3-(2-Carbamoyl-ethyl)-indol | 91350-72-0

• 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: 3-(2-Carbamoyl-ethyl)-indol
• 英文别名: 3-(2-Carbamoyloxy-ethyl)-indol；3-(2-carbamoyloxy-ethyl)-1H-indole；1-carbamoyloxy-2-indol-3-yl-ethane；2-(1H-indol-3-yl)ethyl carbamate
• CAS: 91350-72-0
• 化学式: C₁₁H₁₂N₂O₂
• 分子量: 204.228
• InChiKey: VJEUYUYJEMDCHK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  68.1
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  1-tert-butoxycarbonyl-3-(2-carbamoyloxy-ethyl)-1H-indole 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 2.5h， 以90%的产率得到3-(2-Carbamoyl-ethyl)-indol
  参考文献：
  名称：

  Highly enantioselective intramolecular aza-spiroannulation onto indoles using chiral rhodium catalysis: asymmetric entry to the spiro-β-lactam core of chartellines

  摘要：

  通过扩大基于手性 Rh-nitrenoid 物种的氧化氮原子转移方法的范围，我们开发出了一种多功能、高度对映控制的进入海藻酸螺δ-内酰胺核心的方法。

  DOI：

  10.1039/b913770j

文献信息

• Quantitative structure-activity relationships of anticonvulsant aralkyl and alkyl carbamates.
  作者：MITSUYO TANAKA、KAZUYOSHI HORISAKA、CHISAKO YAMAGAMI、NARAO TAKAO、TOSHIO FUJITA

  DOI：10.1248/cpb.33.2403

  日期：——

  A series of aralkyl and alkyl carbamates of the type R1OCONR2R3 (R1=alkyl or aralkyl, R2, R3=H, Me, Et) were prepared and tested for anticonvulsant activity in mice by means of the maximal electroshock seizure test. The ED50 values were analyzed in terms of hydrophobic (log P), electronic (σ1) and other parameters by regression analysis. The results are essentially the same as those for previously studied m-and p-substituted benzyl N, N-dimethylcarbamates (X-C6H4-CH2OCONMe2). The activity depended parabolically on log P with an optimum log P of 1.7, and was negatively correlated with σ1. It was also found that the potency is reduced when R1 is an alkyl group or includes a hydrogen-bonding group. Structural requirements for the optimal potency and the aromatic ring contribution to the activity are discussed.

  一系列类型为 R1OCONR2R3（R1=烷基或芳香烷基，R2、R3=氢、甲基、乙基）的芳烷基和烷基氨基甲酸酯被合成并通过最大电击惊厥测试在小鼠中测试其抗惊厥活性。ED50 值通过回归分析在疏水性 (log P)、电子性 (σ1) 和其他参数的基础上进行了分析。结果与之前研究的 m-和 p-取代苯基 N,N-二甲基氨基甲酸酯 (X-C6H4-CH2OCONMe2) 的结果基本相同。活性与 log P 呈抛物线关系，最佳 log P 为 1.7，并与 σ1 负相关。还发现，当 R1 为烷基或包含氢键结合基时，活性降低。讨论了最佳活性的结构要求以及芳香环对活性的贡献。
• Novel indicator platform
  申请人：Biosynth AG

  公开号：EP2256103A1

  公开（公告）日：2010-12-01

  A novel indicator platform comprises a plurality of 1H-Indol-3-yl indicator compounds that are capable of converting to a signalophore compound in response to an external stimulus. In one class of indicator compounds, the resulting signalophores are 2-benzylideneindoline compounds that are formed by an intermolecular Aldol-type process; in a further class of indicator compounds, the resulting signalophores are 10H-indolo[1,2-a]indole compounds that are formed by an intramolecular Aldol-type process. The indicators can be used in a wide array of applications relating, for example, to biological systems or optical data storage.

  一种新型指示剂平台由多种 1H-吲哚-3-基指示剂化合物组成，这些化合物能够在外部刺激下转化为信号团化合物。在一类指示剂化合物中，产生的信号团是通过分子间醛醇型过程形成的 2-亚苄基吲哚啉化合物；在另一类指示剂化合物中，产生的信号团是通过分子内醛醇型过程形成的 10H-吲哚并[1,2-a]吲哚化合物。这些指示剂可广泛应用于生物系统或光学数据存储等领域。
• NOVEL INDICATOR PLATFORM
  申请人：Biosynth AG

  公开号：EP2427431B1

  公开（公告）日：2013-05-01
• Novel Indicator Platform
  申请人：Spitz Urs

  公开号：US20120058503A1

  公开（公告）日：2012-03-08

  A novel indicator platform comprises a plurality of 1H-lndol-3-yl indicator compounds that are capable of converting to a signalophore compound in response to an external stimulus. In one class of indicator compounds, the resulting signalophores are 2-benzylideneindoline compounds that are formed by an intermolecular Aldol-type process; in a further class of indicator compounds, the resulting signalophores are 10H-indolo[1,2-a]indole compounds that are formed by an intramolecular Aldol-type process. The indicators can be used in a wide array of applications relating, for example, to biological systems or optical data storage.
• US8940909B2
  申请人：——

  公开号：US8940909B2

  公开（公告）日：2015-01-27