositions containing them.

  摘要：

  式(I)的化合物：其中：R1代表烷基、环烷基或环烷基烷基；R2代表线性或支链(C1-C6)烷基；n代表1至6。

  公开号：

  US20100063128A1

文献信息

• Indole compounds, a process for their preparation and pharmaceutical compositions containing them
  申请人：Les Laboratories Servier

  公开号：US08003682B2

  公开（公告）日：2011-08-23

  Compounds of formula (I): wherein: R1 represents an alkyl, cycloalkyl or cycloalkylalkyl group, R2 represents a linear or branched (C1-C6)alkyl group, and n represents from 1 to 6. Medicaments.

  化合物的式子（I）： 其中： R1代表烷基，环烷基或环烷基烷基， R2代表线性或支链（C1-C6）烷基， n表示1至6。 药物。
• US8003682B2
  申请人：——

  公开号：US8003682B2

  公开（公告）日：2011-08-23
• [EN] NOVEL INDOLE DERIVATIVES, PROCESS FOR THE PREPARATION THEREOF AND PHARMACEUTICAL COMPOSITIONS CONTAINING THEM<br/>[FR] NOUVEAUX DERIVES INDOLIQUES, LEUR PROCEDE DE PREPARATION ET LES COMPOSITIONS PHARMACEUTIQUES QUI LES CONTIENNENT
  申请人：SERVIER LAB

  公开号：WO2008049996A2

  公开（公告）日：2008-05-02

  [EN] Compounds of formula (I), in which: R₁ is an alkyl, cycloalkyl or cycloalkylalkyl group; R₂ is a linear or branched (C₁-C₆) alkyl group; and n is 1 to 6; medicaments.
  [FR] Composés de formule (I), dans laquelle : R₁ représente un groupement alkyle, cycloalkyle, ou cycloalkylalkyle; R₂ représente un groupement alkyle (C₁-C₆) linéaire ou ramifié; et n représente 1 à 6, Médicaments.
• Evaluation of isotryptamine derivatives at 5-HT2 serotonin receptors
  作者：Jean Chang-Fong、James Addo、Małgorzata Dukat、Carol Smith、Nicholas A. Mitchell、Katharine Herrick-Davis、Milt Teitler、Richard A. Glennon

  DOI：10.1016/s0960-894x(01)00713-2

  日期：2002.1

  On the basis that meta-chlorophenylpiperazine (mCPP: 1) is a nonselective 5-HT2C agonist. that benz-fused tryptamines (e.g., 5) display enhanced 5-HT2 affinity, and that certain isotryptamines 3 reportedly bind with enhanced affinity and selectivity at 5-HT2C receptors, we prepared and examined a series of isotryptamine-related analogues as potentially selective 5-HT2C agonists. None of the compounds displayed selectivity for 5-HT2C versus 5-HT2A receptors. Detailed re-examination of a compound previously reported to display 100-fold 5-HT2C selectivity [i.e.. S(+)-5,6-aifluoro-alpha-methylisotryptamine] revealed that its selectivity versus 5-HT2A receptors was, at best. only 10-fold. (C) 2002 Elsevier Science Ltd. All rights reserved.
• Indole compounds, a process for their preparation and pharmaceutical compositions containing them.
  申请人：Marchand Pascal

  公开号：US20100063128A1

  公开（公告）日：2010-03-11

  Compounds of formula (I): wherein: R 1 represents an alkyl, cycloalkyl or cycloalkylalkyl group, R 2 represents a linear or branched (C 1 -C 6 )alkyl group, and n represents from 1 to 6.

  式(I)的化合物：其中：R1代表烷基、环烷基或环烷基烷基；R2代表线性或支链(C1-C6)烷基；n代表1至6。